Family-friendly holiday rentals in Los Olivos

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).

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. 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.

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 and 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 and casino etc. - Quick 5 minute drive to Los Olivos and Solvang ---- Over 70 local Wineries. Dog Friendly

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.

Sweet King Retreat in Downtown Los Olivos

This clean, well-appointed upstairs studio at Casa Rivera is steps from the vibrant Los Olivos wine tasting scene (see the host profile for lots of 5 star reviews of our other "Sweet Queen Retreat" downstairs space on the same property). The 560 sq ft studio has a king size bed and sleeper sofa, two private decks, and a kitchenette with sink and fridge and lots of ways to make coffee. With all the other thoughtful details we are known for as Superhosts, your stay is sure to be memorable.

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.

Trendy Farmstead! 5 minutes to downtown Solvang!

Come and enjoy the beautiful surroundings in this private 2 bedroom 1 bath guest house located on our 3 acre ranch just outside of downtown Solvang! Take in the sights of the rolling hills and the nearby goats, lamas and horses! With a location that is absolutely ideal for any fun you plan on having in the area. We are literally less than 5 minutes away from the local shops, world renowned bakeries, restaurants, wine tasting rooms, grocery stores and natural market place!

Luxurious private 2-story cottage w/free parking

Pristine and luxurious, the Grand Chalet is just steps from the downtown promenade—home to 30+ tasting rooms, restaurants, galleries, and boutiques. Located in the heart of the Santa Ynez Valley, it’s the perfect getaway for wine tasting, epicurean dining, horseback riding, hot air balloon rides, hiking, and cycling. By booking this stay, you agree to our house rules and policies, which outline simple guidelines to ensure a comfortable and respectful experience for all.

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!

Los Olivos Wine Country Getaway

Wine Country living at its best! We enjoy our wine country life and would like to share it with you. Our two-bedroom, two-bath cottage has our CCOF certified organic Syrah vines as a backyard and its own private bocce ball court. Enjoy the setting of our vineyard right out the french doors or from the upstairs deck. A short stroll or ride on our complimentary bikes will take you to the heart of the historic charming town of Los Olivos.