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, 583 reviews

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).

FamilyKitchenBackyard

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!

Indoor spacesKitchenOutdoor spaces

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!

FamilyKitchenSleep quality

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, 182 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.

Indoor spacesKitchenGetting around

4.88 out of 5 average rating, 249 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.

FamilyKitchenCheck-in

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, 122 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.

KitchenIndoor spacesSleep quality

The exterior garden area features a variety of flowering plants and lush greenery, framed by trees. In the distance, rows of vines can be seen stretching across the landscape, offering sweeping views of the Santa Ynez Valley.

4.96 out of 5 average rating, 101 reviews

Hilltop Vineyard and Agave Field with View

Keep it simple at this peaceful and centrally-located home. Set on an established winery estate in the Santa Ynez Valley, Casa de Azul y Oro is a stunning recently remodeled 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 kitchen with essentials, or dine out at the many wonderful restaurants in the area and bring back and star gaze.

Indoor spacesKitchenAccess

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.

Indoor spacesKitchenComfort

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

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.

Indoor spacesKitchenBathroom

4.99 out of 5 average rating, 185 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!

Indoor spacesFamilyLocation

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, 153 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.

FamilyIndoor spacesAccuracy

5.0 out of 5 average rating, 115 reviews

A small wooden table with two patterned chairs is positioned on a balcony, offering views of the expansive vineyard below. A bottle of wine and two glassed are set on the table, with rolling hills and distant mountains framing the picturesque landscape.

Guesthouse in Los Olivos

Los Olivos Wine Country Getaway

Wine Country living at its best! We enjoy our wine country life and would like to share it with you. Our two-bedroom, two-bath cottage has our CCOF certified organic Syrah vines as a backyard and its own private bocce ball court. Enjoy the setting of our vineyard right out the french doors or from the upstairs deck. A short stroll or ride on our complimentary bikes will take you to the heart of the historic charming town of Los Olivos.

KitchenFamilyBreakfast

Popular amenities for Los Olivos family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

KitchenFamilyBeach

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.

4.97 out of 5 average rating, 275 reviews

Magical Mountain Ranch Pool, Hot Tub under stars !

KitchenFamilyAccuracy

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

FamilyKitchenEV charging

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

Indoor spacesKitchenPets

An outdoor gathering space features six Adirondack chairs arranged around a circular gravel area, with a central fire pit. Potted plants provide greenery, and rolling hills are visible in the background, framed by trees along the edge of the property.

4.96 out of 5 average rating, 113 reviews

Gas fire pit, hot tub, walk to restaurants

FamilyKitchenSleep quality

4.99 out of 5 average rating, 117 reviews

Bungalow in Santa Ynez

A Boutique Vineyard Experience - The Bocce

FamilyIndoor spacesHot tub

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

FamilyIndoor spacesHiking

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!

Indoor spacesKitchenOutdoor spaces

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 155 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

Indoor spacesFamilyGetting around

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, 1071 reviews

Rustic retreat

Indoor spacesKitchenCheckout

4.94 out of 5 average rating, 118 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

FamilyKitchenView

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

KitchenIndoor spacesView

4.92 out of 5 average rating, 114 reviews

Well Appointed 3BR Home | Steps to Town |Fireplace

KitchenFamilyGetting around

4.91 out of 5 average rating, 115 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

KitchenIndoor spacesWi-Fi

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

KitchenIndoor spacesBiking

4.99 out of 5 average rating, 396 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

FamilyKitchenParking

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 198 reviews

Home in Lompoc

Pool & view in Sta Rita Hills Wine Country, Lompoc

FamilyKitchenHiking

4.97 out of 5 average rating, 143 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

Indoor spacesFamilyHot 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

FamilyKitchenBiking

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, 36 reviews

Whispering Hills Ranch

KitchenIndoor spacesParking

5.0 out of 5 average rating, 10 reviews

Campover Bunkhouse - Los Alamos, California

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 56 reviews

Home in Goleta

Spa, Beaches, Wine Country: SB Coastal Escape

FamilyKitchenOutdoor spaces

5.0 out of 5 average rating, 42 reviews

A comfortable living area is showcased with a light-colored circular table at the center. Soft gray chairs and a patterned couch face an entertainment unit with a flat-screen TV. A gas fireplace and decorative wall art add a modern touch, while natural light streams through the window.

Apartment in Solvang

2 BD Twin apmt @ Elegant Solvang-Pool/Hot Tub/Gym!

FamilyKitchenWi-Fi