Holiday houses 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, 561 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).

4.86 out of 5 average rating, 354 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! We can’t wait to host you at our charming 1920s farmhouse in Los Alamos. Please note that we’re currently making some updates to the house. At this time, there is one queen bed available, and the second bedroom has been arranged as a lounge. The space comfortably accommodates two guests, with a sofa bed available — perfect for a child or extra guest. Our wine and beer garden, Bodega, is next door. Stop by and relax with a glass of wine during Bodega’s business hours.

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.

4.93 out of 5 average rating, 110 reviews

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.

4.92 out of 5 average rating, 159 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.

A light-filled corner of the great room features a comfortable sofa adorned with decorative pillows. Nearby, a wooden chair showcases intricate carvings, while a framed certificate hangs on the wall, complementing the warm tones and textures of the space.

4.86 out of 5 average rating, 203 reviews

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.

4.99 out of 5 average rating, 143 reviews

A private patio area features a large white picnic table set on natural stone flooring, surrounded by scattered gravel. The functional structure showcases a circular window on its side and is framed by lush greenery under a clear sky.

Bungalow in Santa Ynez

Long Canyon Studios, Los Olivos, Santa Ynez

Welcome to Long Canyon Studios with 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. Live like a local for the weekend and experience the beauty of the Santa Ynez Valley. Private Home on 12 Acre Property surrounded by endless views of Rolling Hills, Vineyards, Oak Trees and many Farm Animals!

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, 971 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, 252 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! Comforts of a 5 Star Hotel ! 1400 Sq ft Living Rm,bdrm,Kitchenette 10 Min from town. Country, walking, hiking. Enjoy the local Wineries. Beautiful views, peace, intimate feeling of nature. Spacious living rm ,bdrm with comfortable bed & beautiful bath. Kitchenette, microwave, refrig, morning Keurig coffee. Linens, Towels Sanitized. 65" big screen TV, electric fireplace, bdrm 45" TV with new King size bed. Pool seasonally heated between June& Oct 1.

4.97 out of 5 average rating, 386 reviews

A bright living space features vaulted ceilings and large windows, allowing natural light to fill the room. A comfortable seating area is arranged around a wooden coffee table, with neutral-toned decor and a cozy area rug on the wooden floor. A desk is positioned by the window.

Guesthouse in Solvang

Anavo Farm’s Chic Sheep Retreat

Your Pinterest-Worthy Farm Escape in Santa Ynez Valley Wine Country Featured in Forbes, Anavo Farm offers a quintessential Santa Ynez Valley getaway in Ballard—the hidden gem of wine country. Enter through a rose-covered arch, greet friendly farm animals, and enjoy one of the area’s most picturesque rentals. Nestled on 6 private acres at the end of a quiet ranch road, it’s just minutes from Solvang, Los Olivos, and world-class wineries. Private, peaceful, and magical.

5 out of 5 average rating, 126 reviews

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.

Home in Solvang

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.

4.99 out of 5 average rating, 157 reviews

A cozy sleeping area is highlighted by a spacious bed with a white quilt and decorative pillows. Large windows frame scenic views of the surrounding nature, while soft lighting is provided by a bedside lamp. A rustic bench and a small table add character to the space.

Guesthouse in Santa Ynez

Hillside Cottage with a View

Nestled in the quaint Santa Ynez Valley. See what our guests have to say.... ***Between the amazing sunrise, the friendly family (dog and owners!), and the wonderfully comfortable decor, this little studio is the perfect "home base" for a weekend in the area. So enjoyed being out of town, but so close to everything! Our only regret is we did not have longer to stay. ***What a wonderful studio that offers beautiful views of the mountains.

4.99 out of 5 average rating, 125 reviews

A bright living room features a comfortable couch, a light-colored chair, and a coffee table adorned with a small plant. A large TV is positioned on a blue stand, while natural light floods through sliding glass doors leading to the backyard. A colorful area rug adds warmth to the space.

Guesthouse in Solvang

Charming cottage in wine country

Our cozy one bedroom guesthouse is the perfect spot for couples or families to enjoy the beautiful Santa Ynez valley. From the Tuft and Needle mattress to the outdoor patio, the entire space is designed to offer peace and comfort as you explore the Santa Ynez Valley. The guest house is located in a peaceful neighborhood of one-acre lots near the town of Santa Ynez. Bike to town or take a short 5-10 minute drive to Solvang or Los Olivos.

Popular amenities for Los Olivos holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Los Olivos

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.

4.99 out of 5 average rating, 77 reviews

Hilltop Vineyard and Agave Field with View

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.

4.99 out of 5 average rating, 73 reviews

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

Superhost

5 out of 5 average rating, 3 reviews

Foxen Canyon Retreat - Pickleball and Wine Country

5 out of 5 average rating, 47 reviews

A private deck features comfortable seating arranged with soft cushions, surrounded by greenery and potted plants. A gentle landscape of rolling hills and a wooden fence can be seen in the distance, creating a serene outdoor space for relaxation.

Guesthouse in Los Olivos

The Bunkhouse at 'Ohana Ranch

The exterior of a modern farmhouse is shown, featuring a warm wooden front door and an American flag. Surrounding greenery and blooming flowers create a natural landscape, while a gravel pathway leads to the entrance. A red roof complements the building's earthy tones.

5 out of 5 average rating, 5 reviews

Modern Day Farmhouse

4.98 out of 5 average rating, 44 reviews

The spacious living area features a modern sectional sofa positioned comfortably near a coffee table. High wooden ceilings enhance the natural light, streaming through large windows that offer views of the outdoors. A well-equipped kitchen area is visible, complemented by tasteful decor.

Guesthouse in Santa Ynez

Cottage at The Big Pond Ranch Vineyards

5 out of 5 average rating, 29 reviews

A spacious open-plan living area features a modern kitchen island with seating for three. Dark wood floors complement light-colored cabinetry, while large windows offer views of the surrounding landscape. A decorative black cabinet is positioned against the wall, enhancing the room's functionality.

Farm stay in Santa Ynez

Happy Canyon "Tejana" Cottage

A bright living area features a comfortable sectional sofa, a round coffee table, and a dining table with black wooden chairs. Large windows allow natural light to illuminate the space, while a flat-screen television sits on a dark entertainment unit. A woven rug adds texture to the hardwood floor.