Family-friendly vacation 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.

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.

Cozy BEE Cottage in Santa Ynez

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.

Magical Mountain Ranch Pool, Hot Tub under stars !

YOUR OWN PRIVATE POOL! Comforts of a 5 Star Hotel ! 1400 Sq ft Living Rm,bdrm,Kitchenette 10 Min from town. Country, walking, hiking. Enjoy the local Wineries. Beautiful views, peace, intimate feeling of nature. Spacious living rm ,bdrm with comfortable bed & beautiful bath. Kitchenette, microwave, refrig, morning Keurig coffee. Linens, Towels Sanitized. 65" big screen TV, electric fireplace, bdrm 45" TV with new King size bed. Pool seasonally heated between June& Oct 1.

Santa Ynez, pool & spa, 5 acres 2, bedrooms 1bath

This is a lovely Mediterranean style guest house extension with 2 bedrooms, with walk in in closet, a full bathroom, a laundry room, a well equipped kitchen, an in ground pool, unheated, and spa, fully fenced on 5 acres. Enter on a private driveway to the guest house. Just a 1 mile walk or drive to the town of Santa Ynez which has excellent restaurants and coffee shops, a Western Museum and post office. There is free high speed internet access, with 3 flat screen TVs.

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!

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.