Family friendly vacation rentals in Molalla, OR

Explore 36 family-friendly vacation rentals, homes, and villas in Molalla, OR for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $76 per night and homes offering up to 10 bedrooms and 12 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

36 Family-Friendly Homes in Molalla

Tranquil landscape with riverside firepit, gas grill, gas fireplace, and deck

Molalla, OR, US
1 Bedrooms 3 Guests
Sep 21 - 23
$123 night

Molalla River Cottage This charming cottage, set at the entrance to the Wild and Scenic Molalla River Corridor, offers a peaceful retreat for those seeking quiet, simplicity, and a deeper connection with nature. Whether you’re unwinding on the porch with a good book, listening to the creek drift by, or simply enjoying unhurried days, this setting invites rest and reflection. Molalla River Cottage is bright, comfortable, and thoughtfully decorated—an easy place to settle in and let the pace slow. Step through the front door into a fully equipped kitchen, perfect for preparing simple, home-cooked meals. Just beyond, the open living room features hardwood floors and a gas-burning fireplace that brings warmth and calm to the space. A cozy sofa, comfortable chairs, and a daybed offer plenty of room to relax, nap, or enjoy a quiet evening indoors. Whether you’re reading, watching a movie, or listening to music, this is a space designed for ease and togetherness. The cottage features a mostly single-level layout, suitable for guests with limited mobility, though there are a few steps to the front porch and a step down into the living room. Out back, the porch provides a soothing place to sit beside the creek on warm summer days or enjoy a relaxed evening meal on the gas grill. One of the cottage’s most treasured features is the easy access to the Molalla River via a short, marked trail through meadow and pasture. While the final stretch becomes slightly steep, the reward is a serene river setting that feels delightfully removed from everyday noise and distraction. Nearby, a charming sitting area with a firepit offers an ideal place for quiet contemplation, stargazing, or simply taking in the natural surroundings. What’s nearby: The cottage offers peaceful seclusion while still being within easy reach of the Molalla River Corridor, the Hardy Creek trail system, and the Table Rock Wilderness Area. A scenic drive along the river reveals waterfalls and striking geological features. The historic town of Silverton is about 15 miles away, and the small rural town of Molalla—seven miles away—offers full services when needed. Whether your stay includes gentle outdoor exploration or complete stillness, this retreat provides the space to unwind and reconnect. Things to know: *Please note that there is another home on this property with a tenant that lives there full time. The bathroom has a shower only (no tub) *The river can have strong currents at different times of the year and caution is advised when swimming, fishing, rafting, etc. Renters are advised to check on local conditions and any necessary licenses for fishing, etc. While guests cannot bring dogs, there are friendly dogs that live near this home. So if there is a pet allergy in your group, please keep that in mind PERMIT ID#136556 License number: 136556

Hoffman Woods Estate

West Linn, OR, US
6 Bedrooms 14 Guests
Sep 21 - 23
$1,054 night

Go beyOnd ordinary… escape beyOnd to this magnificent wine country retreat. Your experience begins on this beautiful private vineyard estate with multiple amenities and nearby local attractions for every individual interest in your group. Whether it’s hiking, biking, golfing, shopping or other family activities, you will be right in the middle of it. Located just a short 25-minute drive from Portland and the international Portland airport you will be able to enjoy an extraordinary retreat where elegance, nature, and comfort converge to create an unforgettable experience. Nestled on two private, meticulously manicured acres, this exceptional property is surrounded by a lush forest of majestic oak and fir trees, vineyards, lush gardens, amazing wildlife and a serene pond with colorful Koi. It’s like booking your own private resort for your gathering that’s complete with all the amenities, except for the additional resort fees! Your stay includes two adjacent homes—the Main House and the Cottage—offering both togetherness and privacy for your group. Explore the peaceful paths, unwind by the cascading waterfall or hone your golf game on the nearby golf courses just minutes from your location after warming on the putting green located on the property. This isn’t just a stay, it’s a complete retreat designed and dedicated to our amazing guests. Come join us soon and enjoy our special beyOnd experience. We have an extensive list of amazing activities. Here’s a sample of what’s just minutes away. Shortland golf course Kohl Creek golf course Charboneau golf course Langdon Farms golf course Oregon golf club (private) Stone creek golf course The Kitchen at Middleground Farms Food Trucks in Willamette Frog pond farms Bullwinkles fun center Cambell Lane winery Pete’s Mountain winery Tumwater Winery Villa Catalana winery ( take the Canby ferry) There’s hundreds more wineries located within 1 hour of Hoffman Woods in the Willamette valley. Tours available and they will pick you at the property. **Note:** While we are pet-friendly, there’s a $100 pet fee per pet, with a maximum of $300 for three pets. Please ensure your pet is never left unattended at the house, even in a crate or kennel. Failure to comply with our pet house rules may result in the cancellation of your booking without a refund. Main House Highlights ★ Sleeps up to 8 guests ★ 4 private bedrooms with queen beds (2 on the main level, 2 upstairs) ★ An additional queen bed in the upstairs alcove ★ 2 full bathrooms, one on each level (upstairs bath is en-suite) ★ Spacious dining area with a large table for group meals ★ Comfortable common areas for gathering and relaxing Cottage Highlights ★ Sleeps up to 6 guests ★ Two private suites, each with its own entrance and en-suite bathroom ★ Upper King Suite: King bed, private deck with outdoor hot tub, en-suite bath, coffee bar, refrigerator, TV, AC, and WiFi ★ Lower Queen Suite: Queen bed, sleeper sofa, kitchenette (microwave, coffee maker, toaster, refrigerator), en-suite bath Sleeping Arrangements (Main House): Bedroom 1 (first floor): Queen bed Bedroom 2 (first floor): Queen bed Bedroom 3 (second floor): Queen bed Bedroom 4 (second floor): Queen bed (Cottage) Bedroom 1 (main floor): Queen bed and sleeper sofa Bedroom 2 (second floor): King bed Amenities: ★ The main house features a wood burning fireplace in the living room which also includes plenty of free firewood and a dining room just off the kitchen that seats 10-12 people. ★ Additionally, there is a covered patio area outside with plenty of chairs and tables for about 25 guests. ★ There is a gas BBQ for your use ★ Tree swing (adult supervision required) ★ We provide chairs, tables and dinnerware for approximately 25. ★ Kids love our rope swing and the llamas across the street. Everyone enjoys the waterfall, sunset views, and gardens that make this property a truly unique experience. Check availability now Additional Property Information: This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring spas, or on the interior of the house.

