Large group vacation rentals in Montecito, CA

Explore 93 large group vacation rentals, homes, and villas in Montecito, CA for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $119 per night and homes offering up to 7 bedrooms and 7 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

93 Great for Groups in Montecito

Olive Mill Oaks | Luxury in Montecito

Montecito, CA, US
4 Bedrooms 11 Guests
Aug 30 - Sep 1
$2,115 night

4 BEDROOMS | 4.5 BATHROOMS | 11 GUESTS Olive Mill Oaks is an exquisite four-bedroom retreat, perfectly positioned within walking distance of the world-renowned boutiques and dining of Coast Village Road in Montecito’s Lower Village. Every detail has been thoughtfully curated, from heated bathroom floors and towel warmers to a dedicated EV charging station. Bathed in natural radiance, the living spaces open effortlessly to serene gardens, creating a seamless flow perfect for leisurely alfresco dining or quiet reflection. Designed for ultimate privacy, the home features four elegantly appointed bedrooms, each with a private en-suite. The "Garden Suite" serves as a primary haven with a plush king bed, complemented by the "Casita Suite", which hosts a king bed and a sleeper sofa. A third Queen Guest Suite and a versatile custom Bunk Suite offer flexible accommodations for families and groups alike. The gourmet kitchen, anchored by chef-inspired Wolf and Sub-Zero appliances, is fully equipped for your stay. Spend your afternoons on the private sports court for a game of basketball or pickleball or hone your stroke on the putting green. As evening falls, relax around the outdoor fireplace or unwind in the signature cedar hot tub under the stars. The media room boasts an 85-inch Sony 4K TV with Dolby Vision HDR and immersive Dolby Atmos surround sound, which makes for a perfect screening room. Discover the perfect balance of coastal energy and secluded sanctuary - your quintessential Montecito getaway awaits at Olive Mill Oaks. * GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT w/in 2 days of booking (emailed to Guest upon booking). * The property has security camera(s) in parking area(s) and/or main entrance(s) to the property.

Hammonds Beach Haven

Santa Barbara, CA, US
2 Bedrooms 5 Guests
Aug 29 - 31
$615 night

Tucked away in a quiet beach community near the iconic Rosewood Miramar Beach Resort, this historic cottage is only moments from Hammonds surf spot and the majestic beaches of Montecito. Lovingly maintained by generations past and present and infused with natural light, live like a local as you bask in tranquility, walk to Hammonds Beach or explore nearby art & culture. No matter your choice be sure to savor these priceless memories for years to come! This location is an ideal spot for those looking to reconnect with the tranquility of nature. An effortless 5-10 minute walk from Hammonds surf spot, this property embodies all that makes the local area so special. Enjoy a private yard with decked patio and BBQ. 1 Non-shedding dog allowed. We provide all linens and essentials including a fully equipped kitchen and outdoor BBQ. The yard is lovely and spacious. We also provide a pack and play portable crib and high chair for infants and small children. This property may or may not have surveillance cameras installed in common areas for security purposes only. Any such cameras (if applicable) are strictly limited to public common areas and are expressly prohibited in any location where a reasonable expectation of privacy exists, in accordance with California Penal Code 647(j). Good Neighbor Policy and city regulations require the use of decibel monitoring devices when located in residential areas. These are not listening or recording devices. How are we different at HALLER COASTAL HOMES? We are a locally owned and operated family run company for over 15 years here in Santa Barbara. We care about your stay and are available 24/7 in the event of emergency or other urgent matter. All our properties are registered with the city and remit the city taxes, a legal requirement to operate. We love our guests and strive to provide exceptional vacations and lifelong memories...without numerous added fees! HALLER COASTAL HOMES / PROPERTY OWNER POLICIES & HOUSE RULES: * Minimum age to rent is 25 years old, per homeowners insurance policy * Arrival and Departure Times are shown above. * No smoking / no vaping policy - at no time in or on the premises. * Strict no party, social gatherings policy. * Good Neighbor Policy in effect - quiet times are between 10:00pm and 8:00am *We highly recommend purchasing trip insurance! * Rates change daily - until booking is confirmed. * One non-shedding, potty trained dog is also welcome at this home, with additional pet fee. * Guests acknowledge that some homes provide central A/C while others provide portable rolling high efficiency A/C units. Please inquire first.

