Vacation rentals in Healdsburg, CA with free parking

Elegant Wine Country retreat just 2 blocks from Healdsburg Plaza. Heavenly Hideaway features luxury bedrooms, an open-concept chef’s kitchen, modern amenities, & complimentary wine tastings! Just 2 Blocks from Healdsburg Plaza – Step into Wine Country elegance at Heavenly Hideaway, a thoughtfully remodeled historic home that puts you at the heart of Healdsburg’s culinary and wine scene. Walk to award-winning restaurants, boutique shopping, and premier tasting rooms, then retreat to your private sanctuary for relaxation and connection. Beautifully renovated in 2015, this sophisticated home blends modern luxury with Wine Country charm, featuring an open-concept chef’s kitchen, high-end finishes, and inviting living spaces perfect for extended stays, relocation, remote work, or savoring Wine Country at a slower pace. The Space Bedrooms & Sleeping: Primary Suite – Luxurious master bedroom with en suite bathroom and premium bedding Additional Bedrooms – Comfortable guest rooms with high-quality linens and thoughtful details Living Areas: Open-Concept Layout – Seamless flow between kitchen, dining, and living spaces Chef’s Kitchen – Stainless steel appliances, sleek countertops, ample storage, and large island perfect for cooking and gathering Indoor Gas Fireplace – Cozy ambiance for relaxing evenings Contemporary Furnishings – Stylish, comfortable pieces throughout Dedicated Workspace – Ideal for remote work with high-speed WiFi Outdoor Spaces: Private Backyard – Perfect for morning coffee or evening wine BBQ Grill – Gas grill for outdoor cooking and entertaining Outdoor Seating – Comfortable areas for al fresco dining Modern Amenities: High-speed WiFi throughout Drip coffee maker Full kitchen with modern appliances In-unit washer and dryer Central heating and air conditioning Smart TV with streaming capabilities Contactless check-in for convenience Beyond the beautiful home, it’s the hospitality that makes the difference. Our guests consistently highlight our attentive, thoughtful service and how we go above and beyond to ensure each stay is seamless. While we offer contactless check-in for your convenience, you’ll feel warmly welcomed and genuinely cared for by hosts who know and love Healdsburg as much as we love sharing it with you. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). • Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. • Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. • Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. • Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. • Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. • MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ Prime Location Walking Distance to Everything: 2 blocks to Healdsburg Plaza Steps from award-winning restaurants including SingleThread, Valette, and Bravas World-class wine tasting rooms at your doorstep Boutique shopping and art galleries Farmers market and local events Nearby Attractions: Russian River Valley wineries (5-15 minutes) Dry Creek Valley wine country (15 minutes) Alexander Valley vineyards (20 minutes) Armstrong Redwoods State Natural Reserve (20 minutes) River Beach and Lake Sonoma recreation Perfect For Extended Stays: Remote Work & Digital Nomads – Live where others vacation, with dedicated workspace and high-speed WiFi Corporate Relocations – Temporary housing during job transitions or extended business assignments Seasonal Stays – Experience Wine Country through harvest season, spring bloom, or winter tranquility Travel Nurses & Professionals – Comfortable home base near healthcare facilities and workplaces Home Renovation Guests – Upscale accommodations while your home is being remodeled Extended Family Visits – Comfortable setting for longer visits with loved ones in the area Wine Industry Professionals – Ideal for those working harvest or extended wine country projects House Rules & Policies: Pet-Friendly: Small dogs welcome (pet fee applies, please inquire) Check-in: Contactless, seamless arrival process Parking: Private driveway fits 1 car in addition to ample street parking Quiet Hours: Respectful of residential neighborhood Heavenly Hideaway offers the rare combination of prime downtown location, thoughtful design, and genuine hospitality that transforms an extended stay into a true home away from home. Whether you’re here for work, relocation, or simply to immerse yourself in Wine Country living, we’re committed to making every day of your stay exceptional. Your downtown Healdsburg home awaits. Lyfts/Ubers are available although wait times can vary. Easily walkable to the Plaza and surrounding neighborhoods. License number: n/a

Hot Tub is in! 2 blocks from the Plaza, this 1880s cottage blends vintage charm with modern comfort. Walk to tasting rooms, shops & top dining, plus enjoy complimentary wine tasting at our favorite local wineries! **Hot Tub is in!** Our 1880s cottage has been part of Healdsburg’s story for over a century—now it’s ready to be part of yours. Just two blocks from the Plaza, this dog-friendly, standalone retreat blends vintage charm with thoughtful modern updates, including Wi-Fi, air conditioning, a dedicated workspace, and a private entrance. Now featuring a **brand-new hot tub** and an **added full bathroom in the downstairs bedroom—creating a true en suite**, the home offers even more comfort and privacy for couples, friends, or families traveling together. Walk to world-class tasting rooms, restaurants, and boutiques, then return to a cozy, character-filled hideaway where time slows and Wine Country living feels effortless. There’s something special about staying here—the creak of original floors, soft morning light in the sunroom, and the feeling of having your own private retreat in the heart of town. --- ### What You’ll Love • Comfortable living room for unwinding after a day of wine tasting • Kitchen with copper countertops, drip coffee maker & Cuisinart K-Cup brewer • Two queen bedrooms (one upstairs, one downstairs), **both with easy access to full bathrooms—including a newly added en suite downstairs**. Queen air mattress also available for guest use. • Bright sunroom—perfect for morning coffee, reading, or remote work • Dedicated workspace with reliable Wi-Fi • Two full bathrooms for added convenience and privacy • Laundry closet for longer stays • Air conditioning for warm Wine Country days --- ### Outdoor Spaces • Covered front porch with rocking chairs • Private garden and backyard with gas grill • **Brand-new hot tub—perfect for relaxing under the stars (heating included)** • Garage parking plus ample free street parking --- **Dog-Friendly** – One well-behaved pup welcome (pet fee applies) --- ### Hospitality You Can Count On Guests love the comfort and charm of our home, but it’s the thoughtful hospitality that keeps them coming back. We’re here to make your Wine Country getaway effortless, relaxing, and full of care. --- Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to elevate your Wine Country stay with complimentary tastings at several small, locally owned wineries (over a $1,000 value). Complimentary tastings are available for up to 6 guests total at most wineries (Macrostie offers up to 4); additional guests are welcome at each winery’s standard tasting fee. Merriam Vineyards – A family-owned estate crafting elegant, Old World–inspired Bordeaux-style wines Orsi Family Vineyards – A locally loved winery specializing in expressive, small-lot Italian varietals like Sangiovese and Schioppettino Stonemason Cellars – Small-lot wines sourced locally from Sonoma County grapes. Enjoy their "Nibbles & Wine" tasting experience Truett Hurst – Deeply rooted in the Healdsburg community, this welcoming downtown tasting experience showcases approachable Dry Creek and Russian River Valley wines, including bold reds and Rhône-inspired blends Pedroncelli Winery – A historic, fourth-generation Dry Creek Valley winery known for approachable, award-winning Zinfandels and Cabernets Macrostie Winery – An award-winning Russian River Valley estate celebrated for refined, single-vineyard Chardonnays and Pinot Noirs, set against panoramic vineyard views Guest of record must be present. Reservations are required for all wineries, and contact information will be provided once booking is confirmed. An unforgettable way to toast your Wine Country getaway - cheers to delicious moments ahead! --- ### Why Guests Love It Here • Walk everywhere—Healdsburg Plaza, tasting rooms, Valette, Costeaux French Bakery & more • Historic charm paired with thoughtful modern updates • Private, standalone cottage with its own entrance and outdoor space • The perfect balance of relaxation and access in Sonoma County wine country --- For your convenience, the home includes a portable crib, baby gate, and high chair. **TOT# Banjoe Bungalow** Lyfts/Ubers are available although wait times can vary. Easily walkable to restaurants, bars, shops and tasting rooms. You may also see this home listed as “Historic Plaza Gem - Wine Tastings Included” on some booking sites. License number: Banjoe Bungalow