Dog-Friendly Milwaukie Home: 9 Mi to Dtwn Portland

Lake Oswego, OR, US
3 Bedrooms 6 Guests
Nov 30 - Dec 3
$334 night

Your next PNW adventure awaits at this Milwaukie, OR, vacation rental. This centrally located 3-bedroom, 2-bathroom home puts you close to all of the Portland area’s best attractions, with access to the Willamette River just 2 miles away and Downtown’s breweries, venues, and museums only 9 miles away. Spend time by the water at Rivervilla Park, catch some Blazers basketball at the Moda Center, or make a day trip to Mt. Hood National Forest for beautiful hikes with your furry friend. -- THE PROPERTY -- Newly Remodeled | Shared Yard | ~ 2 Mi to Willamette River | 1,600 Sq Ft Bedroom 1: Queen Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed SHARED AMENITIES: Patio, gas fire pit INDOOR LIVING: Smart TV, board games, books, dining table, breakfast bar, walk-in closet KITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee maker, coffee/tea, blender, toaster GENERAL: Free WiFi, central heating & A/C, ceiling fans, complimentary toiletries, linens/towels, washer/dryer, laundry detergent, iron/board, hangers, hair dryer, trash bags/paper towels FAQ: Pet fee (paid pre-trip) ACCESSIBILITY: 2 steps required to access, 2-story home, bedroom/full bathroom on 1st floor PARKING: Driveway (2 vehicles), street (first-come, first-served) ADDT’L ACCOMMODATIONS: There is an additional property available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- LOCAL HOTSPOTS: Oaks Amusement Park (6 miles), OMSI (8 miles), Revolution Hall (9 miles), Portland Art Museum (9 miles), Moda Center (9 miles), Oregon Convention Center (9 miles), Providence Park (10 miles) WILLAMETTE RIVER: Rivervilla Park (2 miles), Elk Rock Island (2 miles), Spring Park Natural Area (2 miles), Milwaukie Bay Park & Boat Launch (3 miles) PARKS & OUTDOORS: Crystal Springs Rhododendron Garden (7 miles), Mount Talbert Nature Park (7 miles), Portland Japanese Garden (11 miles), Oregon Zoo (11 miles), Powell Butte Nature Park (14 miles), Mt. Hood National Forest (31 miles) AIRPORT: Portland International Airport (17 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story home requires 2 steps to enter but features a bedroom and full bathroom on the 1st floor - NOTE: There is another bookable vacation rental on-site with some shared amenities; other travelers may be present during your stay

Tanner Basin Retreat

West Linn, OR, US
6 Bedrooms 14 Guests
Sep 21 - 23
$261 night

Welcome to Tanner Basin Retreat, a truly exceptional property nestled in the heart of West Linn. Designed with both relaxation and entertainment in mind, this spacious home offers a one-of-a-kind stay for families and groups, blending comfort, style, and a wealth of amenities in a peaceful, natural setting. As you step inside, you’re greeted by a bright and open main floor featuring a seamless flow between the living, dining, and kitchen areas—complete with an eat-in bar perfect for casual meals or conversation. With multiple bedrooms and a full bathroom on this level, the home is ideally suited for multi-generational stays. Step outside onto the expansive upper deck to grill your favorite meal and take in the tranquil views of the greenspace beyond. For those in the mood for a little friendly competition, the main-level garage has been transformed into a game zone, complete with foosball, and space to kick back with a beverage. Head downstairs to the lower level, where the fun continues. This floor features additional bedrooms, a full bathroom, and a beautifully designed media lounge with plush seating, a large flat-screen TV, and a pool table—perfect for movie nights or game days. Just off this area, you’ll find a dedicated gaming room with cozy chairs and a trundle bed, creating a paradise for gamers of all ages. Step out onto the lower-level deck to discover an outdoor haven, complete with ample seating and a fire table. Whether you’re enjoying your morning coffee or winding down under the stars, the peaceful sounds of nature and surrounding wildlife will make your stay truly unforgettable. With thoughtful upgrades throughout and an unbeatable layout for entertaining and relaxing, Tanner Basin Retreat promises a getaway filled with comfort, connection, and countless memories. Sleeping Arrangements: Main Level: Primary bedroom: King Bed (with en-suite bathroom) Bedroom 2: King bed Bedroom 3: Full bed Lower Level: Bedroom 4: Queen bed Bedroom 5: Full bed Bedroom 6: Full bed Living Sleeping Combo (in gaming room): twin trundle Amenities: ★ Multiple new decks ★ Pool table and media area ★ Gaming room with seating ★ Incredible setting on green space ★ Garage with foosball and pop a shot Location: ★ 2 Blocks to North Willamette Neighborhood Park ★ 1 Mile to bars and entertainment in downtown West Linn ★ 2 Miles to groceries and shopping ★ 9 Miles to Clackamas Town Center ★ 18 Miles to downtown Portland Additional Property Information: This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. **

Lake Oswego Home w/ Deck 9 Mi to Downtown Portland

Lake Oswego, OR, US
3 Bedrooms 6 Guests
Nov 15 - 17
night

Spend your next stop in the Portland area staying in style at this vibrant Lake Oswego townhome! With a sleek interior, private furnished deck, and convenient location that puts you just minutes from iconic city sights like the Oregon Zoo and Portland Art Museum, this 3-bedroom, 2.5-bath vacation rental is perfect for sightseeing during your stay. Tour exhibits at the OMSI, catch a game at Moda Center, or visit the International Rose Test Garden before heading home to cuddle up by the fireplace! -- THE PROPERTY -- Outdoor Dining | In-Unit Laundry | Gas Fireplace | 5 Mi to Tryon Creek State Natural Area Bedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Full Bed INDOOR LIVING: Smart TVs w/ Chromecasts, board games, books, dining table, office desk, walk-in closet, en-suite bathroom OUTDOOR LIVING: Private deck, patio space heater, gas grill, 2 private balconies KITCHEN: Refrigerator, drip coffee maker, electric kettle, stove/oven, microwave, toaster, dishware & flatware, cocktail & wine glasses, cooking basics GENERAL: Keyless entry, self check-in, free WiFi, central heating & A/C, washer & dryer, laundry detergent, iron/board, clothes steamer, towels/linens, trash bags/paper towels FAQ: Pet fee (paid pre-trip), fire pit (decorative only), 1 exterior doorbell camera (facing out) ACCESSIBILITY: 2-story townhome, outdoor staircase required to enter, interior stairs required to access all bedrooms & full bathrooms on 2nd floor PARKING: Driveway (2 vehicles), free street parking -- THE LOCATION -- DOWNTOWN PORTLAND (9 miles): Portland Art Museum, Keller Auditorium, Pioneer Courthouse Square, Arlene Schnitzer Concert Hall, OMSI, Revolution Hall NEARBY ATTRACTIONS: Oaks Amusement Park (7 miles), Moda Center (10 miles), Providence Park (10 miles), The Freakybuttrue Museum (11 miles), Oregon Zoo (11 miles), Pittock Mansion (12 miles), Portland Japanese Garden (12 miles) OUTDOORS: George Rogers Park (5 miles), Tryon Creek State Natural Area (5 miles), Sellwood Riverfront Park (7 miles), Washington Park (9 miles), International Rose Test Garden (9 miles) AIRPORT: Portland International Airport (19 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story townhome requires using an outdoor staircase to enter. While it offers a half bath on the 1st floor, additional interior stairs are required to access all of the bedrooms and full bathrooms on the 2nd floor - NOTE: The deck fire pit is not available for guest use - NOTE: Your safety matters. This property features 1 exterior doorbell security camera located at the main entrance facing outward. It does not look into any interior spaces. The camera records video and sound when activated by motion