Seaside Cottage

Montecito, CA, US
1 Bedrooms 2 Guests
Aug 28 - 30
$262 night

Romantic Haven by the Beach 1 BEDROOM | 1 BATHROOM | 2 GUESTS Embrace the Montecito Beach lifestyle with your first step into Seaside Cottage. Completed and restored in 2008, no detail was left untouched in this romantic Montecito vacation rental. The designer furnishings, updated Kitchen, Bathroom, and cozy Primary Bedroom all combined to make this the best in Montecito beach living. Authentic antique touches are everywhere; including 1880’s stained glass windows, vintage Roycroft 1903 hand made chandelier, and a 1903 electric fireplace with glowing glass embers. The beauty and comfort continue as you walk outside to the creek side sandstone patio area, featuring a new Riverstone Fire pit. Lounging and dining are easy in the quality hardwood teak furniture. A grand 200 year-old sycamore tree offers partial shade during the heat of the day. There is an herb garden which is flanked by Meyer lemon and Tangelo citrus trees and which provides rosemary, thyme, chives, and spearmint to be used in the gourmet Kitchen. The Kitchen boasts a custom cobalt blue Viking range, dishwasher, and many other amenities. Fresh cold drinking water is provided by the Everpure micro-filltration system. The surfaces are beautiful; natural maple wood cabinets are contrasted with colorful and detailed tile work. Even doing the dishes is a pleasure while looking over the patio to the creekbed below. The Living areas are colorful and comfortable. The Bedroom feels like a fine hotel room and if you want to shut out the sunshine in the early morning or for an afternoon siesta, just use the remote control to operate the "Solar powered" shade in the skylight. The new Bathroom has a special porcelain, oversized claw-foot tub and all new fixtures. The Living Room and Dining Room are well designed and offer plenty of room for lounging and dining. Two of Montecito’s best beaches, Miramar and Hammond’s, are just a 1/2 block away and just steps to the Rosewood Miramar where you can wine and dine. Montecito Lower Village is an easy 2 minute drive. Santa Barbara, with its many attractions and beaches, is an easy 10 minute drive. Seaside Cottage is certain to satisfy your need for the perfect beach getaway. Please consider it for your next Montecito escape. GUEST HOUSE / SHARED DRIVEWAY / SHARED COMMON AREAS: There is a detached owner’s studio on the property, where the owner may occasionally stay. There is a shared wall with the adjacent Seashell Cottage. NOTE: Book "Seashore Retreat" to have the entire home! This property can be combined with the "Seashell Cottage" to make a 3 Bedroom | 2 Bathroom home. **Lock Off/Access Passage can be separated/locked between both Living Rooms and Patios.** **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)**

Sea Ranch - Resort-Style Living on the Montecito Coast

Montecito, CA, US
6 Bedrooms 12 Guests
Oct 5 - 8
$3,819 night

Sea Ranch Montecito - Resort-Style Living on the Montecito Coast  6 BEDROOMS | 6.5 BATHROOMS | 3 SEPARATE UNITS | 12 GUESTS  Gather with friends and family in a truly magical setting! Located in an exclusive enclave of Montecito, this historic four-acre property is a private mini-resort. Not only does it offer a short walking distance to Hammond’s Beach and the restaurants and shops on Coast Village Road, but there are numerous wonderful spaces on the property for gathering and plenty of private spaces to spread out so that you can truly enjoy spending time together. Originally built in 1903, this estate has been totally renovated to include modern amenities with a rustic ambiance. It includes a four-bedroom carriage house with three Primary Suites as well as an attached three-story tower that used to be the farm’s original water tower. The Living Room features an impressive two-story sandstone fireplace that was fashioned around the original blacksmith’s furnace and the Kitchen is fully stocked with every professional appliance. Detached from the carriage house are the Pool Cottage and Garden Studio Cottage, each equipped with a King bed, pull-out sofa, full bathrooms, and kitchen amenities. When you’re in Southern California, the real show is outside. Sea Ranch is 4 acres of lush gardens, with mature landscaping and two auto gates that keep you totally private from the outside world. The property features a large pool with a lap lane and Baja shelf, a built-in 10 person spa, 2 barrel Sauna’s (dry sauna and steam sauna), fire pits, a deluxe alfresco kitchen, and a 50" flat screen TV mounted outside. Swings, play structures, yard games, an in-ground trampoline, bocce ball, badminton, darts, and ping-pong provide endless ways to play. Organic vegetable and herb gardens, berry vines, and citrus trees are always available to guests of Sea Ranch. Enjoy this property and transform your well-deserved vacation into a one-of-a-kind experience. HIGHLIGHTS: - Departure clean and one turn down cleaning included for 6 nights or fewer - Departure clean and one full cleaning included for 7+ nights - Three separate buildings on 4-acres - A bevy of outdoor amenities and games - Pool, Spa, 2 Barrel Sauna’s (dry and steam) - Walk to the Beach! NOTE: A/C in Main House Media Rm/Den which cools main house; A/C in Pool Cottage; No A/C in Garden Cottage (fan provided). **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)**

Casa Paradiso

Montecito, CA, US
4 Bedrooms 8 Guests
Sep 16 - 19
$1,309 night

Private Montecito Garden Estate 4 BEDROOMS | 3.5 BATHROOMS | 8 GUESTS Escape to the Hedgerow community of Montecito in this Mediterranean retreat with a classic Californian vibe. The half-acre private lot boasts expansive, mature gardens and fruit trees, a heated pool and hot tub accompanied by a large classic water fountain, all fully secluded within the private estate-like grounds. The hub of the home is the thoughtfully-equipped gourmet Kitchen perfect for family meals in the beautiful indoor and outdoor dining areas. The home interior has been newly renovated and designed with all the finishing touches you’d want. The stylish single-level, 4 Bedroom, 3.5 Bathroom home showcases wood-beamed ceilings, Spanish tile floors, a reading room, ultra-cozy Family Room and a large garage with all the toys and bikes you will ever need. Each primary Bedroom makes you feel as if you have your own wing with a private Bathroom and direct access into the gorgeous yard and pool area via French glass doors. Not to mention, the additional two spacious guest Bedrooms are equally appointed and will make everyone feel at home. Guests love the experience of togetherness, yet enjoy the ample space to spread out and relax. Only a 10-minute drive from the heart of Santa Barbara, you’ll be ideally situated just above the Rosewood Miramar Resort where you can take a quick walk to visit their world-class restaurants or relaxing spas. A 5-minute bike ride or 20-minute walk will get you to the beach off Eucalyptus Lane, or head in the other direction and you’re 3 blocks from a bike path heading south to the quaint seaside town of Summerland where you can wine taste with an ocean view. Plus, world-class hiking and views just up the hill! HIGHLIGHTS: - Heated Pool and Hot Tub - Outdoor seating with fire pit and courtyard dining. - Lush and mature landscaping. - Close to the ocean; smell the sea air! - Private street location and gated-entry. - Thoughtful amenities from the kitchen to accessories for all ages. - Single level home and grounds are very accessible. - Walking distance to Coast Village Rd., Rosewood Miramar Resort, and Miramar Beach. **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)**

