Vacation rentals in Los Olivos

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Top-rated vacation rentals in Los Olivos

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Guest favorite

Guesthouse in Santa Ynez

4.82 out of 5 average rating, 688 reviews

Private 1 bdrm guest house on 20 acre olivefarm

2 NIGHT MINIMUM ON WEEKENDS. Unique, rustic one bedroom & bath in guest house on 20 acre olive farm in the beautiful Santa Ynez Valley. Private entrance, king bed, ensuite full bath, patio. Cozy wood-framed cottage. Non-smoking. Near Los Olivos, wineries, vineyards. King bed takes up large portion of bedroom, but bed is extremely comfy. Cute furry dogs & cats to keep you company. Quiet and relaxing, lovely views. Well shaded by large oak trees. We now have A/C. Sorry no pets allowed.

Sep 11 – 18

G$32,308 GYD per night

Guest favorite

Cottage in Los Olivos

4.95 out of 5 average rating, 153 reviews

2Br/1.5Br - Craftsman Cottage- Downtown Los Olivos

Welcome to "Craftsman Cottage". Located steps from all that Los Olivos has to offer. Premier wine tasting, craft beer, award-winning restaurants & more. Including (2) bedrooms, full kitchen w/ Viking appliances, decks & backyard for relaxing. Including local wine, coffee & local wine tasting coupons. For the discerning guest looking for a relaxing getaway, this is for you. *Rental Agmt will be sent to you to complete after you book your stay. *Ask about the other rental properties I have in town

Jun 16 – 23

G$103,836 GYD per night

Guest favorite

Guest suite in Los Olivos

4.96 out of 5 average rating, 498 reviews

Walk to Wine Country from Florabunda Gardens

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).

Dec 26 – Jan 2

G$42,971 GYD per night

Guest favorite

Guest suite in Santa Ynez

4.95 out of 5 average rating, 353 reviews

Small Town Vibe, World Class Wineries and Food.

Adorable ranch house on the edge of Santa Ynez township, nice open views, 1 bedroom 1 bath separate In-law suite with private entrance. Fenced in backyard with deck off bedroom. Nice quiet area, peaceful setting. Simple small town living on quarter acre. Separate Heating and Air Conditioning unit. - Walking distance to Downtown Santa Ynez featuring Red Barn, SY Kitchen, Mavericks, Chumash Casino, etc.. - Quick 5 minute drive to Los Olivos and Solvang ---- Over 70 local Wineries. Dog Friendly

Jan 3 – 10

G$38,358 GYD per night

Guest favorite

Guesthouse in Solvang

4.96 out of 5 average rating, 315 reviews

Anavo Farm’s Chic Sheep Retreat

Experience a Pinterest-worthy guesthouse in the heart of Santa Ynez. Guests love feeding sheep, goats, alpacas, and enjoying our farm fresh eggs (& gratis bottle of wine) amidst the pastures & mountain views. Located in the quaint village of Ballard, just down the street from Los Olivos, Anavo Farm offers a private setting, and a well-stocked, well-appointed cozy cottage with many outdoor areas to enjoy - like cozy chairs and firepit. Feels off the beaten path but amazingly close to everything.

Nov 14 – 21

G$97,659 GYD per night

Guest favorite

Home in Solvang

4.98 out of 5 average rating, 171 reviews

Santa Ynez Wine Country Escape

Our country home is located at the end of a quiet road on five acres with views of rolling hills, countryside, and horses. The home was completely remodeled in 2016 with a chef's kitchen, large island seating area, spacious living room and high ceilings throughout. There's a clean, well maintained hot tub under giant Eucalyptus trees. Enjoy fast wireless Internet (300Mbps), a full range of cable TV channels on two flat screen TVs, Sonos music and access to a number of streaming video services.

Mar 1 – 8

G$117,989 GYD per night

Guest favorite

Guesthouse in Buellton

4.95 out of 5 average rating, 353 reviews

Wine Country Cottage

Experience the tranquil ambiance of the Wine Country Cottage's serene surroundings. Bask in the breathtaking views of rolling hills and grazing cattle while savoring your favorite bottle of wine from the comfort of our deck. You will be charmed by the presence of Jack & Henry, our Mini Donkeys. As the sun sets, indulge in the magical allure of the outdoor fairy lights and cozy up by the inviting fire pit. Come and relish in the alluring tranquility that awaits you at the Wine Country Cottage.

Sep 10 – 17

G$33,614 GYD per night

Guest favorite

Home in Los Olivos

4.94 out of 5 average rating, 213 reviews

2 Br/2 Ba - Charming Cottage - Downtown Los Olivos

Welcome to "Olive 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, "Olive Cottage" is perfect for you. Our Rental Agmt. is included in the listing details. As about the other properties we have in town!