Palais de Leon

Lake Oswego, OR, US
10 Bedrooms 20 Guests
Sep 28 - 30
$3,188 night

Welcome to the Palais de Leon, a one-of-a-kind private riverfront estate—a breathtaking retreat where luxury, space, and unforgettable experiences come together on nearly three secluded acres along the Willamette River in beautiful Lake Oswego. From the moment you pass through the gated entrance and arrive at the grand circular driveway, it becomes clear this is not simply a home—it’s an extraordinary destination designed for unforgettable gatherings, retreats, and celebrations. Spanning nearly 20,000 square feet, this estate offers an unparalleled blend of elegance, entertainment, and resort-style living. With multiple living spaces, dramatic architectural details, and sweeping river views, every corner of the property invites you to slow down and savor the moment. A Private Resort Designed for Entertaining -- Inside Palais de Leon, you’ll discover an incredible collection of spaces designed for both grand entertaining and quiet relaxation. Host unforgettable movie nights in the private theater room, complete with soaring ceilings, a dramatic fireplace, and its own stage. Gather around the billiards room and full bar, or enjoy time in the library, home gym, and multiple lounge areas that make the home feel like a private luxury resort. Whether you’re planning a corporate retreat, milestone celebration, or extended family getaway, the home offers space and amenities rarely found anywhere else. *Please note that any events hosted at the property must be approved in advance and will incur additional event fees, occupancy requirements, and security deposits. *Extraordinary Outdoor Living* -- Step outside and the experience continues. The estate’s outdoor spaces are truly spectacular, featuring: ★ A resort-style swimming pool and in-ground spa ★ Expansive terraces and courtyard gathering spaces ★ A private pond and lush landscaped grounds ★ A pool house for relaxing between swims ★ Specially curated decor and furnishing ★ Direct Willamette River frontage with a private dock ★ Spend mornings watching mist rise over the river, afternoons lounging by the pool, and evenings enjoying sunset reflections across the water. The setting feels peaceful and secluded, yet you’re just minutes from the charming shops and restaurants of downtown Lake Oswego. Space for Everyone -- With 10 bedrooms and over a dozen bathrooms, the estate comfortably accommodates large groups while still providing privacy and quiet spaces to unwind. With multiple living rooms, gathering areas, and entertainment spaces, guests can spread out, connect, and create memories without ever feeling crowded. A Setting That Feels Truly Rare -- Properties like this simply don’t exist in typical vacation rentals. It’s the kind of place where: Morning coffee happens overlooking the river Afternoons are spent poolside under the Oregon sun Expansive manicured lawns for enjoyment Evenings become unforgettable dinners and celebrations And every guest leaves feeling like they experienced something extraordinary. This estate is more than a home—it’s a private riverfront sanctuary designed for unforgettable stays. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** ★ Private gated estate ★ Nearly 3 acres of riverfront grounds ★ Resort-style pool, spa, and pool house ★ Private theater, bar, billiards, gym, and library ★ Private dock on the Willamette River ★ Minutes to downtown Lake Oswego To keep the landscaping pristine, service is scheduled every Thursday morning. Please note that any events hosted at the property must be approved in advance and will incur additional event fees, occupancy requirements, and security deposits.

Spacious Tigard Home Near Downtown Portland

Tigard, OR, US
5 Bedrooms 10 Guests
Sep 24 - 26
$295 night

Located in Eagle View Estates | 2 Living Areas | 3,300 Sq Ft Let Tigard’s quieter side set the pace at this spacious vacation rental, an easy home base for exploring Oregon. Paddle or picnic along the Tualatin River, browse Washington Square, or spend a day discovering downtown Portland. Back home, unwind by the fireplace, share a leisurely meal, and step onto the deck for a breath of fresh air. Book now and start planning your Portland-area stay! -- THE PROPERTY -- INDOOR LIVING - TVs - Fireplace - Piano - 2 dining tables - Dedicated workspace - Open floor plan OUTDOOR LIVING - Private yard - Deck - Patio - Front porch KITCHEN - Refrigerator, stove/oven, dishwasher - Blender, toaster & microwave - Keurig (starter K-Cups provided) - Cooking basics, dishware/flatware, trash bags/paper towels - Spices ACCESSIBILITY - 2-story home, exterior steps to enter - 1st-floor bedroom - All bathrooms on 2nd floor PARKING - Driveway (2 vehicles) - Free street parking (first-come, first-served) - No garage access ADDITIONAL INFORMATION - Located in a quiet residential neighborhood; please be mindful of noise levels during your stay as neighbors are not accustomed to late-night activity -- THE LOCATION -- - 4 miles to Cook Family Park: riverfront trails, picnic areas & boat ramp on the Tualatin River - 5 miles to Washington Square - 7 miles to Legacy-Meridian Park Hospital - 10 miles to Providence St. Vincent Hospital - 12 miles to Oregon Zoo - 14 miles to downtown Portland -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs & cats only) - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 6:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in

Makah Meadows

Tualatin, OR, US
3 Bedrooms 6 Guests
Sep 24 - 26
$235 night

Makah Meadows – Comfort, Style & Fun in the Heart of Tualatin Welcome to Makah Meadows, a beautifully designed and thoughtfully stocked retreat tucked away in a quiet Tualatin neighborhood. Whether you’re here for a relaxing getaway, family trip, or work stay, this inviting home blends comfort, style, and entertainment to create the perfect Pacific Northwest experience. Step inside to a warm and welcoming living space filled with natural light and carefully curated décor. The cozy seating area, complete with plush furnishings and vibrant accents, is perfect for unwinding after a day of exploring. Gather around for movie nights, enjoy meaningful conversations, or simply relax with a good book. The adjacent dining area and fully equipped kitchen make meals effortless and enjoyable. With modern appliances, ample counter space, and all the essentials you need, you’ll feel right at home whether you’re preparing a quick breakfast or a full dinner. Makah Meadows offers three comfortable bedrooms, each designed to provide a restful night’s sleep. The layout is ideal for families, couples, or small groups looking for both togetherness and privacy. But the fun doesn’t stop there—head to the garage where you’ll find a fantastic game space featuring ping pong, foosball, and a collection of classic board games. It’s the perfect spot for friendly competition and lasting memories. Step outside to enjoy the spacious backyard and patio area. Relax around the fire table, sip your morning coffee, or wind down in the evening surrounded by peaceful greenery. The outdoor space offers a quiet retreat while still being close to everything. Located in charming Tualatin, you’ll be just a short drive from local parks, shopping, dining, and easy access to both Portland and the surrounding wine country. Whether you’re exploring the region or staying in to enjoy the home’s many amenities, Makah Meadows is your ideal home base. We’re excited to host you and hope your stay is full of fun and great memories. To keep things peaceful for our wonderful neighbors, we observe quiet hours from 10:00 pm to 8:00 am. During this time, please stay indoors with windows and doors closed, and keep noise at a comfortable indoor level. The home includes a noise‑monitoring system that measures volume only—it simply helps us ensure the neighborhood stays calm and enjoyable for everyone. Thanks for helping us keep this a welcoming place for all guests. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Highlights: ★ Stylish, comfortable living space with curated décor ★ Fully stocked kitchen for easy meals ★ Game-filled garage with ping pong, foosball & board games ★ Spacious backyard with patio and fire table ★ Quiet neighborhood location with convenient access to Portland ★ Ramp and walk in shower for wheelchair / accessibility Come experience the perfect blend of relaxation, entertainment, and Northwest charm at Makah Meadows.

Portland Home w/ Private Hot Tub: 9 Mi to Downtown

Milwaukie, OR, US
4 Bedrooms 8 Guests
Oct 7 - 9
$153 night

Pets Welcome w/ Fee | Fenced-in Backyard | 1,660 Sq Ft Just 9 miles from downtown, this 4-bedroom, 2.5-bath vacation rental invites you to experience Portland like a local! Take advantage of the nearby Trolley Trail or Milwaukie Park & Ride Station, where you can enjoy easy access to downtown Portland, additional MAX Lines, and endless attractions. After exploring the beautiful Spring Water Trail, return home for a relaxing evening in the backyard. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed (split king adjustable bed) - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 full sleeper sofa - Additional Sleeping: 1 portable crib, 1 queen air mattress MAIN FEATURES - Flat-screen TV w/ Roku - Children’s game room, board games - Dining table, laptop-friendly workspace - Private hot tub, fenced-in backyard KITCHEN - Fully equipped w/ cooking basics & spices - Coffee maker, espresso machine, coffee grinder - Side-by-side refrigerator w/ ice maker & filtered water, dishwasher - Toaster - High chair GENERAL - Free WiFi - Central air conditioning/heat - Linens/towels - Trash bags/paper towels FAQ - Pet fee (paid pre-trip) - 1 exterior security camera (facing driveway) - Homeowner next door ACCESSIBILITY - 2-story home, 1 step to enter PARKING - Driveway (4 vehicles) - Free street parking (first-come, first-served) -- THE LOCATION -- - 6 miles to Oak Amusement Park - 6 miles to Crystal Springs Rhododendron Garden - 8 miles to OMSI - 11 miles to Oregon Zoo - 18 miles to Portland Int’l Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with $100 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires a step to enter - Guests are not permitted to park in/enter the garage during their stay - The property sleeps 6 guests on 3 beds, but the maximum occupancy is flexible up to 9 with sleeping arrangements available on the queen air mattress - The homeowner lives next door, in a completely separate unit, and may be present during your stay - The homeowner has additional amenities in their yard, including a sauna, cold plunge, and fire pit, that may be available during your stay. The owner often travels and will allow guests to use the amenities when they are not home. Additional Charges will apply. Please reach out to the Guest Contact after booking for further information - Your safety matters. This property features 1 exterior security camera located on the front door, facing outward toward the driveway. It does not look into any interior spaces. The camera records video and sound when activated by motion. It will record when it first senses motion and 30 seconds after the last motion is detected Licence number: 750-20