Designer Wine Country retreat just 2 blocks from Healdsburg Plaza. Fitch Street Escape features 2 bedrooms, 2 baths, seamless indoor/outdoor living, and complimentary wine tastings! Step into Fitch Street Escape, a chic and recently remodeled historic home just 2 blocks from Healdsburg Plaza. Perfectly located in the heart of Sonoma Wine Country, this sophisticated retreat offers easy access to award-winning restaurants, boutique shopping, and world-class wine tasting. Blending modern design with historic charm, this bright, open-concept home features 2 bedrooms, 2 full bathrooms, and high-end finishes throughout. A chef’s kitchen with stainless steel appliances, sleek surfaces, and an inviting island makes cooking a pleasure, while indoor/outdoor living is elevated by large Bonelli sliding doors connecting the kitchen to the private backyard. Highlights & Amenities • Bedrooms & Baths: 2 bedrooms, 2 full bathrooms, sunken clawfoot tub, gas fireplace for cozy evenings • Indoor Comfort: Open floor plan, smart TV, Bluetooth speaker, stylish furnishings, thoughtful culinary touches • Outdoor Living: Front porch swing, backyard seating, fire table, ideal for relaxing or entertaining • Prime Location: Just blocks from Healdsburg Plaza for dining, wine tasting, and local events • Pet-Friendly: Up to 2 pets welcome (pet fee applies) Hospitality & Guest Experience: Guests often highlight our genuine hospitality and attention to detail. While Fitch Street Escape offers contactless check-in, our team ensures you feel warmly welcomed, well cared for, and supported throughout your stay—by hosts who know and love Sonoma Wine Country. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). • Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. • Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. • Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. • Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. • Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. • MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ Lyfts/Ubers are available although wait times can vary. Easily walkable to the Plaza and surrounding neighborhoods. License number: n/a

Situated just two miles outside of downtown Healdsburg, this home serves as the perfect launch pad for exploring the vineyards of California’s famed Dry Creek Valley. This 1600 sq ft retreat is beautifully furnished and decked out in vintage 50s architectural style. The private redwood deck is surrounded by a half-acre of landscaped gardens and boasts a brand-new, six-person Hotspring spa along with endless views of the vineyards and surrounding foothills. A grill and dining areas on the deck and in the garden offer plenty of opportunities for alfresco meals. The open plan layout, French doors, and beautiful oak flooring gracing this special home and create a spacious feel, with the large living room transitioning into the lovely dining area and a well-equipped kitchen with an island and double oven. Plantation shutters, crown molding, and recessed lighting add even more period charm. The romantic primary suite with garden and vineyard views is furnished with an oak sleigh with luscious linens. The en suite bathroom features a dark blue claw-foot tub and shower, as well as new, granite-topped vanity. The second and third bedrooms share a second bathroom with a large tiled walk-in shower and pedestal sink. A queen size sleeper sofa in the living room offers additional guests an extra bed. Entertainment options include a 50-inch 4K ultra smart TV, a DVD player, and high-speed WiFi with up to 600 mbps download speed! Things to Know • Check-in time: 4:00 p.m. • Check-out time: 10:00 a.m. • Quiet hours are from 9 p.m. to 7 a.m. • No smoking is permitted anywhere on the premises. • 2 dogs welcome in this home. No other animals are allowed without specific Beaux Maison approval. • Parking notes: There is free parking available for 3 vehicles. • Guest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest’s stay. LIC24-0042 TOT# 1685N Please note: this home resides in a noise-sensitive area and we utilize decibel monitors outdoors and in the common area of the home. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversations or information. Thank you for supporting our efforts to be good neighbors! You must be 25 years or older to rent this property.

Escape to Redwood River House along the Russian River, just 1.5 miles from Healdsburg Plaza. Enjoy riverfront views, hot tub, kayaks, modern comforts, and complimentary wine tastings! Escape to Redwood River House, a beautifully updated 2-bedroom, 1-bathroom riverfront cottage along the Russian River, just 1.5 miles from downtown Healdsburg. Thoughtfully designed for couples, small families, or friends, this inviting Wine Country retreat pairs peaceful river views and mountain scenery with modern comforts and easy access to town. Here, mornings begin with coffee on the deck, days unfold on the river or exploring nearby wineries, and evenings wind down in the hot tub. The Space • Bright, open floor plan with wood floors and upscale furnishings • Cozy living area with plush seating and lounge chairs • Dedicated workspace with high-speed Wi-Fi • Fully equipped kitchen with modern appliances, pantry, and in-unit washer/dryer • Bedroom 1: Queen bed with luxury linens • Bedroom 2: Full bed with large closet • Additional sleeping: Queen-size air mattress available • Full bathroom with walk in shower and fresh towels • Central heat, new A/C, and backup generator Outdoor Living & River Access • Oversized deck overlooking the river and surrounding hills • Two-person hot tub under the stars • BBQ grill and alfresco dining area • Relaxing outdoor seating with private river access • Two kayaks available for guest use (guests must carry to shoreline) Amenities & Conveniences • High-speed Wi-Fi • Dedicated workspace • Air conditioning and central heat • Drip coffee maker and French press • Hair dryer, iron, and ironing board • Self check-in • Two on-site parking spaces. Street parking is available but can be limited. • Pet-friendly Hospitality You Can Count On Beyond the home itself, guests appreciate our attentive, responsive service. We’re dedicated to making your stay smooth, comfortable, and genuinely enjoyable—from booking through checkout. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). • Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. • Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. • Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. • Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. • Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. • MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ Location Highlights • Just minutes to Healdsburg Plaza’s restaurants, shops, and tasting rooms • Surrounded by world-class wineries and farm-to-table dining • Close to redwood groves, hiking trails, and river activities Perfect for Groups Redwood River Lodge, River View Lodge, Riverbend Retreat, and Heron House are all located on the same quiet street. Rent multiple homes for extra space, privacy, and shared riverside memories. Experience a peaceful Wine Country escape at Redwood River House, where riverfront living, mountain views, and genuine hospitality come together for an unforgettable Sonoma getaway. TOT #2290N | PERMIT #ZPE14-0505 | LICENSE #LIC23-0177 Ubers/Lyfts are available although wait time can vary. You may also see this home listed as “Redwood Riverfront- Hot Tub and Tastings Included” on some booking sites. License number: LIC23-0177

Tucked on a private one-acre property, Casa Campo sits five minutes from Healdsburg’s legendary plaza—close enough to explore, quiet enough to exhale. A gas BBQ patio, deep soaking bathtub, ergonomic workspace, and fully stocked kitchen set the stage for long, unhurried days in Dry Creek wine country. Start mornings with pour-over coffee on the sun loungers, end evenings in the soaking tub with a local Zinfandel. Your California escape starts here. Step into a peaceful, thoughtfully designed cottage that blends rustic warmth with modern touches. Casa Campo offers a comfortable, inviting layout that makes it easy to slow down, unwind, and fully enjoy your time in wine country. As you walk in, you’ll find a bright and cozy living area with ample seating, a 54" TV, curated books, and board games, perfect for quiet mornings, a glass of wine in the evening, or relaxing after a day of tastings around Healdsburg. The space also features a charming decorative fireplace that adds to the ambiance (for aesthetic purposes only and not available for guest use). The adjacent dining area flows seamlessly into a fully equipped kitchen, complete with an induction stove, oven, large refrigerator, microwave, coffee maker, wine glasses, and all the essentials you’ll need to prepare simple meals or enjoy a leisurely night in. Both bedrooms feature brand-new, comfortable beds, cozy linens, room-darkening shades, ample storage, extra pillows and blankets, and peaceful views of the surrounding trees.The bathrooms are stocked with toiletries and everyday essentials, including a relaxing bathtub for unwinding after a day of exploring wine country. Step outside to a private backyard and patio, where you can sip your morning coffee, grill dinner on the gas BBQ, or relax on the outdoor seating and sun loungers surrounded by nature. With private parking for up to three vehicles, a single-level layout, strong Wi-Fi, an ergonomic workspace, air conditioning, heating, fans, and an in-unit washer/dryer, Casa Campo is set up for a comfortable and effortless stay from start to finish. Guests have full access to the entire home and the surrounding outdoor space throughout their stay. A car is recommended for exploring the area, especially if you plan to visit wineries or spend time downtown. The neighborhood is calm and easy to navigate, and many popular destinations are just a short drive away. - 5 minutes to Downtown Healdsburg Plaza - 7 minutes to Memorial Beach on the Russian River - 13 minutes to Sonoma County Airport - Less than an hour to the Coast - 1 hour to San Francisco This home does not allow pets, with the exception of service animals. If you’re traveling with a service animal, please let us know before arrival and kindly clean up after them. Quiet hours are from 9 PM to 7 AM, per local regulations. The driveway accommodates up to three vehicles, with free street parking also available. 📌 To ensure a seamless check-in, all guests must complete a quick pre-check-in verification through our secure guest portal. A link will be sent after your booking is confirmed. 📌 During the rainy season (typically October through March), outdoor furniture cushions may be stored to protect them from the elements, and outdoor seating may not be set up as pictured. License number: LIC23-0091