Seashore Retreat

Montecito, CA, US
3 Bedrooms 6 Guests
Oct 9 - 12
$651 night

Cottage by Miramar Beach 3 BEDROOMS | 2 BATHROOMS | 6 GUESTS The perfect family escape just half a block from Montecito’s favorite beach. This rental in Santa Barbara CA can be divided into two cottages or become one perfect family getaway. You will have two fully equipped kitchens, and the option of dining outdoors or at the two indoor dining areas. Both living rooms have a fireplace that will keep the cool evenings cozy indoors. The south side cottage is equipped with an electric fireplace and the north side cottage has a gas fireplace. A flat screen TV is located on each side and connected to a DVD player which gives you the option of putting the kids in one room to have a fun movie night and have a romantic evening just on the other side. The cottage on the south side and north side offer a queen-size Bedroom. The north side also includes an additional Bedroom with a twin trundle bed. Lounging and dining are easy outdoors in the quality hardwood teak furniture. The 200 year-old sycamore trees offer partial shade on the deck as you overlook Montecito creek. There is an herb garden which is flanked by Meyer lemon and Tangelo citrus trees and which provides rosemary, thyme, chives, and spearmint to be used in the gourmet kitchen. Seashore Retreat is walking distance or a short 2 minute drive to Montecito’s Lower Village where you will find restaurants, bars, boutiques, and shops for groceries and other needs. Two of Montecito’s best beaches, Miramar and Hammond’s, are just a 1/2 block away and just steps to the Rosewood Miramar where you can wine and dine. Santa Barbara, with its many attractions and beaches, is an easy 10 minute drive. GUEST HOUSE / SHARED DRIVEWAY / SHARED COMMON AREAS: There is an owner’s studio on the property that will NOT be occupied during a guest’s stay. NOTE: This property can be rented separately. - Seashell Cottage - 2 Bedrooms | 1 Bathroom - Seaside Cottage - 1 Bedroom | 1 Bathroom **Lock Off/Access Passage can be separated/locked between both Living Rooms and Patios.** **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)**

Seashell Cottage

Montecito, CA, US
2 Bedrooms 4 Guests
Oct 9 - 12
$747 night

Charming Hideaway at the Beach 2 BEDROOMS | 1 BATHROOM | 4 GUESTS A romantic, secluded, and charming beach hideaway a half block from Montecito’s favorite beaches and just steps to the Rosewood Miramar where you can wine and dine. This lovely cottage was beautifully updated and remodeled in June 2007. The designer furnishings, bright open floor plan, modern appliances, and peaceful rear deck combine to make a wonderful vacation escape. The rear deck overlooks Montecito creek, and is shaded by 200 year old sycamore trees. It is an easy stroll to both Miramar Beach and Hammond’s Beach. Beach chairs, towels, umbrellas, beach toys, and a beach wagon are available for your use. Montecito’s Coast Village Road is a 2 minute drive away. Downtown Santa Barbara, with its beaches, museums, boating excursions, and other attractions, is about 10 minutes away. Please consider this private and romantic cottage for your next retreat from the pressures of everyday life. You will not be disappointed! GUEST HOUSE / SHARED DRIVEWAY / SHARED COMMON AREAS: There is a detached owner’s studio on the property, where the owner may occasionally stay. There is a shared wall with the adjacent Seaside Cottage. NOTE: Book "Seashore Retreat" to have the entire home! This property can be combined with the adjacent "Seaside Cottage" to make a 3 Bedroom | 2 Bathroom home. **Lock Off/Access Passage can be separated/locked between both Living Rooms and Patios.** **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)**

Hilltop Craftsman | 180° Ocean Views + Sunroom

Santa Barbara, CA, US
3 Bedrooms 8 Guests
Aug 26 - 28
$702 night

A classic hilltop Craftsman on Ortega Ridge with 180° ocean views — real wood floors, a light-filled sunroom, and hiking trails out the door; sleeps 8 with a bonus loft. Some homes have a view; this one has the whole coastline. From its perch atop Ortega Ridge, the Pacific stretches 180 degrees from Rincon to the harbor, and the house itself is the kind of genuine, character-soaked Craftsman that modern builds imitate and never match — real wood underfoot, vintage National Geographics on the shelf, family artwork on the walls, and light pouring through the sunroom all day long. THE SPACE. The chef’s kitchen opens to outdoor dining for eight set against a wall of ocean — dinner here is the reason cameras were invented. Three warm bedrooms and two baths anchor the main floor, while the loft level adds bonus sleeping and play space that kids claim as headquarters within minutes. The sunroom is the house’s soul: morning coffee, afternoon reading, and the coastline glowing below at dusk. WELLNESS HERE. Sunrise over the water from the sunroom, ridge-line hikes straight from the doorstep, evenings watching the lights come on down the coast — plus Chosen robes and yoga mats for slow mornings. This is analog restoration: views, trails, wood, and quiet. THE LOCATION. Ortega Ridge, between Summerland and Montecito — minutes down the hill to Summerland’s cafés, Lookout Park, and Montecito’s Butterfly Beach. GOOD TO KNOW. A true vintage home: heat but no AC, and some original windows show their age. Character comes with the view. THE CHOSEN DIFFERENCE — WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara’s wellness vacation rental company, and every stay begins before you unpack. You’ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that’s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. ​​​​​​​Beyond the home, you’ll enjoy exclusive discounts and complimentary access to Chosen’s local wellness partners — hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can’t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked — it’s Chosen. Cert # - 1234