Kingsgate Escape

Lake Oswego, OR, US
3 Bedrooms 8 Guests
Sep 21 - 23
$225 night

Kingsgate Escape | Family-Friendly Comfort in the Heart of Lake Oswego Welcome to Kingsgate Escape, a stylish and spacious retreat tucked away in Lake Oswego’s desirable Westlake neighborhood. This beautifully curated 3-bedroom, 3-bathroom home is the perfect setting for small groups or families looking to explore the Portland metro area while enjoying the peace and charm of a residential oasis. Step inside to discover a thoughtfully designed interior where every piece of furniture and décor is brand new, creating an inviting blend of modern style and cozy comfort. The open-concept living and dining areas make it easy to relax and reconnect, while the fully equipped kitchen is ready for your culinary adventures. Families will love the kid-friendly bunk room featuring a twin-over-full bed with an additional trundle—plus a gaming console that promises hours of fun. Each bedroom offers a peaceful haven for rest and relaxation after a day of exploring. Outside, the fully fenced backyard and expansive patio provide a safe and private area for kids to play while adults unwind on the outdoor furniture next to the fire pit.. Whether you’re grilling up dinner, sipping wine under the stars, or enjoying the quiet charm of the neighborhood, Kingsgate Escape offers the perfect balance of indoor and outdoor living. With quick access to the freeway and just minutes from Lake Oswego’s fantastic shopping, restaurants, parks, and entertainment, this location makes it easy to enjoy the best of the region. Whether you’re here for work or play, Kingsgate Escape is your gateway to comfort, convenience, and the beauty of the Pacific Northwest. Sleeping Arrangements: Bedroom 1 (second floor): King bed Bedroom 2 (second floor): Queen bed Bedroom 3 (second floor): Twin over Full Buk Bed + Trundle Pullout Location: ★ 3 Blocks to Westlake Park ★ 2 Miles to Costco, Groceries, and Shopping ★ 4 Miles to downtown Lake Oswego ★ 8 Miles to downtown Portland ★ 11 Miles to Oregon Zoo ★ 20 miles to Portland International Airport Property Information: We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. No pets allowed

Charming Home in Inner Southeast Portland

Portland, OR, US
2 Bedrooms 4 Guests
Oct 4 - 6
$211 night

Welcome to your Southeast Portland retreat, a beautifully designed two-bedroom, one-bathroom home that offers comfort, privacy, and charming mid-century style. This single-level home is perfect for a relaxing getaway or an extended stay, with no shared spaces—just your own private oasis in the heart of Portland. Step inside and unwind in the inviting living space, where a classic leather Eames chair and stylish mid-century furnishings create the perfect spot for reading and relaxation. The warm and welcoming kitchen, with its gray-washed floors, is fully equipped for home-cooked meals, which you can enjoy indoors or at the umbrella-shaded patio table in the backyard. The newly renovated bathroom features a modern stand-up shower with a ceiling-mounted rain showerhead, offering a luxurious start or end to your day. Both bedrooms are conveniently located on the main floor, providing easy access and restful comfort. Outside, the private, fenced backyard is a serene space filled with lush grass and vibrant flowers—perfect for enjoying a morning coffee or unwinding in the fresh air. Guests will also appreciate the private driveway parking space, making city access a breeze. For added convenience, guests have exclusive use of the entire home, including the basement laundry area. Whether you’re here for business, exploring Portland’s incredible food scene, or simply looking for a peaceful retreat, this charming Southeast Portland home offers everything you need for a memorable stay. Book your stay today and experience the best of Portland in style and comfort! We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Sleeping Arrangements: Bedroom 1: King bed Bedroom 2: Twin bed + Twin bed Location: ★ 1 Block from drinks, food, and entertainment ★ 1/4 Mile to Hawthorne Blvd (incredible food and drinks) ★ 3/4 Mile to Laurelhurst Park ★ 1 Mile to Mt. Tabor Park ★ 3 Miles to downtown Portland ★ 7.5 Miles to Portland International Airport ★ 11 Miles to Vancouver Washington Registration number 17_177741_000_00_HO PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** License: 17_177741_000_00_HO

Family-Friendly Home Near Vineyards & Dtwn Newberg

Newberg, OR, US
4 Bedrooms 8 Guests
Sep 21 - 24
$273 night

< 2 Mi to Bells Up Winery | Grill, Dine & Relax on the Patio | Pack ‘n Play & High Chair Your Oregon Wine Country retreat starts at this stylish Newberg vacation rental! The property features a private patio, ideal for family barbecues, and a modern interior with all the essentials. Between vineyard hops, explore the 5-star downtown dining scene or take a day trip to Portland. Featuring 4 bedrooms and 2 bathrooms, this home offers plenty of space for your whole crew — book your stay today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds - Additional Sleeping: 1 portable crib INDOOR LIVING - 3 Smart TVs, board games - Gas fireplace - Dining table, high chair - Walk-in closets OUTDOOR LIVING - Patio w/ dining set - Fenced backyard w/ gas grill & gas fire pit KITCHEN - Stainless steel fridge, dishwasher & stove/oven - Tea kettle, drip coffee pot, Keurig, French press - Crockpot, blender - Cooking basics, spices, dishware & flatware, knife set GENERAL - Free WiFi (high speed) - Washer/dryer, detergent, iron/board - Towels & linens - Complimentary toiletries, hair dryers - Central heating & A/C, ceiling fans FAQ - Doorbell camera (facing front entry) - Quiet hours (10:00 PM-7:00 AM) ACCESSIBILITY - 3 steps for entry, single-story home PARKING - Garage (1 vehicle) - Driveway (2 vehicles) -- THE LOCATION -- - 1-3 miles to several popular wineries & vineyards + essentials & groceries - 2 miles Main Street Newberg shops, 5-star dining & tasting rooms - 3 miles to George Fox University - 4 miles to Herbert Hoover Park - 4 miles to Providence Newberg Medical Ctr - 24 miles to Downtown Portland - 36 miles to Portland International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 7:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 3 exterior steps to enter - Your safety matters. This property features a doorbell security camera facing the exterior front entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected Licence number: LIC22-0035

