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.

Walk to Wine Country from Floribunda 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 47 wine tasting rooms, 5 good restaurants, and 2 vineyards. 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, 583 reviews

4.96 out of 5 average rating, 166 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!

4.93 out of 5 average rating, 135 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!

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.

4.93 out of 5 average rating, 180 reviews

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, 248 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.

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.

4.98 out of 5 average rating, 121 reviews

4.97 out of 5 average rating, 352 reviews

CA dreaming in Wine Country!

Cozy 3 bed/2 bath Homestay. Fully equipped gourmet kitchen, BBQ at covered patio with awesome views and perfect location in Ballard! (Solvang) Walking distance to Rideau, Buttonwood, Lincourt winery and a bit further Bob's Well Bread. Free use of our bicycles! 5 min by car to the centers of Solvang, Los Olivos and Santa Ynez. 30-45 min to Santa Barbara Beaches! Transient Occupancy Tax (14%) is included in short term advertised rate and longer stay discounts are automatically applied.

4.98 out of 5 average rating, 115 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.

A spacious living area is arranged with a large sectional sofa and two armchairs, complemented by a low coffee table. A patterned rug covers the floor, while natural light enters through a window adorned with light drapes. Artwork and decorative items add character to the room.

5.0 out of 5 average rating, 101 reviews

The Parioli Farmhouse

The Parioli Farmhouse is named for the owners' champion French thoroughbred racehorse from the 1980s. This retreat captures the essence of the region's rich equestrian, native American, and Western culture. Surrounded by farms and ranches, the PARIOLI farmhouse provides a tranquil small-town countryside setting where you can indulge in the area's renowned wine and olive oil production, and then let your inner foodie explore Michelin-guide quality restaurants.

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.

4.88 out of 5 average rating, 396 reviews

Bodega 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, 183 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!

A kitchen features a marble countertop with a wooden cutting board and a kettle placed on a gas stove. Natural light filters through a window, illuminating a painting on the wall. Potted plants and kitchen essentials are neatly arranged, enhancing the functional space.

5.0 out of 5 average rating, 152 reviews

Guesthouse in Ballard

Enjoy the serenity of Ballard in this charming neighborhood. A quiet respite from the hustle & bustle in a beautiful setting. Our home was built around 1911 & recently restored, keeping its original character in tact. A short walk to the delicious Bob's Well Bread & the Ballard Inn Restaurant. Not to mention down the road from wine tasting, delicious restaurants & shopping. Come relax & enjoy this beautiful home & great location as much as we do.

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.

4.95 out of 5 average rating, 169 reviews

Hidden Views

An outdoor seating area is arranged with a dark wicker table and plush cushions in varied colors. Soft seating surrounds the table, offering a cozy space for dining or relaxation. Green trees provide a natural backdrop, enhancing the tranquil outdoor setting.

4.98 out of 5 average rating, 180 reviews

Luxurious Santa Ynez Valley wine country cottage

4.98 out of 5 average rating, 123 reviews

Heated pool, hot tub, arcade, walk to restaurants

A welcoming living area features a high ceiling with a chandelier hanging above. Large glass doors allow natural light to fill the space, complemented by soft curtains. Comfortable seating arrangements include a dark blue sofa and a patterned armchair, enhancing a cozy atmosphere.

4.97 out of 5 average rating, 179 reviews

Eagle Creek Ranch 1/2 Block from Bell Street

Guest suite in Santa Ynez

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.

Magical Mountain Ranch Pool, Hot Tub under stars !

4.97 out of 5 average rating, 275 reviews

An outdoor dining area is presented, featuring a round table set for four. Each chair is equipped with a cushion, and vibrant flowers adorn the table. The expansive terrace offers views of rolling hills in the background, framed by potted plants.

4.94 out of 5 average rating, 116 reviews

Stunning Panoramic Views-31 Day minimum

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.

4.98 out of 5 average rating, 113 reviews

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

4.95 out of 5 average rating, 146 reviews

A clear blue in-ground pool is surrounded by lush green grass and bordered by a stone walkway. A spa is integrated into the pool area, emphasizing a spacious outdoor retreat. Tall trees provide a natural backdrop, enhancing the serene environment.

Guesthouse in Santa Ynez

Santa Ynez, pool & spa, 5 acres 2, bedrooms 1bath

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 154 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

The exterior of the home features a spacious patio area with lounge chairs and dining tables under umbrellas. A pool is set in the foreground, reflecting the colors of the sunset sky, while the home showcases large sliding glass doors that enhance the open layout.

4.94 out of 5 average rating, 277 reviews

FairView Lavender Estate

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

Rustic retreat

4.78 out of 5 average rating, 1068 reviews

4.95 out of 5 average rating, 117 reviews

A modern living area features a brown leather sofa and a patterned area rug beneath a coffee table. A dining table is situated nearby, complemented by a decorative bookshelf. A large piece of artwork hangs on the wall, and natural light fills the space.

Guesthouse in Solvang

Wine Country Cottage

4.91 out of 5 average rating, 112 reviews

A spacious studio apartment is presented with a cozy bed adorned with neutral linens. A dining area with a rustic wooden table is complemented by comfortable chairs. Modern appliances are incorporated into the kitchen, while decorative plants enhance the overall aesthetic.

Apartment in Santa Ynez

Private Balcony Luxury Studio Downtown Santa Ynez

Superhost

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.

4.86 out of 5 average rating, 132 reviews

Ranch Style Home w/ Bikes! Heart of Wine Country

4.98 out of 5 average rating, 349 reviews

A charming cottage is nestled among vibrant lavender blooms, showcasing a rustic exterior with warm windows glowing softly. The surrounding landscape includes rolling hills and distant wooden fencing, enhancing the serene setting in the Santa Ynez Valley.

Guesthouse in Santa Ynez

La Petite Maison

4.92 out of 5 average rating, 113 reviews

Well Appointed 3BR Home | Steps to Town |Fireplace

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 365 reviews

A spacious backyard is highlighted, featuring a clear pool surrounded by a concrete deck. The exterior of the home displays large glass doors leading to the interior, with a brick chimney adding warmth to the modern structure. Lush greenery is visible, enhancing the outdoor space.

Home in Goleta

Large4BR,2BA,pool,spa,beach,sleep11,Best Value!

4.95 out of 5 average rating, 198 reviews

Home in Lompoc

Pool & view in Sta Rita Hills Wine Country, Lompoc

4.97 out of 5 average rating, 142 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

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.

4.93 out of 5 average rating, 56 reviews

Santa Ynez Valley Vacation House

5.0 out of 5 average rating, 9 reviews

Campover Bunkhouse - Los Alamos, California

Superhost

A stone fireplace is framed by a rustic wooden mantel, with a flat-screen TV mounted above. Potted plants adorn the mantel, complemented by a vintage ladder leaning against the wall. The textured stonework adds warmth to the spacious living area.

4.86 out of 5 average rating, 35 reviews

Whispering Hills Ranch

4.93 out of 5 average rating, 88 reviews

Apartment in Solvang

Heart of Solvang 2 Bed, 2 Bath (Sleeps 6)