House holiday rentals in Los Olivos

4.94 out of 5 average rating, 114 reviews

Home in Los Olivos

Los Olivos Wine Country Stunner - Walk to downtown

Welcome to The Grand House - Los Olivos. Beautifully remodeled home situated on a full acre in the heart of Los Olivos wine country. The home features a new modern remodel, incredible, HUGE back patio with everything; Cowboy pool, hot tub, in ground fire pit, BBQ and dining areas. Walking distance to the center of Los Olivos and over 30 tasting rooms, world class restaurants, and quaint shopping. In the opposite direction you are within walking distance to Roblar winery, Blackjack & many others.

4.93 out of 5 average rating, 108 reviews

Home in Los Olivos

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!

4.92 out of 5 average rating, 158 reviews

Home in Santa Ynez

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.

4.86 out of 5 average rating, 200 reviews

Home in Los Olivos

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.

4.96 out of 5 average rating, 142 reviews

Home in Los Alamos

Eagle Creek Ranch 1/2 Block from Bell Street

Eagle Creek Ranch is my special place. I fell in love with it and I knew it was for me. I continue to pour my heart into the property and I love to share with others. The wifi is good. Several times a year it might be out for a few hours or so . There is ample parking. You might see the resident bobcat and fox through every day. You’re a 10 second walk from downtown Bell Street. Freeway, east of property, can be heard on north side of house only. Small gatherings allowed (w/ permission).

5 out of 5 average rating, 157 reviews

Home in Los Alamos

Centennial House - Old West meets Modern Farmhouse

Ideally located in the heart of Los Alamos, Centennial House is perfect for your next getaway. Explore artisanal dining, wine tasting, and antiquing adventures a short walk away, or relax on the expansive, adobe style front porch with a glass of Grenache made by one of our local female winemakers in hand. Enjoy the fine dining, hip happenings of Bell’s across the street and say howdy to the local caballeros riding down the road. Experience Santa Barbara Wine Country like never before!

4.93 out of 5 average rating, 253 reviews

FairView Lavender Estate

Stunning renovated home with valley and mountain views on 6 acres. Bright open floor plan with many sliding glass doors opening directly to pool (seasonal) and lounge area. Brand new kitchen with professional-grade amenities. Newly tiled bedrooms with exquisite design and tiles. Soak away your stress in one of two freestanding tubs. There is ample room to dine with family and friends, a built in wine refrigerator and wine tasting area. Additional rental waiver requested via email

4.93 out of 5 average rating, 302 reviews

Home in Santa Ynez

Westbrooks Farm Private Studio-Los Olivos

Charming retreat in the Santa Ynez Valley just a few miles from downtown Los Olivos. Perched atop a hill, our stay offers stunning views of the Santa Ynez Valley and privacy, yet close proximity to town, shopping, and wine tasting. Located on a ranch set amid sprawling oaks with a few farm animals to enjoy, including donkeys, a goat, sheep, and geese. Our chicken coop is nearby (no roosters!) so that you can even enjoy collecting your own chicken eggs during the spring and summer.

4.86 out of 5 average rating, 352 reviews

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, we are currently making some updates to the house. At this time, there is one queen bed available, and the second bedroom has been set up as a lounge for conversation and relaxing. Accommodations comfortably fit 2 people. Our wine and beer garden, Bodega, is also on the property. Stop by and relax by the fire pit with a glass of wine during Bodega’s business hours.

5 out of 5 average rating, 123 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.

4.98 out of 5 average rating, 129 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!