Escape to River View Lodge along the Russian River, just 1.5 miles from Healdsburg Plaza. Enjoy riverfront views, hot tub, kayaks, spacious decks, and complimentary wine tastings! Tucked along the Russian River, just 1.5 miles from Healdsburg Plaza, River View Lodge is a private, peaceful retreat perfect for romantic getaways, family vacations, or remote work with a view. With stunning river frontage, a private dock, two kayaks, a hot tub, and an expansive deck over the water, this home offers an unforgettable Wine Country experience. While this home impresses with its comfort and setting, it’s the personal touches that make your stay memorable. From a warm welcome to attentive support throughout your visit, we ensure every detail is taken care of. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). • Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. • Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. • Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. • Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. • Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. • MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ The Space • Sleeps 6–8 guests comfortably • Primary Suite: California King + Queen sofa bed, river views • Guest Bedrooms: Two Queen beds with premium linens • 1.5 bathrooms, fully updated and stocked • Open-concept living area with floor-to-ceiling windows and river views • Fully equipped kitchen with modern appliances, cookware, and drip + stovetop espresso coffee options • Smart TV, board games, fast Wi-Fi, and comfortable seating • Pack and Play and Highchair available for guest use Outdoor Features • Expansive riverfront deck with dining, lounge furniture, and unbeatable views • Private boat dock with 2 kayaks (seasonal; guests carry to/from dock) • 4–5 person spa overlooking the river • Gas BBQ grill for outdoor meals • Ping pong table, beach chairs, and lower patio seating • Generator backup for peace of mind • Washer & dryer available for stays 3+ nights Ideal for Remote Work High-speed Wi-Fi, indoor/outdoor workspaces, and calming river views make this a perfect spot to combine focus with relaxation. Year-Round Enjoyment • Summer: Swim, kayak, or relax on the dock • Winter: Cozy up with central heat, hot tub soaks, and river views • All seasons: Romantic evenings, family meals, and quiet reflection Local Attractions • Less than 5 minutes to Healdsburg Plaza: shops, fine dining, tasting rooms • Short drive to wineries, redwood hikes, golf, and Sonoma Coast • Walk or bike scenic Wine Country roads Perfect for Groups River View Lodge is steps away from Redwood River Lodge, Heron House, and Riverbend Retreat on the same quiet street. Rent multiple homes together for extra space, privacy, and shared riverside memories. Extras & Notes • Max 3 vehicles • 1 dog welcome with pet fee • No parties/events (quiet hours 9 PM–7 AM) Experience a peaceful, scenic Wine Country escape at River View Lodge — with riverfront views, modern amenities, and genuine hospitality for an unforgettable Sonoma getaway. TOT# 2687N | Permit# ZPE16-0149 | LIC# LIC23-0078 The whole home Lyfts/Ubers are available although wait times can vary License number: LIC23-0078

Riverside retreat on the Russian River with private beach, spa, and kayaks. Just minutes from downtown Healdsburg, plus complimentary wine tastings! Retreat to the exquisite Heron House, a riverside haven where the towering Redwoods meet the flowing beauty of the Russian River. This special riverfront home offers direct access to a private beach and is located just minutes from downtown Healdsburg. Tucked away on North Fitch Mountain’s wooded knoll, the setting feels wonderfully secluded—yet never far from Wine Country’s vibrant dining and wine scene. There’s a rare calm here: morning mist rising off the river, redwoods whispering overhead, and the feeling of being completely immersed in nature while enjoying modern comforts. The Space: This thoughtfully designed 3-bedroom, 2-bathroom home comfortably accommodates up to 8 guests and blends natural beauty with relaxed luxury. • Living room with hardwood oak floors and a Tempur-Pedic® sleeper sofa • Wall-mounted flat-screen TV with cable and high-speed Wi-Fi • Dedicated workspace, ideal for remote work or planning wine country adventures • Fully equipped kitchen and dining area, filled with natural light from skylights and large windows • Slider opening to the patio with stainless steel BBQ and river deck • Indoor laundry facilities Outdoor Living & River Experience Step outside and fully embrace the magic of river life: • Saltwater Sundance Hydrotherapy spa on a redwood deck overlooking the river • Private rock stairway leading down to your secluded riverfront beach • Shaded sitting and play areas beneath mature redwoods • Two kayaks available for guest use • Redwood-fenced parking area with ample space Sleeping Arrangements: • Primary bedroom with queen bed • Second bedroom with queen bed • Third bedroom with queen bed • Tempur-Pedic® sleeper sofa in the living room Family- & Pet-Friendly Amenities: • Pets welcome (fees apply) • Pack ’n Play / travel crib available • Selection of board games for family fun Added Conveniences: • EV charger • Private entrance • Ample parking within a gated, redwood-fenced area Hospitality You Can Count On: In addition to our beautifully maintained home and prime riverfront setting, we pride ourselves on genuine hospitality. From thoughtful touches to responsive support, we ensure every stay feels seamless, warm, and welcoming. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). • Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. • Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. • Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. • Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. • Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. • MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ Perfect for Groups: Redwood River Lodge, River View Lodge, Riverbend Retreat, and Heron House are all located on the same quiet street. Rent multiple homes for extra space, privacy, and shared riverside memories. Good to Know: • The access road may be slightly bumpy after heavy rains—well worth it for the tranquility and exceptional river access • Carport height clearance: 8’ • Carport length clearance: – Gate closed: 25’ – Gate open: 32’ Enjoy exploring Sonoma Magazine’s online recommendations for local dining and activities. TOT#1681N | PERMIT#ZPE11-0168 | LIC#LIC23-0121 Lyfts/Ubers are available although wait times can vary. License number: LIC23-0121

Swim, soak, sip & savor—Healdsburg Homestead offers a pool, hot tub, and an exclusive complimentary tastings! Tucked in Dry Creek Valley, just minutes from downtown. Welcome to Healdsburg Homestead! In the heart of Sonoma County’s Dry Creek Valley, this peaceful farmhouse sits along a quiet country road, surrounded by vineyards, gardens, and the gentle sound of a seasonal creek. Though it feels worlds away, you’re just 5 minutes from downtown Healdsburg’s tasting rooms, boutiques, and acclaimed restaurants. Wake up to birdsong and garden views, spend the day wine tasting or paddling on Lake Sonoma, then unwind in the hot tub beneath a sky full of stars. Whether celebrating, recharging, or simply soaking in the rhythm of wine country, every moment here is made to be memorable. Highlights of Your Stay • Prime Location – 5 minutes to Healdsburg, near world-class wineries like Dry Creek Vineyard, Ridge & Ferrari-Carano • Outdoor Living – Private pool with baja shelf, hot tub by the creek, gardens, bocce, and wide-open space • Family & Pet-Friendly – Sandbox, toys, Pack ’n Play, and room for kids to roam (up to 2 dogs welcome, pet fee applies) • Work & Relax – Vineyard-view workspace, fast Wi-Fi, and cozy living room with gas fireplace • Thoughtful Touches – Fully equipped kitchen, French press & drip coffee setup, and garden views throughout While this home impresses with its comfort and setting, it’s the personal touches that make your stay memorable. From a warm welcome to attentive support throughout your visit, we ensure every detail is taken care of. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). • Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. • Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. • Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. • Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. • Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. • MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ Sleeping Arrangements – 3 Bedrooms, 2 Bathrooms – Pool ranges from 3.5’ to 6’ deep – Pack ’n Play provided Healdsburg Homestead welcomes you to one of the most beautiful corners of Northern California—perfect for romantic escapes, family trips, or weekends with friends. TOT#: 4214N | Permit#: TVR20-0084 | LIC#: LIC23-0113 Booking is contingent upon acceptance of Property Manger’s rental agreement (excludes Airbnb). Lyfts/Ubers are available although wait times can vary. You may also see this home listed as “Homestead with Pool Hot Tub and Tastings Included” on some booking sites. License number: LIC23-0113

