Family-friendly holiday rentals in Los Olivos

Guest suite in Los Olivos

A garden path lined with large green leaves leads through a tranquil landscape. Towering palm trees and bamboo create a serene backdrop, while soft lighting from ground fixtures highlights the surroundings. A glimpse of a seating area is visible in the distance.

4.96 out of 5 average rating, 574 reviews

Walk to Wine Country from Florabunda Garden

We offer a peaceful respite from everyday life. Park your car for the weekend, and enjoy yourself. The bed is big and luscious. The bathroom is ample. There's a private dressing area, a zoom room, a courtyard for dining, and an additional dedicated seating area in a sun-spangled exotic garden. We are in walking distance from 32 wine tasting rooms, 3 vineyards, and 3 good restaurants. FYI: We use unscented cleaning products and the suite is always pet-free ( our sensitive guests need to know).

4.96 out of 5 average rating, 154 reviews

A covered porch area features a hanging chair and a hammock, surrounded by vibrant flowers and greenery. The arrangement of plants adds color and texture, while the serene landscape is visible in the background, creating a relaxing outdoor space.

Farm stay in Santa Ynez

Gorgeous Santa Ynez Farm House

Welcome to The Little Blooming Farm – Where Beauty is Always in Bloom! Nestled in the heart of Santa Ynez Valley, our 5-acre farm stay is a countryside retreat like no other. Unwind in our newly remodeled 4-bedroom, 3-bath home, designed for inspiration and relaxation. Stroll through vibrant rose gardens, spend time with our friendly alpacas, Nigerian dwarf goats, and wake up to the soothing sounds of mourning doves. Whether you’re here to escape or explore, The Little Blooming Farm awaits!

4.92 out of 5 average rating, 129 reviews

The exterior of the cottage is shown, featuring a modern design with a light-colored facade and a metal roof. Lush greenery surrounds the property, and a pathway leads to the entrance. Natural light bathes the house, highlighting its inviting structure and landscaping.

Home in Los Olivos

2 Br/ 2Ba New+Stylish Cottage Downtown Los Olivos

Welcome to "Tyler Cottage" located in the heart of Los Olivos. Park your car & you are steps from wine tasting, craft beer, great restaurants & boutique shopping. Features incl. 2 bedrooms, king mattresses, high quality linens & wifi. Each bedroom has a smart TV & attached bathroom. For the discerning guest looking for a relaxing wine country getaway, "Tyler Cottage" is perfect for you. Our Rental Agmt. is included in the listing details. Ask about the other properties we have in town!

4.93 out of 5 average rating, 173 reviews

Rows of lush green grapevines stretch across the landscape, leading towards buildings nestled among the vineyards. The background features rolling hills under a clear blue sky, creating a serene and expansive view of the vineyard estate.

Home in Santa Ynez

Los Olivos Vineyard Home on Winery Estate

Set on an established winery estate in the Santa Ynez Valley, Casa de Brander is a stunning two bedroom Spanish-style home overlooking the Brander Vineyard. Tastefully decorated with Mexican folk art, this is a truly unique property! Located within a five minute walk from Los Olivos Grocery, it will be easy to stock the state-of-the-art kitchen with essentials, or dine out at the many wonderful restaurants in the area. The spacious patio overlooking the vineyards offers ultimate privacy.

4.88 out of 5 average rating, 235 reviews

Home in Los Olivos

In the Heart of Los Olivos

Escape to this luxurious home located steps away from downtown Los Olivos. Indulge in the 50 different wine tastings and 5 great restaurants. The home is graced with a rich and tasteful decor and comfortable beds for a relaxing stay. The fully stocked kitchen with new appliances and utensils is perfect for cooking. The home is truly pet-friendly and conveniently located for playtime with your dogs. The great room offers ample space for entertainment and relaxation for you and your family.

Guest suite in Los Olivos

An open studio space features a king size bed adorned with striped bedding, complemented by plush throw pillows. A seating area with a lounge chair is visible, alongside a mounted TV in the corner. Natural light streams in through large windows, with a kitchenette located in the background.

