Los Olivos vacation rentals

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Top-rated vacation rentals in Los Olivos

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

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Guest favorite

Guesthouse in Santa Ynez

4.82 out of 5 average rating, 689 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 9 – 16

G$32,351 GYD per night

Guest favorite

Cottage in Los Olivos

4.95 out of 5 average rating, 154 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 29 – Jul 6

G$103,976 GYD per night

Guest favorite

Guest suite in Los Olivos

4.96 out of 5 average rating, 501 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).

Feb 25 – Mar 4

G$41,876 GYD per night

Guest favorite

Guesthouse in Solvang

4.96 out of 5 average rating, 317 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.

Feb 19 – 26

G$104,602 GYD per night

Guest favorite

Home in Solvang

4.98 out of 5 average rating, 172 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 14 – 21

G$118,148 GYD per night

Guest favorite

Guest suite in Santa Ynez

4.95 out of 5 average rating, 355 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

Mar 2 – 9

G$41,445 GYD per night

Guest favorite

Guesthouse in Buellton

4.95 out of 5 average rating, 354 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.

Aug 15 – 22

G$36,820 GYD per night

Guest favorite

Home in Los Olivos

4.94 out of 5 average rating, 214 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!

Jan 17 – 24

G$108,749 GYD per night

Guest favorite

Home in Santa Ynez

4.92 out of 5 average rating, 131 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.

Mar 19 – 26

G$81,518 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.

Jul 21 – 28

G$59,213 GYD per night

Guest favorite