Step onto your private dock and watch the Russian River slide past while oak-covered hillsides frame the view. Two stacked units — each with its own entrance, patio, and bathroom — make this riverfront stay work for two couples or a family of four. A bocce court, big yard, and canoe wait outside, and downtown Healdsburg’s wineries and fine dining are 2.4 miles away. Start your morning on the deck as light filters through the willows along the Russian River. Spend afternoons paddling from your private dock, or head out to taste at Aperture Cellars and Stuhlmuller. Come evening, light the grill on the patio and pour a bottle from one of the Healdsburg Plaza shops — downtown’s tasting rooms and restaurants are 2.4 miles up the road. Step into the upper unit where vaulted ceilings open over a sunlit living room, mid-century furnishings, and sliding glass doors that pull the forested river view inside. The layout flows easily between the lounge, dining table, and kitchen — and a telescope by the slider is ready for stargazing once Sonoma County skies darken. Cook at the quartz island with everything you need close at hand, then pull up a stool for casual meals at the bar. Open shelving keeps wine glasses within reach for that bottle you grabbed in town. Slide downstairs to a fully self-contained lower unit with its own kitchenette, bathroom, and washer/dryer — the layout works for two couples who want their own coffee maker but want to share the dock and yard out front. Wake in the king bedroom under a whisper-quiet ceiling fan, with crisp linens and a built-in desk if remote work follows you here. The lower queen has its own bathroom and entry for added privacy. OUTDOOR LIVING Covered decks with wood-slat privacy screens stretch toward the river on both levels, framed by mountain and water views. Pull up an Adirondack chair in the yard, roll the bocce ball court for a pre-dinner match, or carry the canoe down to the private dock for a slow paddle. A gas grill makes riverside dinners easy. SLEEPING ARRANGEMENTS Sleeps 4 across two stacked units: - Bedroom 1 (upper unit): King bed, ceiling fan, built-in desk - Bedroom 2 (lower unit): Queen bed, en-suite bath, kitchenette PROPERTY AMENITIES - Private river dock with canoe for guest use - Bocce ball court and large yard - Gas grill and covered riverfront decks - Limited air conditioning - Full kitchen (upper) plus kitchenette with washer/dryer (lower) - High-speed Wi-Fi Please note: this home sits directly on the Russian River, and during high-water events the lower unit can experience water intrusion. Step into modern architecture wrapped in wood-slat screens and covered outdoor living, mid-century inside, with a black hex-tile bathroom that anchors the look. The whole home is yours, with a BBQ, outdoor dining, an enclosed yard, and mountain and river views. Your check-in details land before your stay; pull into the driveway, with on-street as overflow. Healdsburg is about 75 minutes from San Francisco via US-101 North — a straight, scenic drive into the heart of Sonoma wine country. Parking for up to 3 vehicles in the driveway and on the street. A car is the easiest way to take in the three valleys that meet here — Dry Creek, Alexander, and Russian River. For tasting days, plan a designated driver or book a rideshare ahead — it makes the whole day easier. • This property is configured as two separate units — one bedroom, bathroom, and full kitchen upstairs, and one bedroom, bathroom, kitchenette, and laundry downstairs. • They have separate exterior entrances connected by outside stairs. • The home sits directly on the Russian River with a private dock and sit-on-top kayaks — please use water equipment responsibly and at your own risk. • During high-water events the lower unit can experience water intrusion — this is uncommon but worth noting during winter storm season. • The primary renter must be 21 or older. • Exterior security cameras are installed. License number: TVR23-0167,LIC24-1127

Wake to vineyard rows stretching outside your window while morning light filters through the farmhouse. This playful 3-bedroom retreat brings color and fun to wine country — ping pong in the converted barn, bocce ball on the lawn, sunset dinners on the covered deck. Room for 6 with a fully equipped kitchen perfect for farmers’ market finds. Just 2 miles from Healdsburg Plaza and minutes from Aperture Cellars. Your wine country escape comes with all the games — and all the views. Spend mornings under the porch as vineyard rows catch the first light, afternoons among Healdsburg Plaza’s tasting rooms and SingleThread, and evenings on the patio with a glass from the day’s barrel-room visits. Board games sit at hand around the wood-burning fireplace in the main family room; a second living area sets orange leather sofas beneath a painted-brick fireplace and exposed beams. A retro-style fridge and ample counter open the kitchen for prepping Healdsburg farmers’ market hauls, flowing into dining inside and out on the covered deck. Out back, the converted barn is the wildcard — exposed trusses soar above a ping-pong table and built-in bookshelves, with a roll-up garage door that erases the line between indoors and out. OUTDOOR LIVING Step outside to discover multiple entertainment zones. The covered deck offers outdoor dining beneath bright orange metal chairs on a colorful striped rug. Challenge your group to bocce ball on the regulation court with its sandy surface and wooden rails. The converted barn steals the show — exposed ceiling beams and trusses soar above a blue ping-pong table, an orange sofa, and built-in bookshelves, with a roll-up garage door that opens to blur the line between indoors and out. Seasonal fruit trees and a grape vine on the grounds offer apples, persimmons, limes, and grapes — help yourself to whatever is ripe during your stay. SLEEPING ARRANGEMENTS Three bedrooms sleep up to six guests. The primary bedroom offers a king bed with views overlooking the property. The second bedroom features a queen bed with white bedding. The third bedroom provides two twin beds with yellow accent pillows and large windows framing vineyard views. PROPERTY AMENITIES -- Wood-burning fireplace -- Full kitchen with dishwasher -- Gas grill -- Ping-pong table in game barn -- Bocce ball court -- EV charger (Tesla and CCS1 plugs) -- Seasonal fruit trees and grape vine (apples, persimmons, limes, grapes) Roll up the barn door of the converted game room and let indoor-outdoor flow take over — ping-pong, exposed beams, vineyard views right outside. You’ve got the whole farmhouse, with a wood-burning fireplace, BBQ, outdoor dining, and an enclosed yard. Punch in the keypad code on arrival; free parking for up to five cars, with an EV charger (Tesla and CCS1 plugs) free for guest use. Healdsburg is about 75 minutes from San Francisco via US-101 North — a straight, scenic drive into the heart of Sonoma wine country. You’ll find ample free parking for up to 5 vehicles on the property, including EV charging. A car is the easiest way to take in the three valleys that meet here — Dry Creek, Alexander, and Russian River. For tasting days, plan a designated driver or book a rideshare ahead — it makes the whole day easier. • Seasonal fruit trees and a grape vine on the property yield apples, persimmons, limes, and grapes when in season — availability varies by month, with grapes in late summer and persimmons in fall. • The home stays naturally cool thanks to cross-ventilation and shade trees, with air conditioning available for warmer days. • Internet runs at 32 mb/s download speed, perfect for streaming. • The primary renter must be 25 or older. • Take advantage of the free EV charger — it works with both Tesla and CCS1 plugs. • The converted barn game room is a special treat — roll up the garage door for indoor-outdoor ping pong matches. • Don’t miss sunset from the picnic tables by the bocce court. • For the best farmers’ market experience, visit Healdsburg Plaza on Saturday mornings starting in April. • The property’s one-acre setting means you’ll enjoy privacy and quiet, with only the occasional tractor passing by during harvest season. License number: TVR23-0066,LIC23-0071