4.98 out of 5 average rating, 114 reviews

Sweet King Retreat in Downtown Los Olivos

This clean, well-appointed upstairs studio at Casa Rivera is steps from the vibrant Los Olivos wine tasting scene (see the host profile for lots of 5 star reviews of our other "Sweet Queen Retreat" downstairs space on the same property). The 560 sq ft studio has a king size bed and sleeper sofa, two private decks, and a kitchenette with sink and fridge and lots of ways to make coffee. With all the other thoughtful details we are known for as Superhosts, your stay is sure to be memorable.

4.99 out of 5 average rating, 375 reviews

A beautifully arranged dining table features a set of plates adorned with a bee motif and cheerful floral designs. A matching bowl and glass sit alongside, all placed on a vibrant tablecloth showcasing various flowers and greenery. The setting evokes a pleasant dining experience.

Guesthouse in Santa Ynez

Cozy BEE Cottage in Santa Ynez

Come settle in to the Cozy "BEE" Cottage located in beautiful Santa Ynez. Situated on a quaint dirt cul-de-sac walking distance to downtown. You will be greeted with a rose covered trellis entry gate and spacious fully enclosed yard for your furry family member. Studio feels much larger than it's 500 sq ft. but retains a warm and cozy feel. Short walk into the town of Santa Ynez or a 5-10 minute drive to all of the other lovely towns in the valley, Solvang/Los Olivos/Balllard/Buellton.

Superhost

A cozy living area features warm wooden walls and natural light coming through a large window. A round white table sits in the center, surrounded by a chair and a simple desk. An armchair and a plant add to the welcoming atmosphere.

Guesthouse in Ballard

4.78 out of 5 average rating, 1,044 reviews

Rustic retreat

This cottage is very comfortable and cute. It is rustic but we have AC and heat for every season. The outside has a lovely courtyard with fire pit and string lights. This cottage is very centrally located with Los Olivos just a mile up the road and Solvang 3 miles down the road. There are many wineries in every direction walking distance and a bike ride away. It sleeps two comfortably in our queen size bed. Please let us know the duration of time in which she would like to stay.

4.98 out of 5 average rating, 110 reviews

An outdoor seating area is featured under a wooden gazebo, illuminated by string lights. Comfortable chairs with rust-colored cushions surround a circular fire pit table, which holds a small flame. Lush greenery and a white wall are visible in the background.

Guesthouse in Los Olivos

Luxurious private 2-story cottage w/free parking

Pristine and luxurious, the Grand Chalet is just steps from the downtown promenade—home to 30+ tasting rooms, restaurants, galleries, and boutiques. Located in the heart of the Santa Ynez Valley, it’s the perfect getaway for wine tasting, epicurean dining, horseback riding, hot air balloon rides, hiking, and cycling. By booking this stay, you agree to our house rules and policies, which outline simple guidelines to ensure a comfortable and respectful experience for all.

4.97 out of 5 average rating, 266 reviews

A dog sits on a towel near the edge of a private pool, gazing towards the expansive outdoor scenery. The pool's calm waters reflect the surrounding greenery and mountains in the distance, creating a tranquil environment.

Farm stay in Santa Ynez

Magical Mountain Ranch Pool, Hot Tub under stars !

YOUR OWN PRIVATE POOL! Comfort 5 Star Hotel ! 1500 Sq ft Living Rm,bdrm,kitchenette, beautiful bathroom. 10 Min from town. Country, walking, hiking. Enjoy local Wineries. Beautiful views, peace, intimate feeling of nature. Kitchenette, microwave, refrig, morning Keurig coffee. 65" big screen TV, electric fireplace, bdrm 45" TV with King size bed. Pool seasonally heated between June& Nov 1. Host REQUIRES identity of last name and cell number for gate code text.

4.87 out of 5 average rating, 381 reviews

A light and airy kitchen features a wooden dining table surrounded by curved-backed chairs. A vintage-style refrigerator and stove are visible, complemented by a pendant light hanging above. Natural light enhances the warm wooden tones of the cabinetry and flooring, creating a welcoming cooking space.

Home in Los Alamos

Wine cellar House

Welcome to Bodega House, a restored 1920s farmhouse in the center of Los Alamos. The home features a serene queen bedroom and a separate lounge space, along with a sleeper sofa in the living area. Thoughtfully designed for two adults, the house can also comfortably host one to two children on the sleeper sofa. It’s an ideal setting for couples or small families seeking the ease and privacy of a home while being just steps away from the best of Los Alamos.