Maison Ananda Oswego

Lake Oswego, OR, US
5 Bedrooms 12 Guests
Sep 21 - 23
$736 night

Ananda means bliss, and that is what we set out to create here. Tucked behind a private gate in the Uplands neighborhood, Maison Ananda is a five-bedroom, three-and-a-half-bath estate designed for traveling guests who want space, privacy, and quiet. Long weekends where the kids disappear into the game room and the adults claim the heated patio. Slow mornings with coffee in the yard before anyone else is up. Evenings can wind down in the media room without anyone feeling on top of each other. The home comfortably hosts your traveling party of up to 12 registered guests, with the calm, private feel of a true residential retreat. Exceptional ratings across all booking sites. Maison Ananda is one of Lake Oswego’s most consistently top-rated luxury rentals. Location ★ 9-minute walk to Lake Oswego Indoor Tennis Center ★ 10 minutes to downtown Lake Oswego (dining, boutique shopping, lake access) ★ 20 minutes to downtown Portland ★ 35 minutes to Portland International Airport (PDX) ★ Easy day trips to Willamette Valley wine country, Mount Hood, and the Oregon coast What makes this home different ★ Fully gated, fully fenced front and back, parking for up to 6 vehicles ★ Heated indoor-outdoor living area with fireplace, usable year-round ★ Garage converted into a dedicated game room with ping pong, pop-a-shot basketball, and more ★ Media room with full sleeper sofa for movie nights or an extra crash space ★ Expansive chef’s kitchen, ideal for cooking together ★ Private home office for the occasional working guest ★ Two king en-suites, one on each floor, ideal for two couples traveling together or multigenerational travel parties ★ Designer furnishings and high-end finishes throughout ★ Central air conditioning, in-unit washer and dryer ★ Self check-in via keypad, high-speed WiFi, propane BBQ grill ★ Pet friendly with full disclosure Sleeping arrangements (sleeps up to 12) ★ Bedroom 1, main floor: King with en-suite bath ★ Bedroom 2, main floor: Queen ★ Bedroom 3, second floor: King with en-suite bath ★ Bedroom 4, second floor: King ★ Bedroom 5, second floor: Twin-over-full bunk, plus rollaway and crib ★ Media room: Full sleeper sofa The neighborhood The Uplands is one of Lake Oswego’s most established residential pockets, quiet, leafy, and walkable to local trails and the indoor tennis center. Downtown Lake Oswego, ten minutes away, offers waterfront dining, boutique shopping, and access to the lake itself. Oswego Lake Country Club is six minutes away, and Waluga Dog Park is four minutes by car. The home is centrally located for guests visiting family in the area, attending events at Nike or Intel campuses, exploring Portland, or starting a wine country trip. A note on who this home is for Maison Ananda is a guest-favorite home, and we work hard to keep it that way. It is built for traveling families, multigenerational travel parties, business travelers, and couples celebrating something special. It is not a party house, an event venue, or a place to host gatherings. Beyond that, we want you to relax, spread out, and enjoy every corner of the home. Our neighbors know us, quiet hours are 10 PM to 8 AM, and the home is monitored by an exterior noise sensor and four exterior security cameras (three at the front, one at the back, none inside, none at the pool or spa). House rules at a glance ★ Traveling party of up to 12 registered guests. Overnight stays are limited to the registered guests on the booking. Please disclose your full party at the time of booking. ★ Day visitors are welcome for daytime visits, meals, and casual time together. We just ask that visitors not stay overnight and that the home does not become a venue for gatherings, parties, or events. Total people on the property at any time should remain reasonable for a residential home. ★ No parties, gatherings, or events of any kind, including birthdays, showers, bachelor or bachelorette events, or work offsites. ★ No smoking, vaping, or marijuana use anywhere on the property ★ Pet friendly with full disclosure required: $100 per pet, max 3 pets ($300). Pets cannot be left unattended in the home, including in a crate ★ Quiet hours 10 PM to 8 AM. Please stay indoors during these hours with doors and windows closed ★ 12 guests maximum overnight Other things to note We may collect additional guest information after booking (typically an email address) to comply with local Lake Oswego short-term rental regulations. Book your stay at Maison Ananda and see why guests keep coming back.

Oak Shore Haven

Milwaukie, OR, US
7 Bedrooms 14 Guests
Oct 2 - 5
$963 night

Oak Shore Haven | Luxury Riverfront Retreat with 270° Water Views Welcome to Oak Shore Haven, one of the Pacific Northwest’s most exceptional riverfront escapes. Perfectly positioned along the water’s edge, this remarkable six-bedroom, five-bathroom retreat offers breathtaking 270-degree river views, luxurious finishes, and an incredible collection of amenities designed for unforgettable gatherings. From the moment you arrive, you’ll be captivated by the home’s stunning setting. Expansive windows frame the river from nearly every angle, while the massive outdoor deck invites you to relax, dine, and soak in the ever-changing scenery. Whether you’re enjoying your morning coffee, watching boats drift by, or unwinding in the hot tub beneath the stars, the sights and sounds of the river create a truly magical backdrop. Inside, every detail has been thoughtfully curated to blend modern luxury with warmth and comfort. The open-concept great room features soaring ceilings, designer furnishings, and wall-to-wall views that bring the outdoors in. The chef’s kitchen is fully equipped with premium appliances, expansive countertops, and ample seating, making it the perfect place to prepare meals for family and friends. Entertainment abounds throughout the home. Challenge your group to a game of pool, test your skills on the shuffleboard table, or gather in the dedicated karaoke room for a night of music and laughter. With multiple gathering spaces spread throughout the property, there’s plenty of room for everyone to relax, connect, and create lasting memories. Featuring seven spacious bedrooms and five full bathrooms, Oak Shore Haven comfortably accommodates large families, corporate retreats, reunions, and special celebrations. The home’s generous layout ensures everyone has room to spread out while still enjoying the many shared spaces that make this property so special. Whether you’re planning a weekend getaway, celebrating a milestone event, or simply seeking an unforgettable riverfront experience, Oak Shore Haven delivers luxury, comfort, and unparalleled natural beauty in one extraordinary destination. This home has security cameras at the entrance for security. We’re excited to host you and hope your stay is full of fun and great memories. To keep things peaceful for our wonderful neighbors, we observe quiet hours from 10:00 pm to 8:00 am. During this time, please stay indoors with windows and doors closed, and keep noise at a comfortable indoor level. The home includes a noise‑monitoring system that measures volume only—it simply helps us ensure the neighborhood stays calm and enjoyable for everyone. Thanks for helping us keep this a welcoming place for all guests. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Highlights: ✔ Spectacular 270° river views ✔ Six bedrooms & five full bathrooms ✔ Expansive riverfront deck ✔ Private hot tub overlooking the water ✔ Chef’s kitchen with premium finishes ✔ Pool table & shuffleboard ✔ Dedicated karaoke room ✔ Designer furnishings and curated décor throughout ✔ Multiple indoor and outdoor gathering spaces ✔ One of the Pacific Northwest’s premier luxury vacation homes Limited Parking (4 spaces) - please carpool as much as possible. If you choose to enjoy the river during your stay, we encourage you to do so safely. The river offers a wonderful opportunity for recreation and relaxation, and we recommend bringing properly fitted life jackets for anyone planning to swim, kayak, or participate in water activities. Come experience Oak Shore Haven—where luxury meets the river, and every stay becomes a memory worth sharing.

3BR home with enclosed yard, grill, W&D, fast WiFi

Dundee, OR, US
3 Bedrooms 6 Guests
Sep 21 - 23
$187 night

Sunny home with enclosed yard, grill, fast WiFi, washer/dryer, & outdoor dining Welcome to your dream home in Dundee, Oregon! This charming and spacious home is centrally located in the heart of wine country, offering a genuinely idyllic living experience. Nestled in a quiet neighborhood, it provides guests with a safe and peaceful environment. Plus, its convenient location allows easy access to the main strip of Dundee (one block away), where you’ll find a variety of activities within close distance. With attractions like the Argyle Winery, Duck Pond Winery, and the popular Red Hill Market for coffee and lunch, you’ll have plenty of options to explore nearby. The best part is that most places can be reached easily, eliminating the need to drive. Other must-visit attractions include Sokol Blosser Winery, Bauman Auditorium, Lemelson Vineyards, and Rogers Landing County Park. One of the standout features of this home is its relaxing landscaped enclosed backyard. Here, you’ll find a serene patio area with a dining table, perfect for enjoying alfresco meals and soaking in the beautiful Oregon weather. The meticulously maintained landscaping creates a peaceful ambiance, providing a tranquil retreat for relaxation and outdoor activities. Boasting a newly renovated and modern interior, the living spaces are adorned with tasteful decor and abundant natural light filling the rooms. Unwind in the welcoming living room and stream favorite movies and shows on the 50-inch smart TV with cable and streaming. The well-appointed, eat-in kitchen has all the essentials to prepare delicious homemade meals and treats for the group. The home also boasts a cozy family room with inviting seating where you can play with the kids with the provided toys and games, read a good book, or simply host a movie night thanks to the 43-inch smart TV. Experience the best of Dundee’s charm and wine country living in this modern, family-friendly home. Its convenient location, inviting backyard, and proximity to a range of amenities make it the perfect choice for those seeking a relaxing and enjoyable vacation. <b>THINGS TO KNOW</b> Sling TV. Please log in or out with your own streaming accounts. License number: BL 23-269