NEW LISTING! Tucked at the end of a quiet lane, this completely refreshed Wine Country estate is surrounded by working vineyards and a private olive orchard. Enjoy true rural serenity- complete with birdsong and open skies - while staying less than 10 minutes from the vibrant Healdsburg Plaza. Inside, enjoy a gourmet Thermador kitchen, soaring ceilings, and stunning views. Outside, a private salt water pool, outdoor BBQ kitchen, pergola, and sitting area await. Your ultimate Sonoma escape starts here! Thoughtfully updated from top to bottom with all-new modern decor and high-end furnishings, this estate balances luxury with country comfort. • The Great Room: A spectacular open-concept kitchen and living area featuring soaring ceilings, a premium Thermador range, and a massive wall of windows framing panoramic vineyard views. • Primary Suite: A private retreat boasting a plush King bed and an en-suite bath with a shower/tub combo. • Bedroom 2: A bright room featuring a comfortable King bed. • Bedroom 3: Perfect for families or groups, outfitted with two Queen beds. • The Guest Bath: Smartly designed with two exterior entry points so the sink and laundry areas remain usable even while the shower/toilet are occupied; allowing for smoother mornings. • Outdoor Oasis: Step outside to a spacious backyard retreat featuring a sparkling swimming pool, a cozy seating area with Adirondack chairs, and an outdoor dining pergola complete with a built-in BBQ kitchen. Designed for making memories, the expansive yard offers plenty of room for kids to play, friendly games of cornhole, relaxing afternoons in the sun, or gathering together after a day of wine tasting. Pool is solar-heated (April–October). In the summer months, water temps are typically 80–85°F and can reach the high 80s during heat waves—especially enjoyable in the evenings. The pool is also salt-based rather than chlorine, making it much gentler on the skin. Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings As our guest, you’re invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups. Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined). Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines. Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals. Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience. Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines. Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets. MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views. Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed. An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨ Guests will have full, exclusive access to the entire main home, the swimming pool, outdoor dining areas, BBQ kitchen, and the expansive surrounding grounds. Parking comfortably allows for 4 cars. Please note: The iconic historic red barn anchors the property visually but is reserved for owner use and is not accessible to guests. A car is highly recommended to fully enjoy the estate and the surrounding wine valleys. Private driveway parking is available on-site. Rideshare services (like Uber and Lyft) operate in the area but availability and wait times can vary. We want your stay to be absolutely perfect! Please keep a few details in mind regarding our authentic country property: • Connectivity: Smart TVs and fast, property-wide WiFi are provided throughout the home. • Light & Sleep: Windows feature standard blinds, but they are not blackout. Light sleepers may want to pack an eye mask. • Fireplace: The fireplace in the primary bedroom is decorative/inoperable. • Pool Safety: The swimming pool does not have a cover; please exercise standard safety caution with children. License number: LIC26-0051

Escape to the heart of wine country at this luxurious 3-bedroom home in Healdsburg set on 1.4 acres. Perfectly located for exploring the region’s acclaimed wineries, gourmet dining, and breathtaking scenery. Brand new construction completed in 2024, this refreshing spacious abode offers an unforgettable, peaceful getaway for families and groups alike. Discover nearby attractions such as Healdsburg Plaza, the Russian River, and hiking trails in the surrounding countryside, all within easy reach. Several wineries are even within walking distance. With 6 guests max, you and your group can experience an amazing day of local wine tasting that is included in your stay! Stylish Interiors: Experience refined comfort in our beautifully appointed living spaces, featuring stylish decor, premium furnishings, and ample natural light. Sleek Amenities: Enjoy modern conveniences including a fully equipped kitchen, high-speed Wi-Fi, flat-screen TVs, heated toilet and plush bedding for a restful night’s sleep. Outdoor Oasis: Step outside to the covered patio, ideal for morning coffee. Meander down to the 20’ x 40’ salt water pool, hot tub, and pool house where there is outdoor dining for 8, TV and BBQ. In the pool house is a sofa bed and full bathroom. Spacious Layout: With three well-appointed bedrooms there is ample space to relax. Open the doors from the living room and kitchen to the patio to enjoy a true indoor/outdoor feel. Universal electric vehicle charger available for your use. Bed Types: Master - King Bed Bedroom 2 - Restoration Hardware Sofa Bed Bedroom 3 - XL Twin/Queen Bunk Bed, Twin Trundle Nearby Attractions: Limerick Lane Cellars - .2 mi (walking distance) Christopher Creek Winery - .8 mi (walking distance) Viszlay Winery - .4 mi (walking distance) Due Ruscelli Winery - .3 mi (walking distance) Foppiano Vineyards – 1.4 mi Merriam Vineyards – 1.6 mi Aperture Cellars – 1.7 mi Healdsburg Plaza – 3.4 mi (7 minutes by car) THINGS TO KNOW: Must be 25 years of age to rent this property LIC24-0115 Quiet Hours – 9pm-7am Events, commercial photography and filming are not permitted Smoking is not permitted anywhere on the property Maximum occupancy of 6 guests, not including children under 3 Pool can be heated for a fee of $150 per day, 48 hours notice is required to heat pool

Your stay now includes a complimentary tasting for up to 4 guests at Ridge Vineyards which is within walking distance of the home! Escape to the heart of Sonoma wine country at this luxurious 3-bedroom home in Healdsburg. Perfectly located for exploring the region’s acclaimed wineries, gourmet dining and breathtaking scenery. This spacious abode offers an unforgettable getaway for families and groups alike. With 5 star reviews for an amazing getaway and the best girls weekends, Chiquita will offer you and your party everything and more! Discover nearby attractions such as Healdsburg Plaza, the Russian River, hiking trails, and Dry Creek region wineries all within easy reach. Elegant Interiors: Enjoy refined comfort in our beautifully appointed living spaces, featuring stylish decor, premium furnishings, and ample natural light. Sleek Amenities: Prepare gourmet meals or simply enjoy our generously stocked coffee bar in a fully equipped kitchen with Wolf range, high-speed Wi-Fi, 5 flat-screen TVs, and plush bedding for a restful night’s sleep. Amazing outdoor games: Looking for some outdoor fun during your stay? Enjoy a variety of backyard games including bocce ball, corn hole, safe axe throwing, and badminton. Whether you’re up for a little friendly competition or just want to unwind outside, there’s something for everyone right in the yard. Outdoor Oasis: Step outside to the large patio with hot tub to soak up the California sun amidst scenic vineyard views, ideal for morning coffee or evening cocktails. Spacious Layout: With three well-appointed bedrooms on the main level and a den/game room upstairs including a comfortable sleeper sofa, there’s plenty of room for everyone to relax and enjoy wine country living. Fully landscaped front yard with plentiful outdoor furnishings, corn hole and large lighted fully adjustable umbrella for shade. Be sure to use the fire pit as the sun sets when the west facing vineyards are illuminated. The backyard has a dining table that seats 10, bocce ball court and room for additional games such as plastic axe throwing. Nearby Attractions: Ridge Winery - .4 mi Mazzocco Winery – 1 mi Mauritson Wines – 2.4 mi Francis Ford Coppola Winery – 2.6 mi Trentadue Winery – 3 mi Healdsburg Plaza – 5 mi (10 minutes by car) Downtown Geyserville – 5 mi (10 minutes by car) Check our YouTube channel here: https://www.youtube.com/@HealdsburgVineyardHome THINGS TO KNOW: Must be 25 years of age to rent this property LIC23-0097 Quiet Hours – 9pm-7am Events and smoking are not permitted. Maximum occupancy of 8 guests, not including children under 3 Backyard landscaping coming early 2025

Newly remodeled, this modern rustic home brings the outside in with floor-to-ceiling windows, sliding french doors which lead out to a vast deck and outdoor area. Inside hardwood floors throughout and open concept living spaces create a luxury yet organic ambiance. This Sonoma Residence hosts an expansive fully-equipped kitchen perfect for cooking and gathering, and bright spacious living. Upstairs features the master and an additional bedroom, each featuring en-suite bathrooms. Private 36-foot 4’ deep pool and vast outdoor area for lounging, and outdoor dining. Pool heating is available upon request. Note that it must be requested 24h hours in advance prior to check-in. Newly remodeled home featuring all new appliances and technology. Minutes from award-winning restaurants and shopping in downtown Healdsburg and steps away from world-renowned tasting rooms and vineyards. Private heated outdoor shower Surround-sound indoor and outdoor speaker system. Private parking This property is equipped with HVAC in all rooms. Vineyard View Minutes to Airport - Charles M. Schulz–Sonoma County Airport, CA- 21 min. drive to residence. Or, San Francisco International Airport, CA- 2hrs. Accidental Damage Protection: A non-refundable accidental damage protection plan is included in the price of your reservation. Under this plan, you will not be held responsible to pay for accidental damage or loss to the property resulting from you or the guests in your party up to $10,000. This plan does not cover intentional acts of a guest, gross negligence, or willful and wanton conduct. This plan is only available for stays less than 30 nights. Property Registration Number: LIC26-001