4.99 out of 5 average rating, 168 reviews

Bungalow in Santa Ynez

Long Canyon Studios Nordic Hot Tub Spa Fire Pit

Long Canyon Studios - BRAND NEW NORDIC HOT TUB SPA - FIRE PIT W/ ADIRONDACK CHAIRS and BBQ. Sunrises and Sunsets - 360 Degree Endless Views and only 10 minutes to the towns of Los Olivos and Santa Ynez Gorgeous newly renovated private 1100 Square Foot 2 bedroom Mid-Century Mediterranean Adobe curated home with stunning views. Private Home on 12 Acre Property surrounded by endless views of Rolling Hills, Vineyards, Oak Trees and many Farm Animals!

Popular amenities for Los Olivos family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Aerial view of a rural property featuring multiple buildings with clay tile roofs surrounded by manicured landscaping. Open fields and vineyard views extend into the distance, with rolling hills under a clear blue sky, emphasizing the peaceful and private location.

4.94 out of 5 average rating, 162 reviews

Hidden Views

4.97 out of 5 average rating, 109 reviews

A charming exterior view of the property showcases a pool surrounded by stone patio, with a rustic wooden door leading into the home. Lush green grass frames the area, while vineyards stretch into the distance under a clear blue sky.

Bungalow in Santa Ynez

A Boutique Vineyard Experience - The Cork

4.99 out of 5 average rating, 252 reviews

A private outdoor area features a relaxing hot tub set among gravel and lush greenery. A patio umbrella and string lights create an inviting ambiance, while seating and a grill are nearby, providing a space for casual gatherings during sunset.

Cottage in Santa Barbara

Luxury Cottage w/ Ocean/Island View, Jacuzzi & A/C

4.98 out of 5 average rating, 104 reviews

A spacious living room features a comfortable sectional sofa and armchairs arranged around a central glass coffee table. Natural light floods through large windows, illuminating the warm-toned walls and polished wooden floors. A piece of abstract art adds a touch of color to one wall.

Home in Santa Ynez

Gorgeous 3,000 sq ft. upscale home close to town!

A manicured lawn is seen extending around a lovely home, framed by flowering bushes and scattered seating areas. Comfortable chairs are positioned under a covered patio, with mountain vistas visible in the distance against a clear blue sky, enhancing the tranquil outdoor setting.

4.97 out of 5 average rating, 298 reviews

*Lavender Hill Ranch: Elegant Estate w/ Epic Views

4.98 out of 5 average rating, 128 reviews

The outdoor dining area features a wooden table surrounded by wicker chairs. A decorative pendant light hangs above the table, while a heated pool is visible in the background, surrounded by lush greenery and lounge chairs. A shaded seating area is also present, enhancing the space.

Home in Goleta

Goodland Getaway: Home w/ heated pool & hot tub

4.99 out of 5 average rating, 307 reviews

A bright and airy living area features a light-colored sofa accented with a patterned throw pillow. Bifold glass doors open to a private outdoor space, allowing natural light to fill the room. A woven basket, coffee table, and a wooden dining chair complete the inviting space.

Home in Santa Barbara

Shoreline Retreat - newly renovated, walk to beach

4.93 out of 5 average rating, 152 reviews

A log cabin bedroom features a spacious bed covered in a deep blue comforter, complemented by colorful curtains. An antique dressing table and a small TV are visible, with wooden paneling and a vintage rug adding character to the room. Natural light enters through large doors.

Cabin in Buellton

Bunkhouse - Cozy Rustic Retreat

Family- and pet-friendly home rentals

Guest suite in Santa Ynez

Two comfortable outdoor chairs are paired with a coffee table featuring decorative elements. The table holds various items, including candles and a bottle, set against a backdrop of a light gray wall displaying the words 'This is your Happy Place'.

4.95 out of 5 average rating, 460 reviews

Small Town Vibe, World Class Wineries and Food.

4.99 out of 5 average rating, 181 reviews

A charming 1920 bungalow is surrounded by a white picket fence and lush greenery. The home features a classic red roof, large windows, and a palm tree nearby, set against a backdrop of rolling hills.

Cottage in Los Alamos

Camp Cottonwood

4.96 out of 5 average rating, 188 reviews

A charming building with a distinct black and white Tudor-style design is featured. An American flag hangs prominently, and outdoor seating is visible under umbrellas. Lush greenery decorates the entrance, while warm lighting glows from the windows, showcasing an inviting atmosphere.

