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Vacation rentals in Los Olivos

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Top-rated vacation rentals in Los Olivos

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Guest suite in Los Olivos
4.96 out of 5 average rating, 564 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).

Guest favorite
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
4.87 out of 5 average rating, 356 reviews

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.

Top guest favorite
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
4.93 out of 5 average rating, 114 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!

Top guest favorite
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
4.93 out of 5 average rating, 161 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.

Top guest favorite
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.
Home in Los Olivos
4.86 out of 5 average rating, 205 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.

Top guest favorite
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
4.99 out of 5 average rating, 146 reviews

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, 982 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.

Top guest favorite
A welcoming bedroom features a queen bed adorned with a colorful striped blanket and green accent pillows. Natural light streams in through a partially open window, with a cozy seating bench and a piece of wall art adding character to the space.
Guest suite in Los Olivos
4.99 out of 5 average rating, 105 reviews

Sweet Queen Retreat in Downtown Los Olivos

This clean, well-appointed downstairs studio at Casa Rivera is steps away from the Los Olivos wine tasting scene and is the smaller of our two spaces. The cozy bi-level space has a queen size bedroom area and raised lounge with cozy couch to relax and watch TV. The adjacent counter sink space has a mini fridge, microwave, toaster and many ways to make coffee just how you like. With all the other thoughtful details we are known for your stay is sure to be memorable.

Top guest favorite
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
5 out of 5 average rating, 128 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.

Top guest favorite
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.
Home in Solvang
4.99 out of 5 average rating, 136 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!

Top guest favorite
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
4.99 out of 5 average rating, 159 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 126 reviews

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 vacation rentals

When is the best time to visit Los Olivos?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR7,709 ZARR7,023 ZARR6,852 ZARR7,640 ZARR6,886 ZARR6,938 ZARR6,921 ZARR7,417 ZARR6,852 ZARR7,160 ZARR7,709 ZARR7,417 ZAR
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Frequently Asked Questions

  • How much does it cost to stay in guesthouse rentals in Los Olivos?

    Experience the best of Los Olivos with our guesthouse rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Los Olivos have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Los Olivos have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Los Olivos have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Los Olivos?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Los Olivos?

    Yes! Work meets play with ease at over 10 vacation rentals in Los Olivos featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Los Olivos?

    Los Olivos has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Los Olivos have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Los Olivos

  • Total vacation rentals

    Explore 30 vacation rentals in Los Olivos

  • Nightly prices starting at

    Los Olivos vacation rentals start at R3,083 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Los Olivos vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Los Olivos rentals

  • 4.9 Average rating

    Los Olivos stays are highly rated by guests—averaging 4.9 out of 5!