
Holiday rentals in Los Olivos
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Top-rated holiday rentals in Los Olivos
Guests agree: these stays are highly rated for location, cleanliness and more.

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).

Anavo Farm’s Chic Sheep Retreat
Your Private Farm Sanctuary in Ballard * Featured in Forbes Step through a rose-covered arch into 6 private acre. This custom-designed cottage exceeds every photo—incredible views, expansive balconies, propane firepit + BBQ, electric fireplace, art, books, nooks, welcome gifts: local wine, treats + farm eggs. Feed our rescue sheep, goats, and alpacas. Harvest lavender and fruit. Walk to legendary Bob’s Bread and wineries, yet secluded. “the animals stole our hearts,” “wish we’d booked longer.”

Luxurious private 2-story cottage w/free parking
Pristine and luxurious, the Grand Chalet is located just steps from the downtown promenade--home to 30+ tasting rooms, restaurants, galleries, and boutiques. Its location within the Santa Ynez Valley is the perfect getaway for wine tasting, epicurean eats, horseback riding, hot air balloon rides, hiking, and cycling. After booking, the rental agreement will be sent out. It simply outlines the basic rules and confirms your arrival details. Feel free to reach out. We just want to be respectful.

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!

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.

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.

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.

Modern Private Santa Ynez getaway
Find your sense of peace and adventure. 5 Minute drive to Solvang, Santa Ynez and Los Olivos. A great hub for cyclists. Modern private guest suite perfect for a couple with full kitchen fully stocked with cooking essentials and private bathroom. Suite is ADA accessible with walk in tub/shower. 1 large king size bed and dining table for two. Guest suite is attached to main home in a quiet neighborhood, has own entrance, 1 parking space and outdoor terrace/grass area.

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.

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!

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.

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 holiday rentals
Other great holiday rentals in Los Olivos

Downtown Los Olivos, The Flying Pig

Hilltop Vineyard and Agave Field with View

Dovetail House

Charming wine country home near Solvang

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

Beach Vibes in Wine Country

Charming Studio with Balcony in Santa Ynez

Perfect Los Olivos Guest House
When is the best time to visit Los Olivos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $573 SGD | $522 SGD | $509 SGD | $568 SGD | $512 SGD | $515 SGD | $514 SGD | $551 SGD | $509 SGD | $513 SGD | $509 SGD | $509 SGD |
| Avg. temp | 12°C | 12°C | 13°C | 14°C | 15°C | 16°C | 18°C | 18°C | 18°C | 17°C | 14°C | 11°C |
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 guesthouse rentals in Los Olivos have free parking?
Absolutely! We offer over 10 guesthouse rentals with free parking in Los Olivos. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Guesthouse Rentals in Los Olivos?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, 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 guesthouse rentals in Los Olivos have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Los Olivos. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Los Olivos

Total holiday rentals
Explore 30 holiday rentals in Los Olivos

Nightly prices starting at
Los Olivos holiday rentals start at $229 SGD per night before taxes and fees

Verified guest reviews
Over 3,490 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Los Olivos holiday rentals include wifi 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!
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