3BR Ocean-View Beach House | Two Decks + BBQ

Summerland, CA, US
3 Bedrooms 6 Guests
Aug 26 - 28
$652 night

A two-level Summerland beach house with ocean-view decks on both floors — 3 bedrooms sleeping 6, minutes from the sand at a price point rare for this coastline. Lillie’s is the classic California beach house your family remembers from decades of summers: nothing precious, everything comfortable, and the ocean filling the windows on both floors. Coffee migrates to the upper deck at sunrise; by evening, everyone’s on the lower deck with the grill going and the horizon turning orange. This is what the coast used to cost. THE SPACE. The upper level holds the kitchen, living room, full bath, and two queen bedrooms that open straight onto an ocean-facing deck with BBQ — flip pancakes, step outside, repeat. Downstairs adds a second living room (teenagers, claim your territory), a king suite, another full bath, in-home laundry, and the primary ocean-view deck lined with lounge seating. Two levels, two decks, one long blue horizon. WELLNESS HERE. Salt air on two decks, grill dinners at sunset, and Summerland’s unhurried pace — the original beach-house reset, no appointment required. THE LOCATION. Summerland — minutes to Summerland Beach and Lookout Park, the village’s cafés and antique shops, Montecito, and downtown Santa Barbara. GOOD TO KNOW. This home is part of Chosen’s Beach Collection — older, well-loved coastal homes with character, charm, and a few quirks that come with age and salt air. What they trade in modern polish they return in location, views, and value. DISCLOSURES: - Please note this home does not have AC, fans are provided per bedroom and there is great natural airflow when opening the sliding doors. - Spiral staircase is narrow and may be challenging for elderly or kids. THE CHOSEN DIFFERENCE — WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara’s wellness vacation rental company, and every stay begins before you unpack. You’ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that’s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. Beyond the home, you’ll enjoy exclusive discounts and complimentary access to Chosen’s local wellness partners — hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can’t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked — it’s Chosen. Cert # - 797

Summerland Stagecoach Cottage - Historic Beach Gem

Summerland, CA, US
2 Bedrooms 4 Guests
Aug 28 - 30
$310 night

Historic Beach Gem 2 BEDROOMS | 1 BATHROOM | 6 GUESTS This home is full of history in one of Santa Barbara County’s “cutest” towns. The small seaside community of Summerland has everything you need within walking distance: the beach and a beautiful oceanfront park, restaurants, coffee shop, wine tasting, general store, art galleries, and antique shopping. A bike path will take you into neighboring Montecito and you’ll be just a short drive from Santa Barbara to the north and Carpinteria to the south. Built in 1889, this home was on the original stagecoach route for Summerland complete with a welcoming porch and garden. The owners have taken meticulous care of this home to keep it up to date and full of its original charm. The cozy Living Room features a bay window, leading into a formal Dining Room and Kitchen. The two Bedrooms provide comfortable accommodations and the Bathroom boasts a clawfoot tub/shower. The spacious backyard includes dining and lounge space as well as an outdoor shower. The home owners also provide beach chairs, umbrellas, and boogie boards. Grab your supplies and head down the few blocks to the beach! HIGHLIGHTS: -Steps to downtown and the beach -Outdoor shower and beach supplies -Large backyard *PET POLICY: Pets are welcome in this home with prior owner approval only, a signed Pet Addendum, and a non-refundable pet fee. Please reach out to us as soon as possible if you plan to bring your pets. 1 Pet $300 | 2 Pets $450* *GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)* SECURITY CAMERA(S): The property has security camera(s) in parking area(s) and/or main entrance(s) to the property. Guest consents to the recording of activity at the property. Guest is prohibited from tampering with and/or disabling security camera(s).

Single-Level Beach Cottage | Step-Free + Views

Summerland, CA, US
2 Bedrooms 4 Guests
Aug 26 - 28
$456 night

A single-level, step-free Summerland cottage with ocean-view decks — 2 queen bedrooms sleeping 4, an easy and accessible base near the beach. The Duo is proof that "easy" is a luxury of its own: step-free entry, everything on one level, and ocean-view decks where the day begins with coffee and ends with wine. With its warm vintage beach-cottage charm, it’s a favorite of grandparents joining the family trip, couples who want simple, and anyone for whom stairs are the one souvenir they’d rather skip. THE SPACE. One level, zero compromises: two comfortable queen bedrooms, a full bath, a complete kitchen for home-cooked mornings, and in-home laundry. The front patio catches the day’s first warmth; the ocean-view decks hold the golden hours. Vintage coastal character throughout gives it the feel of the beach cottages this coastline was built on. WELLNESS HERE. Simplicity is the feature — no stairs, no fuss, sea air on the deck, and Summerland’s small-town calm doing the heavy lifting. THE LOCATION. Summerland — minutes to the beach, village cafés and antique shops, Montecito, and downtown Santa Barbara. GOOD TO KNOW. This home is part of Chosen’s Beach Collection — older, well-loved coastal homes with vintage character, charm, and a few quirks that come with age and salt air. What they trade in modern polish they return in location, views, and value. DISCLOSURES - This is an older home with single pane windows. Please be aware you may hear the sound of the freeway from time to time while enjoying the beautiful ocean views - Home features central heating, space heaters and fans, no AC THE CHOSEN DIFFERENCE — WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara’s wellness vacation rental company, and every stay begins before you unpack. You’ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that’s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. Beyond the home, you’ll enjoy exclusive discounts and complimentary access to Chosen’s local wellness partners — hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can’t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked — it’s Chosen. Cert # - 1195