Dec 15 – 22

G$108,603 GYD per night

Guest favorite

Home in Santa Ynez

4.92 out of 5 average rating, 129 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.

Oct 8 – 15

G$97,755 GYD per night

Guest favorite

Guest suite in Santa Ynez

4.97 out of 5 average rating, 303 reviews

new - Wine Country Guesthouse on Horse Ranch - new

Rancho Escogido in Santa Ynez. 2 Bedroom, 1 Bath Guesthouse on a Horse Ranch. We are perfectly located to relax, enjoy and explore our beautiful Santa Ynez Valley! We are located in the heart of the valley, within minutes of the towns of Los Olivos, Santa Ynez, and Solvang and only 10 minutes to Buellton. The close proximity to local first class wineries and restaurants, stunning ranches, peaceful hiking trails and endless miles of bike riding is one of the huge benefits of our location.

Sep 27 – Oct 4

G$59,134 GYD per night

Guest favorite

Guesthouse in Santa Ynez

5.0 out of 5 average rating, 221 reviews

The Cozy "BEE" Cottage in Santa Ynez Township

Come settle in to the Cozy "BEE" Cottage located in beautiful Santa Ynez. Situated on a quaint dirt cul-de-sac walking distance to downtown. You will be greeted with a rose covered trellis entry gate and spacious fully enclosed yard for your furry family member. Studio feels much larger than it's 500 sq ft. but retains a warm and cozy feel. Short walk into the town of Santa Ynez or a 5-10 minute drive to all of the other lovely towns in the valley, Solvang/Los Olivos/Balllard/Buellton.

Jun 19 – 26

G$37,325 GYD per night

Superhost

Guesthouse in Ballard

4.79 out of 5 average rating, 817 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.

Jan 15 – 22

G$20,016 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Los Olivos vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Los Olivos's top sights

Los Olivos Wine Merchant Cafe33 locals recommend

Carhartt Vineyard16 locals recommend

Fess Parker Wine Country Inn4 locals recommend

Los Olivos Grocery7 locals recommend

Sides Hardware and Shoes - a Brothers Restaurant15 locals recommend

Corner House Cafe11 locals recommend

Other great vacation rentals in Los Olivos

Guest favorite

Home in Solvang

4.98 out of 5 average rating, 209 reviews

The Carhartt Vineyard Retreat

Feb 2 – 9

G$119,352 GYD per night

Guest favorite

Home in Los Olivos

4.79 out of 5 average rating, 116 reviews

In the Heart of Los Olivos

G$81,020 GYD per night

Guest favorite

Apartment in Santa Ynez

4.99 out of 5 average rating, 109 reviews

Cute, barn studio and Rancho De Amor.

Oct 26 – Nov 2

G$35,486 GYD per night

Guest favorite

Home in Santa Ynez

4.95 out of 5 average rating, 257 reviews

Westbrooks Farm Private Studio-Los Olivos

Oct 16 – 23

G$53,952 GYD per night

Guest favorite

Guest suite in Santa Ynez

4.98 out of 5 average rating, 201 reviews

Magical Mountain Ranch with POOL

Oct 12 – 19

G$79,483 GYD per night

Guest favorite

Cottage in Solvang

4.97 out of 5 average rating, 128 reviews

Cottonwood Cottage in Santa Ynez Valley

Jul 27 – Aug 3

G$58,056 GYD per night

Guest favorite

Guesthouse in Los Olivos

5.0 out of 5 average rating, 58 reviews

Luxurious private 2-story cottage w/free parking

Feb 10 – 17

G$99,781 GYD per night

Guest favorite

Guest suite in Los Olivos

5.0 out of 5 average rating, 44 reviews

Sweet King Retreat in Downtown Los Olivos

Oct 29 – Nov 5

G$55,220 GYD per night

Show all

Quick stats about vacation rentals in Los Olivos

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
G$41,778 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Los Olivos?
Experience the best of Los Olivos with our house rentals, starting at about $200 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 air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Los Olivos. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Los Olivos?
Four-legged friends are welcome in Los Olivos. Choose from more than 10 vacation rentals for guests traveling with pets.
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 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 vacation rentals in Los Olivos?
Los Olivos has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Los Olivos

Top-rated vacation rentals in Los Olivos

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Los Olivos vacation rentals

Stay near Los Olivos's top sights

Other great vacation rentals in Los Olivos

Home in Solvang

Home in Los Olivos

Apartment in Santa Ynez

Home in Santa Ynez

Guest suite in Santa Ynez

Cottage in Solvang

Guesthouse in Los Olivos

Guest suite in Los Olivos

Quick stats about vacation rentals in Los Olivos

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

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

Do house rentals in Los Olivos have air conditioning?

Are there pet-friendly vacation rentals in Los Olivos?

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

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

Are there family-friendly vacation rentals in Los Olivos?

Destinations to explore