Set in the quiet countryside of Sonoma, this modern rustic home is the ultimate wine country escape! Offering bright free-flowing spaces, large outdoor living space, and overlooks an exquisite 36-foot 4’ deep lap pool with breathtaking views of the Alexander Vineyards beyond. Newly remodeled, this modern rustic home brings the outside in with floor-to-ceiling windows, sliding french doors which lead out to a vast deck and outdoor area. Inside hardwood floors throughout and open concept living spaces create a luxury yet organic ambiance. This Sonoma Residence hosts an expansive fully-equipped kitchen perfect for cooking and gathering, and bright spacious living. Upstairs features the master and an additional bedroom, each featuring en-suite bathrooms. Private 36-foot 4’ deep pool and vast outdoor area for lounging, and outdoor dining. Pool heating is available upon request. Note that it must be requested 24h hours in advance prior to check-in. Newly remodeled home featuring all new appliances and technology. Minutes from award-winning restaurants and shopping in downtown Healdsburg and steps away from world-renowned tasting rooms and vineyards. Private heated outdoor shower Surround-sound indoor and outdoor speaker system. Private parking This property is equipped with HVAC in all rooms. Vineyard View Minutes to Airport - Charles M. Schulz–Sonoma County Airport, CA- 21 min. drive to residence. Or, San Francisco International Airport, CA- 2hrs. Accidental Damage Protection: A non-refundable accidental damage protection plan is included in the price of your reservation. Under this plan, you will not be held responsible to pay for accidental damage or loss to the property resulting from you or the guests in your party up to $10,000. This plan does not cover intentional acts of a guest, gross negligence, or willful and wanton conduct. This plan is only available for stays less than 30 nights. License number: LIC26-001

Welcome to Black Mountain! This amazing property is the source of joyous memories for the owners and their extended family and friends for many years. And, they’re excited to share it with you! The Farmhouse and Pool House are situated on 92 beautiful acres in the Russian River Valley, with views of serene forests and hills. Though private (there is an onsite caretaker family), Black Mountain is in the ideal location for your Sonoma County getaway. The Russian River is just under a mile away, and there are numerous wineries and vineyards within a short drive. The Farmhouse was built in 1932 and retains much of its original character. On the main floor, the modernized kitchen with extensive counter space, breakfast table, bar seating and adjacent enclosed sun room with ping-pong table allows you to gather with friends and family while cooking, eating and playing without breaking up the festivities. The kitchen is well stocked for serious food events and well lit with generous windows and built in lighting. The living room with woodstove and TV (DVD player only), a second dining area and a bedroom with queen bed and a full bathroom round out the downstairs area. A wide deck with built in bench and additional seating stretches the length of the Farm House and wraps around the kitchen to end at an outdoor shower. Upstairs you’ll enjoy the updated 2 full bathrooms and décor throughout the 4 bedrooms - each one is distinctive with original artwork and pieces collected locally and around the world blended with contemporary touches. Two of the bedrooms open to a balcony overlooking the valley and hills. The Pool House, just down the driveway from the Farmhouse, was designed and custom built in 1999 by the current owners. Your first stop at the Pool House is the great room with open trestle ceilings, fireplace, built-in window seat, generous seating areas including a lovely wood dining table, and kitchen with ample wood and concrete counter tops. International folk art and on- of-a-kind furniture make this a remarkable space to gather. There are also musical instruments - a piano, guitar and drums - and sheet music and lyrics for the musically talented. With multiple exterior entrances and large outdoor gathering spaces, the vibe is distinctly upscale camping. An extensive covered patio with built in grill and large table connects the great room to the bedrooms and bathrooms. The two spacious bedrooms and half bath (toilet and sink) are up a set of exterior stairs. Exterior doors lead from a small covered outdoor hallway into each bedroom and the half bath. The bedroom facing the hillside has a queen bed and a private patio and the bedroom facing the lawn and pool area has two queen beds. Both have grand windows to allow sunlight and great views! On the ground level, the full bathroom is definitely upscale camping! The entrance is below the front bedroom and faces the pool area, but once inside the shower and toilet have separate rooms and there are benches and hooks for all towels, shoes and clothes while you play at the pool. Abundant outdoor seating areas, numerous fruit trees, grassy lawns, pool, hot tub and BBQs inspire outdoor living at Black Mountain! The main area of outdoor activity is around the pool and Pool House. There are multiple BBQ options, including a gas grill and a built-in charcoal grill. The covered BBQ patio extends to the pool, which has a safety cover, and along the front side of the Pool House. At the far end of the patio is a 6-person spa.The lawn and stage area to the side of the wisteria covered lounge area are another great place for guests to hang out. Between the apple, pear and plum trees facing the pool is a kid’s play structure with swings and a slide. There is truly something for everyone!

This charming 1 bedroom cottage is perfect for couples looking to explore the famous wine country of Sonoma’s Chalk Hill Appellation. Surrounded by lush vineyards, you will enjoy all the amenities of home with top-of-the-line appliances, a queen bed in the bedroom and a full-sized sleeper sofa in the living room, full bathroom with bidet and stand-up shower. The kitchen is stocked with everything you need to prepare meals, and even an outdoor area that includes a gas fire pit under a cedar pergola and private driveway gate. The best part: it’s only minutes from Healdsburg, Santa Rosa, Dry Creek and Alexander Valleys, and other popular destinations. Book now and enjoy a serene and memorable wine country experience! LIC24-0598 TOT# 1361N Sonoma County Quiet Hours 9pm-7am No amplified music, parties or events allowed Small well trained dogs allowed Please note that the cottage does not have a washer and dryer

Nestled beneath the redwoods near the Russian River, this newly rebuilt 3 BR, 2 BA cabin offers the perfect blend of rustic charm and modern comforts. Just minutes from top Sonoma wineries, scenic coastal drives, and charming small towns like Healdsburg and Guerneville, it’s an ideal spot for a romantic escape, a family vacation, or a wine country weekend with friends. - 3 mins to Russian River access - 5 mins to Korbel Winery - 10 mins to Guerneville - 30 mins to Jenner & Bodega Bay This thoughtfully reimagined cabin blends timeless charm with modern comfort. Once a 1930s hideaway, the home was lovingly rebuilt in 2021 and added an additional 800 sq. ft. of fresh space designed for easy living and memorable stays. From the moment you arrive, it feels like a retreat—quiet, inviting, and tucked beneath the trees. Step inside to find a sunlit, open-concept living area with soft wood tones, curated décor, a romantic wood stove, and welcoming seating—perfect for sharing stories after a day exploring the river or curling up with a good book. The home features central heat and air-conditioning and the newly built kitchen features sleek appliances, ample counter space, and everything you need to prepare a meal with local finds from nearby markets or wineries. This cabin features three beautifully appointed bedrooms, each designed for calming comfort. The vaulted master bedroom is a true haven, complete with a king-size bed, soft lighting, and elevated ceilings that invite in ample natural light. An en-suite bathroom provides added convenience. The second bedroom offers a queen-size bed, and the third a full-size bed, with cozy linens and charming touches ensuring every guest feels right at home. Updated bathrooms throughout the cabin provide a refreshing space to get ready and recharge, showcasing fresh finishes and quality fixtures. Outside, you’ll find a standout feature: the private swim spa AND hot tub, offering both relaxation and fun. Swim in place against a gentle current, or sit back and let the soothing jets melt your stress away. Whether you’re soaking under the stars or starting your morning with a quiet dip, this space is designed to help you unwind. Guests have full private access to the entire cabin, the deck, the swim spa, hot tub, and all outdoor areas. Parking includes a covered carport for two cars on the lower level, plus one additional space on the upper level. As part of the Hacienda Homeowners Association, guests also have access to a famous stretch of the Russian River, perfect for sunbathing or a refreshing swim with views of the picturesque Hacienda Bridge. A car is recommended to explore the Russian River, Guerneville, and the surrounding Sonoma Coast. Parking is available for up to three vehicles, including a covered carport. From river access and redwood trails to wineries and charming small towns, most destinations are a short and easy drive from the property. • Walk to a private stretch of the Russian River • 5-minute drive to Guerneville downtown • 10-minute drive to Korbel Winery • 20-minute drive to Armstrong Redwoods • 30-minute drive to Jenner & Sonoma Coast beaches • 45-minute drive to Healdsburg • 55-minute drive to Sebastopol We are delighted to welcome up to 2 well-behaved dogs. Please note that no other animals are allowed without specific host approval. Dogs should not be left alone at any time unless they are crate trained and can remain inside the crate without causing noise disturbances. We do charge a small pet fee to cover the cost of additional cleaning; however, this fee is not meant to cover any damage caused by guests’ dogs. In the event of any damage, a separate charge will be applied to cover the cost of repairing or replacing the affected items. 📌Please note that during the rainy season (typically October through March), outdoor furniture cushions are stored away to protect them from the elements and ensure they remain clean and dry. Consequently, outdoor seating may not be set up as pictured during these months. 📌To ensure a seamless check-in, all guests must complete a quick pre-check-in verification through our secure guest portal; a link will be sent after your booking is confirmed. License number: LIC23-0203