Summerland Surf Shack | Chosen Beach Collection

Summerland, CA, US
3 Bedrooms 7 Guests
Aug 30 - Sep 1
$637 night

Welcome to The Summerland Surf Shack, one of Chosen’s original homes and a guest favorite for its laid-back beach vibe, ocean views, and unbeatable Summerland location. This spacious upper-level retreat is accessed by a short flight of stairs and features an open-concept living, dining, and kitchen area designed for gathering after days at the beach. The home offers three comfortable bedrooms, including one king bedroom and two queen bedrooms, along with two full bathrooms. Two full-size sleeper sofas in the living room provide additional sleeping space for larger groups. Step outside onto the expansive oceanview deck to enjoy your private jacuzzi, BBQ, outdoor dining, and lounge seating—the perfect place to sip morning coffee, watch the sunset, or unwind with family and friends while taking in the coastal breeze. A washer and dryer are also available for your convenience, making longer stays easy and comfortable. Disclosures – Please Read Refunds will not be issued for failure to review the following disclosures prior to booking: * This home occupies the upper level of a peaceful duplex. A quiet long-term tenant resides in the lower unit, and each residence has its own private entrance. * The home is accessed via a short flight of exterior stairs (please refer to the listing photos). * The private driveway is reserved exclusively for your stay and comfortably accommodates two vehicles. Additional street parking is available nearby. * No air conditioning: The home is equipped with central heating only. Opening the windows and deck doors allows the cool ocean breeze to naturally flow through the home and typically keeps the space comfortable. * The primary bathroom shower handle uses older plumbing and can be a bit tricky to operate the first time. If you have any trouble, please reach out—we’re happy to provide quick instructions. * The home is equipped with central heating. The original decorative furnace located inside the home is no longer operational and is retained as part of the home’s original character. * This is an older beach home with plenty of coastal charm. Guests should expect some natural wear and tear, minor cosmetic imperfections, and slight settling that reflect the home’s age and history. * A large mature tree at the front of the property provides wonderful shade and privacy but naturally sheds leaves throughout the year despite regular maintenance. The Chosen Guest Experience & Exclusive Perks The Chosen Beach Collection is a handpicked group of our more seasoned coastal homes — a little older, a little more lived-in, and full of character. What they may lack in modern polish, they more than make up for in location and soul: these are our closest homes to the sand, built for salty hair, sandy feet, and slow mornings by the water. Expect a relaxed, well-loved beach-house feel rather than a pristine, high-end finish — a few honest signs of age and wear are simply part of the charm. If you’re after an easygoing coastal escape with genuine character (at a friendlier price point), you’ve found your collection. What to expect: These are older, well-loved homes with plenty of character and some natural wear that comes with age and time by the coast. They’re comfortable, clean, and cared for — just don’t expect the polished, high-end finish of our luxury and wellness homes. Come for the location, the laid-back beach-house feel, and the value. Still every bit a Chosen stay: Booking a Beach Collection home doesn’t mean missing out. Guests still enjoy the full wellness benefits available across our entire portfolio, plus a small welcome gift on arrival, thoughtfully chosen and unique to each home. Cert # - 874

Renovated Ocean-View Cottage | Private Backyard

Summerland, CA, US
2 Bedrooms 4 Guests
Aug 26 - 28
$469 night

This newly renovated custom home offers privacy, comfort, and effortless coastal living. The long-term tenant occupies the front house, while guests of Double Dolphin enjoy full use of the driveway for easy parking and unloading. Inside, the space is warm, bright, and thoughtfully designed for relaxation. The living room is perfect for gathering, movie nights, or slow mornings, while the fully equipped kitchen invites cooking, shared meals, and late-night snacks. You’ll also find an in-unit washer/dryer for convenience and a complimentary bottle of champagne waiting to welcome you. Both queen bedrooms are cozy, spacious, and ideal for restful sleep after a day in the sun. The modern bathroom is fresh and clean, adding comfort to longer stays. Step outside to the expansive backyard—a peaceful place to relax, play games, sip wine, or connect with loved ones under open skies. Beach towels, chairs, and ocean views add to the charm, with the shoreline just moments away for an easy coastal escape. The Chosen Guest Experience & Exclusive Perks Every Chosen stay begins before you even unpack, setting the tone for a retreat designed to restore you from the moment you arrive. You’ll be welcomed with a curated arrival gift featuring wellness essentials and local favorites, all wrapped in a custom Chosen tote that’s yours to take home. From high thread-count linens to premium bath products and non-toxic cleaning protocols, every detail is chosen with care. All Chosen properties are outfitted with wellness amenities like red light therapy, plush robes, yoga mats, and more, transforming your trip into a fully immersive, sensory experience built to support your physical, mental, and emotional well-being. Beyond the home, you’ll enjoy exclusive local discounts and complimentary access to Chosen’s wellness partners. And if you want to take it further, you can personalize your stay with add-on services like massages, facials, personal training, and private chef experiences, all seamlessly arranged for you. A stay like this isn’t just booked—it’s Chosen. Explore more at staychosen.com. Cert # - 400