Courtyard Cottage

Dundee, OR, US
4 Bedrooms 12 Guests
Sep 21 - 23
$440 night

Welcome to Courtyard Cottage, a stunning retreat nestled in the heart of the Dundee Hills, offering breathtaking vineyard views and the ultimate in comfort and style. This newly remodeled 4-bedroom, 4-bathroom home is perfect for those seeking a luxurious escape in Oregon’s Willamette Valley wine country. Step inside to discover an open floor plan, flooded with natural light from the expansive picture windows that bring the beauty of the outdoors into every room. Every detail of the décor and furnishings has been thoughtfully curated to create the perfect blend of modern comfort and elegant style. The spacious chef’s kitchen is fully equipped to help you craft unforgettable meals, which can be enjoyed at the 10-person harvest dining table, providing the perfect setting for shared memories with family and friends. Outside, the enormous deck invites you to relax and unwind, with ample seating, a cozy propane fire table, and a recessed six-person hot tub—ideal for taking in the serene vineyard views. Courtyard Cottage is perfectly situated for wine enthusiasts, with multiple vineyards just a short walk away and countless others within a quick drive. Whether you’re sipping local wines, exploring the picturesque landscape, or simply relaxing in your private hot tub, this home offers the perfect setting for your getaway. Game room provides hours of entertainment with a foosball, corn hole & a ping pong table. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. Please stay indoors during this time, keep the windows and doors closed and keep the volume to an enjoyable but reasonable level. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. Book your stay at Courtyard Cottage today and experience the magic of the Willamette Valley and Dundee Hills—where luxurious living and vineyard views await! This is not a pet friendly property. Sleeping Arrangements: Bedroom 1 (main floor): King bed w/ en-suite bathroom Bedroom 2 (main floor): King bed w/ en-suite bathroom Bedroom 3 (lower floor): King bed w/ en-suite bathroom Bedroom 4 (lower floor): Queen bed w/ full bathroom just outside door Living / Sleeping combo options: 2x rollaway twin beds Living / Sleeping combo options: 2x tall queen self-inflating air mattresses Amenities: ★ Incredible vineyard and regional views ★ Huge deck with seating, fire table, and recessed six-person hot tub ★ Individually controlled AC / Heat in each bedroom ★ Picture windows throughout the open floorplan (tons of natural light and vineyard views) ★ Open concept great room that opens to a large covered deck ★ Luxury lounge chairs and end tables – Gas fire pit ★ 8-10person harvest table in the dining area ★ Coffee bar in great room ★ Gourmet kitchen with HUGE island and bar seating for 8 ★ Designer furniture and sofas ★ Wet bar downstairs with beverage/24-bottle wine cooler. ★ Pack-N-Play ★ Two fireplaces with (gel fire inserts) ★ Parking for 8-10 cars ★ RV parking - no hookups ★ Gas grill ★ Outdoor games (corn hole/ ladder ball) ★ High end linen, pillows, mattresses ★ Kitchen includes: Electric range, Refer, D/W, Microwave, Instant Pot, blender, toaster, air fryer, crock pot. high end cookware, electric kettle ★ Six smart TVs (2x upper/ lower living area and 4x in bedrooms ★ Gaming console NES mini with 600 classic games ★ Game room with Foosball & Ping pong table ★ High-speed internet Location: ★ Surrounded by countless vineyards & wineries ★ One mile to downtown Dundee ★ Four miles to downtown Newberg ★ Ten miles to Evergreen Air and Space Museum ★ Eleven miles to Carlton ★ Twelve Miles to McMinnville ★ Twenty-seven miles to downtown Portland ★ Sixty Miles to the Oregon Coast

Dogwood Villa

Dundee, OR, US
5 Bedrooms 12 Guests
Sep 22 - 24
$487 night

Welcome to Dogwood Villa, a stunning retreat perched above downtown Dundee in the heart of Oregon’s celebrated wine country. This beautifully designed home offers the perfect blend of comfort, style, and location, with five spacious bedrooms, sweeping Willamette Valley views, and three levels of outdoor living spaces. Whether you’re visiting with friends or gathering the whole family, Dogwood Villa is an ideal home base for exploring the region’s renowned wineries and tasting rooms—many of which are within walking distance or just a short drive away. Inside, the open-concept main level welcomes you with thoughtful, updated décor and a layout designed for connection. The fully stocked kitchen flows seamlessly into the dining and living areas, making it easy to prepare and enjoy meals together. Large sliding doors open to the expansive, covered deck where you’ll find ample seating, a BBQ grill, and views that stretch across the valley—perfect for sipping wine at sunset or enjoying a peaceful morning coffee. The home is designed with guest comfort in mind across all three levels. A bedroom on the main floor offers convenience for those who prefer to avoid stairs, while the lower level features three more bedrooms, a full bathroom, and a dedicated laundry room. The top floor is home to a luxurious primary suite with its own bathroom featuring a whirlpool tub, as well as an adjoining nursery with a crib for families traveling with little ones. Outside, you’ll find even more reasons to unwind and enjoy. The lower deck boasts a new six-person hot tub, lit with charming bistro lights for day and night use. The backyard’s fire table and seating area offer another spot to gather, and a cornhole set invites some friendly competition. The garage has been transformed into a game room, featuring a professional-grade STIGA ping pong table and dartboards—providing plenty of fun for guests of all ages. Located just minutes from the restaurants and tasting rooms of downtown Dundee, and a short drive from Newberg, McMinnville, and hundreds of local vineyards, Dogwood Villa places you at the center of Oregon’s wine country magic. Reach out with any questions—we’re here to make your stay as memorable and enjoyable as possible. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected. Again, please realize we want every group to enjoy their time, laugh, have fun and make memories. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or anywhere in the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** *Sleeping Arrangements Top Floor: Bedroom 1: King bed (/w en-suite bathroom and nursery room) Main floor: Bedroom 2: Queen bed Bottom Floor: Bedroom 3: Queen bed (en-suite / jack and jill bathroom) Bedroom 4: Queen bed (en-suite / jack and jill bathroom) Bedroom 5: Queen bed Amenities: ★ Fantastic covered deck and unforgettable valley views ★ Brand new décor and furnishings throughout ★ Open floor plan perfect for groups and families ★ Main level bedroom ★ Lower covered deck with new 6-person hot tub ★ Garage game room with ping pong table and dart boards Location: ★ Walkable (10 mins) to Downtown Dundee with multiple restaurants and wineries including Red Hills Market, Trellis, Argyle, Dobbs Family Winery ★ A couple blocks to Dundee Billick Park ★ Quick walk to the Harvey Creek Trail and Pioneer Cemetery ★ Walkable or a quick drive to wineries including Domaine Roy & Fils, Furioso Vineyards, Bergström Wines Tasting Room and many more ★ 4 Miles to downtown Newberg ★ 12 Miles to downtown McMinnville ★ 25 Miles to downtown Portland ★ 60 Miles to Lincoln City and the Oregon Coast