Apartment in Solvang

Downtown Solvang Stay, Walk to Town & Scenic Views

The front of the ranch-style home features a spacious porch with a white swing. Lush greenery lines the walkway leading to a blue front door, flanked by large windows that allow natural light to fill the entryway.

4.87 out of 5 average rating, 124 reviews

Ranch Style Home w/ Bikes! Heart of Wine Country

4.99 out of 5 average rating, 148 reviews

A charming Spanish-style casita is surrounded by lush green lawns and well-maintained landscaping. The structure features a red-tiled roof, arched windows, and a wide pathway leading to the entrance, set against a bright blue sky.

Guesthouse in Santa Ynez

Your Own Private Refuge on 10 Acres in Santa Ynez

4.95 out of 5 average rating, 134 reviews

The exterior of the home is displayed, featuring a tile roof and a large front driveway. A vintage blue car and a black vehicle are parked, surrounded by landscaped greenery and shrubs. A tall palm tree adds height to the serene setting.

Guest suite in Goleta

Canyon Escape close to UCSB, the beach & golf.

4.96 out of 5 average rating, 470 reviews

A charming porch is softly illuminated by string lights, creating a warm ambiance at dusk. Two wicker chairs are positioned around a fire pit, which serves as a focal point for gatherings. The entrance features steps leading up to the welcoming space adorned with flower planters.

Guesthouse in Buellton

Wine Country Cottage

4.81 out of 5 average rating, 234 reviews

A spacious kitchen area is highlighted by dark cabinetry and a red refrigerator. A tiled island is centrally placed, with a bowl of fruit and wooden decor. Natural light enters through a door leading to an outdoor space, enhancing the inviting layout.

Guesthouse in Santa Ynez

The Tyndall House - Est. 1905

Family-friendly home rentals with a pool

5 out of 5 average rating, 8 reviews

A serene plunge pool is surrounded by a beautifully tiled area featuring intricate designs. The deep water reflects the surrounding foliage, enhancing the tranquil ambiance of the outdoor space. Decorative stone elements complement the overall aesthetic of this secluded retreat.

Home in Santa Barbara

Santa Barbara Sanctuary

A large waterslide curves into a spacious, clear swimming pool, providing an exciting entrance for guests. Lush greenery surrounds the area, including palm trees and manicured grass, creating a vibrant outdoor setting. A sun umbrella stands nearby, offering shaded relaxation.

4.92 out of 5 average rating, 51 reviews

Santa Ynez Valley Vacation House

4.95 out of 5 average rating, 194 reviews

A private pool area features a sparkling blue pool with a waterslide and areas for lounging. Surrounded by vibrant greenery and colorful flowers, the spacious deck includes multiple lounge chairs and a relaxing spa, inviting leisure and outdoor enjoyment.

Home in Lompoc

Pool & view in Sta Rita Hills Wine Country, Lompoc

4.89 out of 5 average rating, 19 reviews

A comfortable living area features two armchairs and a sofa with patterned upholstery, arranged around a coffee table. A gas fireplace adds warmth, while a flat-screen TV is mounted on one wall. Large windows provide natural light, complemented by light-colored walls.

Apartment in Solvang

2 BD Queen unit @ Elegant Solvang-Pool/Hot Tub/Gym

4.98 out of 5 average rating, 102 reviews

A spacious canvas yurt stands nestled within a green faux grass area, surrounded by wooden fencing. The entrance is adorned with colorful decor, and adjacent shelves feature potted plants and essential camping items, set against a clear blue sky.

Yurt in New Cuyama

Pink Pony Yurt #2 w/Heater

4.94 out of 5 average rating, 94 reviews

A modern kitchen features an expansive island with a light-colored countertop and seating for several. Superbly equipped appliances are visible against white cabinetry, and large windows allow natural light to illuminate the space. Warm hardwood flooring complements the sleek design.

Home in Santa Ynez

Beautiful ranch style Santa ynez home

4.94 out of 5 average rating, 263 reviews

An outdoor patio area features a large round table shaded by a striped umbrella, surrounded by potted plants. A clear blue pool is visible in the background, along with a lounge chair positioned nearby, creating an inviting space for relaxation.

Home in Santa Barbara

Cozy serene retreat close to beach & downtown!