With an enchanting mix of historic, rustic and modernized, Rocktop Lodge is a beautifully unique and authentic high-end river getaway. The outdoor spaces are loaded with amenities – pool, hot tub, game area, BBQ, tiki hut, gas firepit, outdoor dining, river access and privacy, while the stunning interiors have been updated just the right amount to keep the whole group comfortable, yet still retaining the spirit of the speakeasy-style heyday of the Russian River. Built in 1930, on the Russian River and along the original train route, this amazing lodge has a long history of hosting visitors coming to explore the redwood forests and swim and boat along the Russian River, and, in more recent years, visit the numerous world-class wineries just down the road. Grab your friends and family and enjoy some Rocktop Lodge R&R. INDOORS: The interior of Rocktop Lodge is located on three levels. The top level is the entry level and the main living areas, kitchen, dining, plus two bedrooms and two full bathrooms. The living room is expansive, and furnished for gathering together, with a bar, poker table, large sectional and a 60 inch TV. Gather with friends here, or retreat to the adjacent parlor and curl up on a sofa with a book or to watch the 54in TV. The well-equipped kitchen features a professional-grade double refrigerator, two ovens, and a gas range. Use the milkshake maker to create summer treats for your group. There is ample space for 8 people around hardwood table in the formal dining room. Vintage wood paneling and custom built-in cabinets are reminiscent of a premium mountain lodge. The first bedroom on the main level is outfitted with a king bed and a 42in TV. The second bedroom offers a queen bed, 42in TV, scenic river views, and an en suite bathroom. The other upstairs bathroom is in the hall between the two bedrooms. The middle level (downstairs from the main level) contains the exceptional master suite. Enjoy the utmost comfort with a king bed, a daybed with a trundle, and beautiful views of the river. The en suite bathroom includes heated floors, dual vanities, a walk-in shower, and private access to the pool. The lowest level has an additional half bathroom and a laundry room. Located off the pool and separate from the home, the private fourth bedroom has a queen bed and half bath. OUTDOORS: Rocktop Lodge is located on the Russian River, with a private dock. Bring your own paddleboard or kayak for added fun. There is so much to entertain – grill outdoors and dine under the pergola. Serve up happy hour at the tiki hut. Take a swim in the private pool, Hot Tub: If you’ve stayed at Rocktop Lodge before, you remember the redwood tub. The owner is working to replace the tub and it will return to the listing with photos as soon as the replacement is located. Enjoy cornhole, ping-pong, or horseshoes, or just sit around the gas firepit and catch up with loved ones. Magical. Know Before You Book: Maximum Occupancy and Quiet Hours: The maximum occupancy at Rocktop Lodge is 8 people not including kids under 3 years old. Quiet hours are from 10:00 pm until 7:00 am. No outdoor amplified sound that can be heard from anywhere outside the grounds at any time. No parties or events. Parking: There is parking for a maximum of 4 vehicles. RVs, trailers and campers are prohibited, per the Sonoma County Vacation Rental Ordinance. Road Noise: Rocktop Lodge is located directly next to and above the Hacienda Bridge and River Rd. River Rd. is the main road along the Russian River, so be prepared for road noise, Traffic dies down at night. Pet Policy: No Pets (homeowner is highly allergic) Bed Sizes/Bathrooms: Primary Bedroom (middle level): King bed, Twin Day Bed with Twin Trundle, en suite bath with walk-in shower. Second Bedroom: King Bed (top level), next to hallway bathroom with shower. Third Bedroom: Queen Bed (top level), en suite bath with shower. Detached Bedroom, pool house next to pool: Queen Bed, en suite half bath. Additional half bath located on the third (lowest) level. Heat Source: Fireplaces are non-operational. The house has central gas heat, plus a gas wall heater in the second floor with the primary bedroom. The pool house has an electric space heater. Cooling: Ceiling fans in upstairs bedroom as well in primary bedroom on second level. No Air Conditioning Pool Heat: the pool is heated Memorial Day through Labor Day. Hot Tub: If you’ve stayed at Rocktop Lodge before, you remember the redwood tub. As of mid-September 2025 the cedar tub has been replaced with a new hot tub. The new hot tub is up and running and available to guests. Photos coming soon. EV Charger: Located in driveway Stairs: The main living space and two bedrooms/bathrooms are on the top (ground) level. The house has three levels, and is situated on a riverbank so steps and areas outdoors may be uneven. There are several flights of steep stairs to from the house to the river dock, which may not be suitable for everyone. Proximity to wineries: Excellent wine country location! Located at the Forestville side of Westside Rd, a main winery tour route. Nearest River Beach: Hacienda Beach Nearest Ocean Beach: Goat Rock Sonoma County TOT Number: 3175N Sonoma County Vacation Rental Permit: TVR17-0409