Ocean-View Wellness Home | Infrared Sauna + Spa

Summerland, CA, US
3 Bedrooms 6 Guests
Aug 30 - Sep 1
$696 night

A beautifully updated ocean-view wellness home in Summerland with an infrared sauna, hot tub, and EV charger — California-chic interiors, 3 bedrooms, sleeping 6 above the Pacific. Perched on the hillside with the whole coastline unrolled below, the SeaSpa is exactly what its name promises: a private spa that happens to come with sweeping ocean views. Watch sailboats trace the horizon from the terraced backyard by day; by night, move from infrared heat to a starlit soak while the waves keep time below. It’s the recovery weekend that doesn’t require a resort. THE SPACE. Inside, the home is crisp, modern California-chic — an easy, light-washed living space, a well-stocked kitchen, three restful bedrooms, and two updated baths with spa-inspired bath kits and eucalyptus touches. But the hillside is the headline: a terraced backyard stepping down through panoramic view decks, lounge seating, and a BBQ zone positioned for grilling against a postcard. Every level of the yard frames the water a little differently; you’ll find your favorite by day two. WELLNESS HERE. The complete heat-therapy circuit at home — infrared sauna sessions followed by a hot-tub soak under the stars, with the ocean doing the ambient soundtrack. This is the house guests book when the calendar finally breaks and the body needs a reset. THE LOCATION. Summerland — Santa Barbara’s mellow beach-town neighbor — minutes to Summerland Beach, Padaro Lane, the village’s cafés and antique shops, wine tasting, and Montecito. EV charger on site for the drive home you’ll be dreading. GOOD TO KNOW. The decorative fire pit is non-operable; gardening service visits Wednesdays. THE CHOSEN DIFFERENCE — WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara’s wellness vacation rental company, and every stay begins before you unpack. You’ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that’s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. Beyond the home, you’ll enjoy exclusive discounts and complimentary access to Chosen’s local wellness partners — hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can’t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked — it’s Chosen. Cert # - 1212

5BR Beach House | Hot Tub, Game Room + Studio

Summerland, CA, US
4 Bedrooms 8 Guests
Aug 26 - 28
$548 night

Welcome to The Narrows! A big, easygoing 5-bedroom Summerland beach house with a private jacuzzi, game room, two living rooms, and a separate bottom-floor studio — sleeping 8+, close to the sand. The Narrows solves the problem every group trip has: togetherness without the pile-up. Two full living rooms, a dedicated game room, outdoor spaces in every direction — and now the ace up its sleeve: a private studio on the bottom floor with its own kitchenette, bathroom, and laundry, perfect for grandparents, teens, or the couple who likes their own front door. THE SPACE. The top two levels hold four bedrooms and three baths spread comfortably around a full kitchen, dining area, and those two living rooms — early risers, nappers, and the game-night crowd all get their own territory, then reconvene for dinner like they planned it. Downstairs, the fifth bedroom is a self-contained private studio: full kitchenette, its own bathroom, and washer/dryer — a genuine suite-within-the-house that multi-generation trips fight over (politely). The fully fenced backyard wraps it all up, jacuzzi steaming in the corner for the end-of-day debrief. WELLNESS HERE. Unstructured beach-town time — game-room laughter, backyard evenings, hot-tub soaks under the stars, and mornings that start whenever they start. THE LOCATION. Summerland’s relaxed beach community, minutes from the sand, village cafés, Montecito, and downtown Santa Barbara. GOOD TO KNOW. This home is part of Chosen’s Beach Collection — older, well-loved coastal homes with character, charm, and a few quirks that come with age and salt air. What they trade in modern polish they return in location, views, and value. The home has three living rooms, one on the first floor and two on the second. None of them can accommodate all guests individually. Please note this home has a narrow layout and design, hence our name. Also please note, the screen doors do not stay on but are available for guest use should you like to use them. DISCLOSURES - The lower level is a completely separate Airbnb with its own private entrance and designated outdoor space. You may occasionally see other guests coming and going, but there are no shared interior living spaces. - This home has a charming beach shack feel and reflects the character of an older coastal property. While it is clean and well maintained, it does have a few quirks. - The newer screen doors can occasionally come off their tracks if opened forcefully. Please use them gently. - Some of the original window panes are older and may not operate as smoothly as newer windows. - The large mature tree in the backyard naturally drops leaves and debris throughout the year despite regular maintenance. - As an older coastal home, the exterior shell and certain finishes show their age, adding to the authentic charm and character of the property. THE CHOSEN DIFFERENCE WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara s wellness vacation rental company, and every stay begins before you unpack. You ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. Beyond the home, you ll enjoy exclusive discounts and complimentary access to Chosen s local wellness partners hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked it s Chosen. Cert # - 1082