2BR cabin with loft in wooded setting with WiFi

Beaverton, OR, US
2 Bedrooms 7 Guests
Sep 21 - 23
$345 night

Wooded hideaway, a tranquil retreat in the heart of Beaverton with loft and WiFi Nestled in the heart of Beaverton, this charming house offers a private retreat surrounded by lush trees, creating the perfect hideaway for your vacation. Located in the heart of it all, you’ll be just minutes away from the Murray Hill Shopping Center and have excellent freeway access, ensuring you have everything you need at your fingertips while still enjoying a peaceful and secluded setting. Inside, you’ll find a cozy and inviting space with modern amenities to make your stay comfortable and convenient. The house features a king bed, queen bed, and a game room complete with board games for entertainment. The wood-burning fireplace adds a touch of warmth and ambiance, perfect for relaxing evenings with loved ones. Step outside onto the patio or balcony to enjoy the fresh air and serene surroundings. Fire up the gas grill for a barbecue or simply unwind with a cup of coffee in the peaceful outdoor space. The fully equipped kitchen, featuring a fridge, stove, oven, dishwasher, microwave, and coffee maker, allows you to prepare delicious meals during your stay. This family-friendly house also offers amenities such as a TV, hair dryer, iron, towels, linens, and more to ensure a comfortable and enjoyable experience for guests of all ages. With baseboard heat and a fireplace, you’ll stay cozy and warm during your visit, no matter the season. Don’t miss the chance to experience this tranquil retreat in Beaverton, where convenience meets serenity. Book your stay today and create lasting memories in this lovely home away from home. Things to Know:

Quiet, walkable 2BR with pool, gardens & 2 patios

Portland, OR, US
2 Bedrooms 4 Guests
Sep 21 - 23
$181 night

Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios Discover an especially charming side to Portland at this quiet neighborhood home, wonderfully situated less than a mile from the heart of Multnomah Village. Peruse the unique shops, food carts, and eateries in town, then return home to take a dip in the heated pool (available seasonally July-Sept) and relax in over 9,000 square feet of beautiful, landscaped gardens. This tranquil home is ideal for getting around on foot, with off-street parking provided. The neighborhood is incredibly walkable, with new sidewalks and landscaping on SW Capitol Highway leading into Multnomah Village. The large corner lot is something special, with its professionally maintained gardens and private pool (with plenty of beach towels provided!). There’s patio seating beneath the trees for morning coffee in the front yard, as well as a partially covered rear deck with a gas grill for afternoon barbecues. Please note, however, that the pictured fireplace is not for guest use. Almost the entire interior was thoughtfully remodeled in 2024, giving the house a delightful sense of modern polish. Enjoy a light-filled living room, a well-appointed kitchen with stainless steel appliances, and two inviting bedrooms. The spacious primary bedroom even includes a desk workspace where you can log onto the complimentary WiFi to work remotely. Central air conditioning and a home laundry room are provided as well. <b>Things to Know</b> This vacation rental is on the lower level of a multi-unit property. The upper level may be occupied during your stay. License number: 24-013398-000-00-HO

The Holistic Hideaway

Tigard, OR, US
4 Bedrooms 8 Guests
Sep 26 - 28
$300 night

The Holistic Hideaway – A Serene & Stylish Retreat Welcome to The Holistic Hideaway, a beautifully updated four-bedroom, two-bathroom retreat designed for relaxation and rejuvenation. Nestled on a private lot surrounded by lush landscaping and natural beauty, this single-level home offers both comfort and convenience in an unbeatable location. Step inside to find light oak-colored vinyl plank floors, bright and airy living spaces, and a cozy stone fireplace, perfect for gathering on cooler evenings. The thoughtfully designed layout creates a seamless flow, making it easy to connect and unwind. The fully upgraded kitchen is a chef’s dream, featuring: ★ BBQ Grill ★Soft-close white shaker cabinets ★Quartz countertops ★Designer tile backsplash ★Stainless steel appliances Every detail throughout the home feels fresh and modern, with new fixtures, millwork, and warm interior paint enhancing the inviting ambiance. A beautifully tiled bathroom adds a touch of elegance, completing the home’s polished aesthetic. Sleeping Arrangements: Bedroom 1: King bed Bedroom 2: King bed Bedroom 3: Queen bed Bedroom 4: Queen bed PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. ** Location: Centrally located, The Holistic Hideaway offers effortless access to: ★ HWY 99 & 217, making it easy to explore the area ★ Washington Square Mall, just a short drive away for premier shopping ★ Countless dining, shopping, and entertainment options within a mile ★ 7 Miles to the Oregon Zoo ★ 9 miles to downtown Portland ★ 17 Miles to downtown Vancouver Whether you’re here for a peaceful retreat or a convenient base to explore the city, The Holistic Hideaway offers the perfect blend of style, comfort, and accessibility. Book your stay today and experience a truly serene getaway! *Please note that there are two cameras facing driveway for security purposes. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. This property includes a noise alert monitoring system in order to ensure that neighborhood noise levels are respected.

Swallows Nest

Salem, OR, US
3 Bedrooms 9 Guests
Oct 27 - 29
$344 night

Welcome to Swallows Nest, a truly extraordinary retreat where history, nature, and timeless beauty come together. Nestled beside a tranquil lake, this special place offers a setting like no other—where you can swim, explore, or simply relax and watch the abundant wildlife year-round. Nearly a century ago, this property was at the heart of the global prune trade, where orchards thrived and harvests were dried on-site for distribution around the world. Many of the original materials have been lovingly reclaimed and incorporated into the home, blending rich history with a modern, luxurious twist. Every corner of the Swallows Nest tells a story, yet offers the comforts and amenities you expect for a relaxing and memorable stay. Wander through grassy fields, stroll along serene trails, cross charming walking bridges, and marvel at the property’s streams and waterfall. Whether you’re enjoying the view from the Château’s perch overlooking the pond or savoring peaceful moments among nature, you’ll be surrounded by a vibrant array of wildlife and endless natural beauty. This is truly a bird watcher’s paradise. Depending on the season, you can expect to see a wide variety of birds. Keep an eye out for an osprey that frequently visits, diving dramatically to catch bass or bluegill. A stately blue heron is almost always perched at the pond’s edge. The owner’s favorite, however, are the red-winged blackbirds with their distinctive calls—nesting along the pond and regularly visiting the bird feeders on the deck. Seasonal waterfowl abound, and from around Thanksgiving through late spring, flocks of Canadian geese are regular visitors. You can often watch them circle above and gracefully land in the pond right in front of the deck. In the winter, you might even spot river otters making the long journey up the creek from the Willamette River to feast on fish in the pond. At night, it’s not uncommon to hear a pack of coyotes calling from the nearby hills. If you’re up for a little fishing, bring a pole and try your luck catching bass, bluegill, crappie, and catfish. The small pond is also home to cutthroat trout, making this a perfect spot for both nature lovers and anglers Swallows Nest isn’t just a place to stay—it’s an experience to be cherished. We invite you to come and be part of its remarkable story. If you need room for a couple more people, there is an incredible Hobbit House that can be rented as well. Feel free to look it up by name or reach out to us directly to view pictures of it. Sleeping Arrangements: Bedroom 1 (main level): King bed Bedroom 2 (main level): King bed Bedroom 3 (main level): Queen bed Living / Sleeping Combo (loft area): Full bed + Full bed + Full bed -- perfect area for kiddos and young adults Amenities: ★ Historical home in breathtaking lakeside setting ★ Multiple streams and ponds on the property ★ Custom bridge over a small waterfall ★ Interesting and eclectic décor and furnishing throughout ★ Countless wildlife in and around the property every day ★ Huge wall on windows allowing for epic views ★ Large deck with ample seating ★ Hot tub *We strive to make sure hot tubs are working at all times. If they are not working due to circumstances outside of our control, unfortunately we cannot provide any type of refund for the inconvenience. Location: ★ Steps away from multiple streams, waterfall, pond, and so much more ★ Countless vineyards and tasting rooms are a short drive away ★ 2 Miles to Salemtowne Golf Club ★ 3 Miles to a number of restaurants, groceries, and shopping ★ 5 Miles to the Oregon State Capital / Central Area ★ 50 Miles to Portland ★ 55 Miles to the Oregon Coast Additional Property Information: Please do note that there are a couple of other homes on this property. When in town, the caretakers stay from time to time but will always respect your space and privacy. Due to the natural beauty of the property, landscaping and maintenance may be done as needed, though we’ll always try and keep it to mid-week whenever possible. We truly want you to enjoy your time and make some wonderful memories with your group. That being said, this is not a party or gathering house for groups that can’t control their noise levels. We have relationships with all of our neighbors who have our direct contact information. Quiet time is 10:00 pm to 8:00 am. If it is loud enough to be heard outside in these conditions, it is too loud for you to remain our guest. These devices are only to ensure noise levels don’t reach a threshold that bothers our neighbors. Also, please note there is no electronic video surveillance monitoring pools or spas, or on the interior of the house. PET FRIENDLY: **There is a $100 pet fee per pet with a maximum of $300 (3 pets). Although we are pet-friendly please note your pet must not be left unattended at the house without you present, even if in a crate/kennel. Failure to adhere to the house rules as it pertains to pets may result in cancellation of the booking with no refund. **