Jade House is the quintessential family river home! You’ll love the river views and multiple decks for lounging, yoga, dining, BBQ-ing, and more. With three bedrooms and 2.5 bathrooms, it’s an ideal spot for families or groups of friends. The updated kitchen is perfect for preparing delicious meals to enjoy together. The spacious living and dining room are open for board games, movies, and fun. For entertainment, you’ll love the recreation room, complete with a ping-pong table for friendly competitions. The backyard and various decks are great for relaxing and soaking in the residential neighborhood setting. Walk from the backyard to the Drake Estate Neighborhood Beach – to paddle, swim, or play by the water. Boats available seasonally – see below. Close to downtown Guerneville, you’ll have easy access to local shops, dining, and the vibrant culture of this charming town. Plus, the Sonoma Coast is only a short drive away, offering scenic beauty and opportunities for coastal adventures. This home has everything you need for a perfect getaway! Know Before You Book: Maximum Occupancy and Quiet Hours: The maximum occupancy at Jade House is 8 people not including kids under 3 years old. Quiet hours are from 9:00 pm until 7:00 am. Outdoor amplified sound is prohibited at all times. A Note About Our Cleaning Fees: Thank you for supporting our local business! When you stay with us, you are supporting local families at work. We think everyone deserves a decent living wage, and we make sure to set the rates and fees so that our cleaners earn a living wage in beautiful Sonoma County. Parking: There is parking for a maximum of 3 vehicles – 2 cars tandem in the driveway and one in an off-street gravel space. RVs, trailers, and campers are prohibited, per the Sonoma County Vacation Rental Ordinance. Bed Sizes: Upstairs Bedroom 1: Queen Bed; Upstairs Bedroom 2: Queen Bed; Upstairs Bedroom 3: 2 Twin Beds; Downstairs, Rec Room Sleeping Space 1: Double Bed. Heating: Jade House has central heat with a Nest thermostat. This includes all of the upper living spaces and a vent to the sleeping area in the rec room downstairs. Cooling: This home does not have A/C, but there is a ceiling fan in each bedroom plus freestanding fans for other areas. Bathrooms: There are 2.5 bathrooms. The full and half bathrooms upstairs are off the hallway and the full bathroom has a shower over a clawfoot bathtub. The full bathroom on the rec room level is has a shower only. Location: Jade House is in a cozy residential neighborhood. It is a mix of permanent residents and vacation rentals, families, working folks, and visitors. To honor this balance, we ask guests to park only in the designated parking spaces and respect the quiet hours in addition to general family-friendly, residential neighborhood expectations. Sound carries so we ask guests to be aware of noise – especially once quiet time starts at 9 pm. Thank you for helping to continue the tradition of a mutually beneficial relationship between vacation rentals and local community! Road to Jade House: The road is narrow in spots - please heed the speed limit. We provide excellent written driving directions to confirmed guests. Stairs: Jade House is a multilevel property with several levels of decks and yard. There are 36 stairs from the driveway to the front door and 38 stairs to the back door. There are exterior stairs (only) between the main living areas upstairs and the rec room downstairs. Please look through the photos if stairs are a concern. Pet Friendly: This home welcomes 1 well-mannered dog. If you have more than 1 dogs or other types of pets, please contact us to see if exceptions can be made before reserving. Sound carries more than you may expect and neighbors are sensitive to barking dogs. Fencing: Most of the property is not fenced, but there is a gate and fence along the river side of the property and the two sides. There is no fencing along the street side of the property. Work from HERE: There is a dedicated desk with chair in the living room and additional potential workspaces in the rec room. Advertised Wifi Speed: 900 mbps A Note About TVs: The Smart TVs – 1 in the upstairs living room and 1 in the rec room – have access to Netflix, Amazon Video, Hulu, and hundreds of streaming channels. Guests are welcome to bring their login info for these apps. The television does not have cable services. There is also a DVD player at the upstairs TV. Common Amenities not included: A/C, Cable TV This home does not have Air Conditioning, but the afternoon and evening breeze from the ocean and up the river generally keep the house a comfortable temperature. Ceiling and freestanding fans are provided. The house tends to stay cool – especially the rec room level. Cable TV: Jade House does not have cable TV, but you have access to streaming services via the Smart TV with internet. Guests can use to log in to their Netflix, Amazon, Hulu, YouTube, and other accounts. Rec/Game Room: The game room is an uninsulated space, but there is heat at the area closest to the bed. Temperature varies throughout the year. The rec room is a combination family area with TV, sleeping space, full bathroom, laundry room, and ping-pong table area. Docks, Boats, and River Access: These are seasonal amenities and only available when conditions allow. Expect docks, boats, and river access when the summer dams are in (mid-June to mid- September). Conditions vary from year to year and can change rapidly – use your best judgement to determine your risk level and comfort in the water/physical activity. When available, there is 1 canoe, 1 double kayak, and 2 single kayaks locked at the beach. Driving Distances: Proximity to wineries: Korbel Winery is 4.4 miles and oodles more within a short drive. Nearest River Beach: Directly behind the house – down the path, through the gate, and on to the river. Nearest Ocean Beach: The Coastal Beaches in Jenner are approx. 15.2 miles. Distance to Downtown Guerneville: 2.2 miles. Northwood Golf Course: 5.4 miles. Distance to Santa Rosa Airport: 16.9 miles. Sonoma County TOT Number: 2014 Sonoma County Vacation Rental Permit: ZPE14-0486 Sonoma County Vacation Rental License: LIC24-1144

Bathed in sunlight all day long, Rise and Shine is the perfect spot for families and friends to gather and LOVE the Russian River! With so much to do, you won’t want to sleep in - but you have our permission to close the curtains too. The pool and hot tub in the backyard are just part of the multiple levels of decks, patios and yard - all fenced for your safety. Challenge your traveling companions to a game of badminton in the backyard or pool, foosball, and ping-pong in the downstairs recreation room! There’s plenty of room to spread out or come together for fabulous meals inside and out. Speaking of cooking, the kitchen was recently updated and is well-stocked - including a coffee and tea station to jump-start the morning! You won’t lack for entertainment and technology either! There are 4 flat screen TVs throughout the house. The master bedroom and living room TVs are equipped with Hulu, HBO, Netflix, Amazon FireStick and surround sound. The rec room TV has cable and DVD/VHS players. And there’s a record player (with a selection of vinyl records) integrated with the Sonos sound system. You can just as easily plug in your preferred device with the provided AUX cable. This sleepy residential neighborhood offers an easy walk to the beach with the provided kayaks (seasonal) and relaxed walks with the dog and family. Rinse off at the outdoor shower when you return from the river. Or head into town, the coast or wineries. It’s all just minutes away when you stay at Rise and Shine.

Escape to this cozy riverfront cabin, nestled among towering redwoods with stunning views and direct access to the Russian River. This 3 BR, 1 BA cabin is perfect for small groups or families, offering a rustic charm with modern amenities. Enjoy the wood stove, spacious deck, and serene natural surroundings. Whether you’re relaxing by the river or exploring nearby wineries, this peaceful retreat is ideal for a quiet getaway. This cozy 3-bedroom riverfront cabin offers a peaceful retreat surrounded by redwoods and scenic river views. The primary bedroom features a comfortable king bed with a memory foam mattress, offering a cozy space to relax after a day of exploring. The second bedroom has a comfortable queen bed and the last bedroom has a twin bunkbed, perfect for children or friends sharing the space. Bring your furry friends along too, as this dog-friendly home welcomes pets. With its classic wood stove and cabin charm, the open living area is a welcoming spot to unwind. Outside, enjoy the large deck for grilling and alfresco dining while taking in the tranquil river setting. Guests have full access to the cabin, deck, and riverfront. A short trail from the patio leads down to a small, peaceful beach area along the river. Kayaks, paddles, floaties, life jackets, and other river toys are available for your use. The cabin is situated in a peaceful area of Guerneville, making it easy to explore the nearby river and forested trails by foot. A car is recommended for trips into town, where you’ll find restaurants, shops, and local attractions. There is free parking available for up to 3 vehicles at the cabin, making it convenient for groups. The surrounding area is best explored by car, especially if you plan to visit wineries or coastal spots along the Sonoma Coast. We are delighted to welcome up to two well-behaved dogs. Please ensure your furry friends are never left unattended. A small pet fee applies to cover additional cleaning, any damages caused by pets may incur extra charges. To ensure a seamless check-in, all guests must complete a quick pre-check-in verification through our secure guest portal; a link will be sent after your booking is confirmed. License number: LIC24-0649

Luxury Wine Country Retreat in Santa Rosa | Central AC, Creekside Setting, Near Wineries & Hiking Welcome to your peaceful Wine Country escape in Santa Rosa, California, where privacy, comfort, and nature come together in a gated, secluded home bordering Shiloh Regional Park. With a tranquil creek in the backyard, mountain views, and upscale amenities, this serene retreat is ideal for relaxation, family getaways, or group trips to Sonoma and Napa Valley. This spacious vacation home features central air conditioning and a large outdoor deck—perfect for enjoying morning coffee or unwinding after a day of exploring wine country. A whole-home filtered water system ensures a refreshing and comfortable stay. The home comfortably accommodates up to 12 guests and includes multiple sleeping arrangements: two king beds, two queen beds, and a bunk bed (with two twin-sized beds). One bedroom may also be used as a dedicated office, making this home ideal for extended stays or remote work. The fully equipped kitchen includes modern appliances such as a dishwasher and microwave, making meal prep easy and convenient. Located just minutes from world-class Sonoma and Napa wineries, top-rated restaurants, scenic golf courses, and hiking trails, this home is perfectly positioned for wine lovers and outdoor enthusiasts alike. Nearby attractions such as the Russian River and the Pacific Coast offer opportunities for kayaking, paddleboarding, fishing, sailing, and more! After a day of adventure, relax in the living room with Netflix streaming, challenge your group to a game of shuffleboard, or enjoy classic board games. Permits & Registration: * County Permit Numbers: LIC24-0965 | TVR24-0025 * County Tax Number: 4954 Experience the best of Sonoma Wine Country in this peaceful, creekside retreat designed for comfort, privacy, and unforgettable memories. Book now and enjoy a truly serene Santa Rosa vacation home! Guests will have access to the entire home. * Maximum overnight occupancy: 12 guests (excluding children under 3) * Daytime visitors allowed 8:00 AM – 9:00 PM, limited to half the overnight occupancy * No pets allowed * Free parking for up to 6 vehicles * Keyless entry with a secure digital lock (unique code per stay) * Exterior security cameras are inactive during guest stays and only active when vacant * Located in a noise-sensitive area with Good Neighbor protection and privacy-compliant noise monitoring License number: LIC24-0965