4BR Dog-Friendly Beach House | Hot Tub + Views

Summerland, CA, US
4 Bedrooms 9 Guests
Aug 30 - Sep 1
$533 night

A dog-friendly 4-bedroom Summerland beach house with private hot tub, breathtaking ocean views, and beach gear included — sleeping 9, minutes from the sand. The Grand Escape is built for the full-crew beach trip: grandparents, kids, cousins, and the dog, all under one roof with the Pacific glittering beyond the deck. The beach chairs, towels, and gear are already stocked; the jacuzzi’s already warm; the fenced play area is ready for zoomies. All you pack is the people. THE SPACE. An open-concept main level keeps everyone in the same conversation — kitchen, dining, and living flowing together, with the primary suite and guest bedrooms off the main floor. Upstairs, an ocean-view queen suite catches the morning light and the best sightlines in the house. Outside: the hot tub for end-of-day debriefs, the BBQ for the nightly grill ritual, and a fenced yard your dog will consider the real headline amenity. WELLNESS HERE. Hot-tub soaks against an ocean horizon, barefoot mornings, salt-air naps, and the particular restoration of a multi-generation trip where the whole family actually fits. THE LOCATION. Summerland, minutes from Summerland Beach, the village shops, Montecito, and downtown Santa Barbara. GOOD TO KNOW. This home is part of Chosen’s Beach Collection — older, well-loved coastal homes with character, charm, and a few quirks that come with age and salt air (no AC; some settling in the floors). What they trade in modern polish they return in location, views, and value. DISCLOSURES Please Read Refunds will not be issued for failure to review the following disclosures prior to booking: - This home is part of a duplex. Your reservation includes the entire lower level of the home, plus the private upstairs queen suite with its own bathroom and oceanview deck. The remaining upper level is occupied by a long-term tenant. - No air conditioning: The home is equipped with heat only. As the main living space is on the lower level, it can occasionally feel warm or a bit stuffy, particularly during hotter summer days. We recommend opening the windows and screen doors to let the cool ocean breeze naturally circulate through the home, which typically keeps the space very comfortable. - Up to 2 dogs are welcome with approval. Pets must remain off furniture, be taken outside for bathroom breaks, and may not be left unattended at the home. Additional cleaning or damage fees may apply if these guidelines are not followed. - This is a charming older beach home with plenty of character. Guests should expect some cosmetic imperfections, including minor dents, cracks, and signs of age throughout the property. - Due to the home’s age, some flooring is naturally uneven from settling. Guests should use caution when moving throughout the home, and it may not be the best fit for guests with mobility concerns. THE CHOSEN DIFFERENCE — WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara’s wellness vacation rental company, and every stay begins before you unpack. You’ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that’s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. Beyond the home, you’ll enjoy exclusive discounts and complimentary access to Chosen’s local wellness partners — hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can’t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked — it’s Chosen. Cert # - 1083

Poppy’s Ocean-View Cottage | Hot Tub, Dog-Friendly

Summerland, CA, US
1 Bedrooms 3 Guests
Aug 26 - 28
$448 night

A dog-friendly ocean-view cottage in Summerland with a private hot tub and fenced garden — a standalone guesthouse for couples or a small family, sleeping 4. Poppy’s is the cottage people picture when they daydream about running away to the coast: a private entrance through a lush, fully fenced garden, a jacuzzi tucked among the greenery, and an upstairs deck where the Pacific spreads out in front of your morning coffee. Your dog gets a garden; you get the ocean; everybody wins. THE SPACE. Downstairs, a cozy living room with queen pullout and smart TV flows into a well-stocked kitchen — everything a slow breakfast or a late-night snack run requires. Upstairs, the queen bedroom comes with its own reading nook and opens to the ocean-view deck, where sweeping water views make sunset non-negotiable. The garden is the cottage’s second living room: seating among the plantings, the hot tub steaming in the corner, and secure fencing that lets the dog patrol in peace. WELLNESS HERE. Garden soaks under the open sky, salt air on the deck, reading-nook afternoons, and Summerland’s famously unhurried pace. Premium linens and bath products included — bring the novel you keep meaning to finish. THE LOCATION. Summerland — walk to the village’s cafés, antique shops, and beach; 10 minutes to Montecito and downtown Santa Barbara. GOOD TO KNOW. Upstairs ceilings are low (6-footers, duck!). Highway 101 and the coastal train pass through Summerland — light background noise comes with the ocean proximity. A friendly neighboring cat roams the property but stays out of the cottage. THE CHOSEN DIFFERENCE — WELLNESS BUILT INTO EVERY STAY Chosen is Santa Barbara’s wellness vacation rental company, and every stay begins before you unpack. You’ll be welcomed with a curated arrival gift of wellness essentials and local favorites, wrapped in a custom Chosen tote that’s yours to take home. Every home is prepared with high thread-count linens, premium bath products, and non-toxic cleaning protocols. Beyond the home, you’ll enjoy exclusive discounts and complimentary access to Chosen’s local wellness partners — hand-picked spa, massage, fitness, sauna, and recovery experiences across Santa Barbara, Summerland, and Montecito that other rentals simply can’t offer. Want to go deeper? Personalize your stay with add-on services including in-home massage, facials, personal training, and private chef experiences, all seamlessly arranged by our concierge. A stay like this isn’t just booked — it’s Chosen. Cert # - 773