Luxurious 3BR Home in the Heart of Hillsboro

Hillsboro, Oregon, US
3 Bedrooms 6 Guests
Sep 27 - Oct 25
$264 night

Property Features & Amenities Bedrooms: 3 Spacious Bedrooms Bathrooms: 2.5, Including a Luxurious Master Bath Parking: Free On-Premises and Street Parking Comforts: Air Conditioning, Heating, Indoor Fireplace Connectivity: High-Speed Wireless Internet Workspace: Laptop-Friendly Environment Kitchen & Dining: Fully-Equipped Kitchen, Modern Appliances Laundry: In-Unit Washer and Dryer Family-Friendly: High Chair, Family/Kid-Friendly Spaces Safety: Smoke and Carbon Monoxide Detectors, Fire Extinguisher Outdoor: Patio/Balcony, Garden or Backyard Upon entering our modern and spacious 2-story Home, the open design of the living, dining, and kitchen area greets you, fostering a sense of community and instant relaxation. A convenient half bath adds to the ground floor’s efficiency. This hub of the Home is kitted out with a fully-equipped kitchen featuring a Keurig coffee machine and modern appliances, making gatherings easy and pleasurable. Venture upstairs to find three private retreats. Each of the three bedrooms has its uniqueness, with the master suite marked by a Luxurious bath and walk-in closet. Additional living space is found in a charming loft, perfect for some quiet reading time or simply unwinding with a good movie. This property exceeds in its amenities, from an indoor fireplace to keep you cozy during the winter months to cooling air conditioning for the warmer days, always ensuring your comfort. With high-speed WiFi and a dedicated workspace, business professionals can remain connected and efficient during their stay. Families will appreciate child-friendly spaces and equipment, such as a high chair, while everyone can benefit from the convenience of in-unit washer and dryer. Safety is also a priority, with smoke and carbon monoxide detectors, a fire extinguisher, and a smart lock system. We are committed to a smooth, enjoyable stay. Available for any inquiries or assistance, we ensure your experience, from check-in to check-out, is seamless. Our property’s automated locks and attentive service cater to your comfort and needs Located in the Heart of Hillsboro, a city renowned for its vibrant culture and natural beauty, our guests are strategically placed for both leisure and business travelers, particularly those visiting the nearby Intel Corporation. A plethora of local attractions are within easy reach, like the serene settings of Rood Bridge Park or the adventurous trails at Noble Woods Park. As winter approaches, imagine retreating by the indoor fireplace after a brisk walk in the local parklands, coating your experiences in that special Oregon magic. With upcoming holidays like Valentine’s Day, our spacious, modern Home provides the perfect setting for an intimate Home-cooked dinner or family bonding time. Memorial Day could see you having a BBQ in our backyard. For the foodies, Hillsboro has a delightful culinary scene to explore. Local restaurants and vibrant pubs offer a variety of options for casual dining or special occasions. Enjoy the convenient proximity to shopping hubs for any necessities or souvenirs. Notably, as we prioritize the well-being of all our guests, we request that there’s no smoking in the property, and while we do allow pets, we appreciate your support in maintaining the Home’s cleanliness for future guests. Whether you’re visiting Hillsboro for professional responsibilities or enjoying a much-deserved vacation, this property, with its blend of convenience and luxury, is bound to exceed your expectations. Experience peace of mind knowing that should any need arise, we are just a message away, committed to ensuring your stay is smooth, comfortable, and truly unforgettable. Our location offers convenient transportation options, whether driving, using public transport, or walking. Explore Hillsboro’s attractions easily, making the most of your stay, whether here for leisure or business.

Charming McMinnville Home - Walk to Wineries!

McMinnville, OR, US
3 Bedrooms 6 Guests
Sep 28 - 30
$240 night

Treat your family or friend group to a top-notch retreat in McMinnville when you book this ideally located home just steps from downtown! This 3-bedroom, 1.5-bathroom vacation rental offers a stylish interior, a Smart TV, a full kitchen, and a grassy yard for your furry friend. You'll love spending your days touring The Eyrie Vineyards, just across the street, or visiting Evergreen Aviation & Space Museum. Whatever your trip entails, return to this picture-perfect home to relax and unwind. -- THE PROPERTY -- Walk to Downtown | Pet Friendly w/ Fee | Free WiFi | Furnished Patio | Game Room The best of the Pacific Northwest awaits when you book this charming and modern home — the perfect spot for a friend group looking to winery hop, downtown shop, and dine on local fare. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Pack 'n Play INDOOR LIVING: Smart TVs w/ cable, dining table, electric fireplace, shuffleboard, ping pong table, basketball game, open floor plan, modern-chic decor, board games STEP OUTSIDE: Open backyard, patio w/ fire pit table & chairs, picnic table w/ umbrella KITCHEN: Fully equipped w/ stainless steel appliances, bar seating, microwave, coffee bar, Keurig & drip coffee maker, K-Cups, tea kettle, knife set, toaster, spices, cooking basics, dishware & flatware GENERAL: Electric heating, central air conditioning, washer & dryer, linens & towels, hair dryer, complimentary toiletries, keyless entry, high chair FAQ: Stairs required to access, 1st-floor bedroom & bathroom, pet fee (paid pre-trip) PARKING: Driveway (3-4 vehicles), street parking (3 vehicles) -- THE LOCATION -- AREA HIGHLIGHTS: Michelbook Country Club (1.5 miles), Rotary Nature Preserve at Tice Woods (1.7 miles), Evergreen Aviation & Space Museum - Home of Howard Hughes' the Spruce Goose (3.0 miles), Wings & Waves Waterpark (3.1 miles) VINEYARDS: The Eyrie Vineyards (0.2 miles), Elizabeth Chambers Cellar (0.3 miles), Walnut City Wineworks (1.0 miles), J.L. Kiff Vineyard (5.7 miles), Youngberg Hill Inn & Winery (7.1 miles), Yamhill Valley Vineyards (7.3 miles), Maysara Winery (11.8 miles), Ransom Wine Co. & Distillery Tasting Room (14.2 miles) PORTLAND DAY TRIP (~38.0 miles): Portland Japanese Garden, Tom McCall Waterfront Park, Pittock Mansion, The Oregon Zoo, OSMI, Washington Park, Portland Art Museum AIRPORT: Portland International Airport (48.9 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: The backyard is not fully fenced

Vacation Rentals in Molalla by Amenities & Features

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Vacation Rentals Near Molalla

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