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, 573 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, 152 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, 127 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, 233 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, 112 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.

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.

Guest house in Ballard

4.78 out of 5 average rating, 1,039 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.

Guest house in Los Olivos

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.

4.98 out of 5 average rating, 108 reviews

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.

4.87 out of 5 average rating, 379 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, 165 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 out of 5 average rating, 145 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.

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.

4.99 out of 5 average rating, 163 reviews

Luxurious Santa Ynez Valley wine country cottage

This cozy cottage is located in scenic Ballard Canyon amid lush vineyards and breathtaking views of the surrounding mountains. The house is situated on a 5 acre ranch and features high end modern appliances, entertainment system and hot tub. The two-bedroom one-bath cottage is located halfway between Solvang and the quaint town of Los Olivos. Stroll remote country lanes and enjoy views of rolling hills and the nearby goats, llamas and horses!

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

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

4.99 out of 5 average rating, 249 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

Guest house in Santa Barbara

A serene sleeping area features a spacious bed with soft linens and a neutral throw blanket. Natural light filters through sheer curtains, illuminating the room. A wooden desk and a mirror are positioned against one wall, complemented by a decorative rug adding warmth.

4.95 out of 5 average rating, 168 reviews

Mountain Cottage - Santa Barbara/Santa Ynez - w/Spa

4.95 out of 5 average rating, 148 reviews

A cozy outdoor area is illuminated by soft string lights, creating a warm ambiance at night. A jacuzzi spa, highlighted in blue, sits alongside a small round table and two chairs, set against a backdrop of greenery and wood paneling.

Home in Samarkand

Casa Alamar: Walkable Location + Max Relaxation!

4.86 out of 5 average rating, 215 reviews

A private backyard features a wooden dining table surrounded by four black wicker chairs. A hot tub is positioned nearby, with lush greenery creating a natural ambiance. The area is enclosed by a wooden fence, allowing for a secluded atmosphere under a clear blue sky.

Home in Santa Barbara

The Rosewood by the Sea Two Bed Home Santa Barbara

4.88 out of 5 average rating, 109 reviews

The spacious backyard features a covered seating area with comfortable chairs, a hard shell hot tub, and a vibrant green lawn. Lawn games such as tic-tac-toe and connect four are set up for enjoyment. A sunset sky enhances the inviting outdoor atmosphere.

Home in Goleta

Coastal Home | UCSB | Airport + Hot Tub, King Beds

4.99 out of 5 average rating, 306 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, 151 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 Barbara

The studio's exterior is framed by trees, showcasing a wooden deck with stairs leading up to the entrance. A stone path curves through the landscape, while the façade features multiple windows and a pitched roof, blending with the natural surroundings.

4.93 out of 5 average rating, 182 reviews

Mountain View - Serenity Minutes from Downtown

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, 459 reviews

Small Town Vibe, World Class Wineries and Food.

4.85 out of 5 average rating, 561 reviews

A covered porch features two wooden chairs adorned with red cushions, positioned along a terracotta floor. Potted plants are placed nearby, and a lantern hangs from the ceiling. Natural light filters through the adjacent windows, providing a serene outdoor space.

Cottage in Los Alamos

Pico Cottage on Bell Street

4.99 out of 5 average rating, 179 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, 186 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.

Flat in Solvang

Downtown Solvang Stay, Walk to Town & Scenic Views

4.94 out of 5 average rating, 126 reviews

Home in Los Alamos

1882 Heritage House ~ Porches, Gardens & Bali Bed

Guest house in Santa Ynez

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.

4.81 out of 5 average rating, 233 reviews

The Tyndall House - Est. 1905

Superhost

The exterior of a charming cottage showcases a well-maintained yard with grassy areas and stone pathways. A welcoming red door serves as the central focal point, framed by large windows that provide natural light into the interior. Shrubs and trees surround the property, enhancing the inviting ambiance.

Bungalow in Los Alamos

4.86 out of 5 average rating, 274 reviews

Den Street Cottage

Family-friendly home rentals with a pool

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, 161 reviews

Hidden Views

4.97 out of 5 average rating, 264 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 !

4.97 out of 5 average rating, 116 reviews

Home in Los Alamos

Heated pool (82 degrees), hot tub, gas firepit

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.

4.93 out of 5 average rating, 265 reviews

FairView Lavender Estate

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

4.98 out of 5 average rating, 126 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

4.98 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