The Sea Captain’s House & Loft

Santa Barbara, CA, US
5 Bedrooms 10 Guests
Aug 26 - 28
$999 night

Coastal East Beach Luxury 5 BEDROOMS | 3.5 BATHROOMS | 10 GUESTS Main House 3 Bed/2.5 Bath | Loft 2 Bed/1 Bath + 2 Reading Rms/Sleeping Areas Located in Santa Barbara’s ultra beach-focused neighborhood with a plethora of bike and walking trails, rows of palm trees, and sprawling parks meeting the sand. East Beach is known for its beach volleyball courts, oceanfront resorts, and an abundance of sun. Walk to Tri-County Produce for picnic supplies then across the street for beach time, and end the day with a sunset dinner at Convivo overlooking the water. Don’t forget the Santa Barbara Zoo is a short stroll away! Built in 1911, this historic cottage offers two properties for large families and groups. The homes have been impeccably restored honoring its vintage charm while including modern conveniences. Designed for living a relaxed seaside life, the front house is filled with natural light and fresh air. The formal Living Room features plenty of seating and the attached sunroom offers additional lounging options. The Bedrooms are all expertly decorated and the primary Bedroom offers a sunny reading nook. The separate loft has its own Living Room, Kitchen, Laundry and three separate sleeping areas. The property also features a private indoor hot tub, exercise room, outdoor dining, and a grill. Stay at home and enjoy the amenities or spend time at the beach and Funk Zone! * 2 Twin Sofa Sleepers are located in the Loft Reading Rooms* HIGHLIGHTS: - Walk to the Beach and Zoo! - Close to the Funk Zone and Downtown! - Private Indoor Hot Tub - Exercise Room - 2 Separate Units **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)** ***PET POLICY: Pets are welcome in this home with prior owner approval only, a signed Pet Addendum, and a non-refundable pet fee. Please reach out to us as soon as possible if you plan to bring your pets. 1 Pet: $750 | 2 Pets $1,125 ***

Ocean Breeze Abode & Bungalow

Summerland, CA, US
4 Bedrooms 8 Guests
Aug 26 - 28
$613 night

4 BEDROOMS | 4 BATHROOMS | 8 GUESTS Nestled in the heart of Summerland, this polished yet cozy home is the perfect place to relax, soak up the sun, and enjoy the ocean air. Just a stone’s throw from the artisanal and quaint downtown, this spot has all the amenities you could need at your fingertips, yet remains a truly peaceful escape. Enjoy morning coffee and a homemade pastry or nutritious lunch at the beautiful Field and Fort Gourmet Market and Cafe, or grab a freshly made take-out sandwich and bring it down to one of Summerland’s stunning beaches. Loon Point is a local’s favorite with a wide coastline, pristine beach, and the chance to see dolphins joyfully hopping through the waves. Pop into Summerland Winery for a tasting, then unwind at night with a casual meal at the beloved burger spot, Tinker’s for a true taste of Summerland charm. As soon as you step into this spacious retreat, the abundance of nature welcomes you home. Ample light pours in from large windows throughout, showcasing mountain, ocean, and Channel Island views. Four large Bedrooms feature clean cozy carpeting and the Primary Suite even includes a private balcony to welcome the day or catch the sunset. Complete with four Bathrooms and a large outdoor dining and lounging area, this oasis is the perfect place to retreat. Whip up a delicious dinner in the designer Kitchen, which comes complete with plenty of cabinet space, a comforting fireplace, and sleek marble and granite countertops. A tranquil garden surrounding the space, the smell of sea air, and the sound of waves crashing make this home the dream destination for those looking to embrace the beauty of seaside life. HIGHLIGHTS: - 2 Separate Units - Ocean Views! - Primary Suite with Private Balcony - Large Patio - Short Stroll to Town and Beach - In-Kitchen Fireplace PLEASE NOTE:  * Abode (upstairs house): Does have central A/C and Heat.   * Abode (upstairs house): Stairs are not required to access the entry although there are stairs inside the home and around the property. * Bungalow (downstairs): Does not have A/C or central Heat - ONLY Space Heaters.  * Bungalow (downstairs): Stairs are required to access the entry. * Bungalow (downstairs): Living Room has a Sleeper Sofa. **PET POLICY: Pets are welcome in this home with prior owner approval only, a signed Pet Addendum, and a non-refundable pet fee. Please reach out to us as soon as possible if you plan to bring your pets. 1 Pet $600 | 2 Pets $900 ** * GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT w/in 2 days of booking (emailed to Guest upon booking).

Summerland Beach Retreat

Summerland, CA, US
6 Bedrooms 10 Guests
Sep 14 - 16
$1,175 night

5 BEDROOMS | 4 BATHROOMS | 10 GUESTS Don’t miss out on this RARE opportunity to be right on the sand in a small row of private homes. You’ll be located in Santa Barbara County’s “cutest” town, the small seaside community of Summerland. Everything you need is within walking distance: the beach (just walk out the back door!), restaurants, coffee shop, wine tasting, general store, art galleries, and antique shopping. A bike path will take you into neighboring Montecito and you’ll be just a short drive from Santa Barbara to the north and Carpinteria to the south. This unique property is serving up a nearly private beach that curls up to this tri-level oceanfront home. With floor to ceiling windows, nearly every room has a full ocean view. Enter on the second floor with the large open Living Room and Kitchen leading out to an expansive beach deck and a Guest Room and Bathroom. Use the spiral staircase to the upper level loft and find a generous loft-style Primary Suite with the addition of a cozy Twin Bedroom, second Bathroom, and a desk area. The lower level features a private Suite with a separate entrance and an additional Bedroom, a Hall Bathroom, and a second Kitchen and second Laundry Room. Use your private beach walkway to spend the day swimming in the water, eat dinner watching the sunset over the ocean, and fall asleep to the soothing sound of crashing waves. HIGHLIGHTS: -On the Beach! -Outdoor Fire Pit -Three Levels of Ocean Views ** No pets allowed at this property. PLEASE NOTE: All indoor fireplaces are not to be used for safety reasons. **GUEST AGREES TO ELECTRONICALLY SIGN OUR RESERVATION AGREEMENT within 2 days of booking. (Emailed to Guest upon booking.)**

Vacation Rentals in Montecito by Amenities & Features

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Vacation Rentals Near Montecito

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