Holiday rentals with outdoor seating 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).

Private 1 bdrm guest house on 20 acre olivefarm

2 NIGHT MIN ON WKNDS - either Fri/Sat or Sat/Sun. Unique, rustic one bedroom & bath in guest house on 20 acre olive farm in beautiful Santa Ynez Valley. Private entrance, king bed, full bath, patio. Cozy wood-framed cottage. Near Los Olivos, wineries, vineyards. King bed takes up large portion of bedroom, but bed is extremely comfy. Cute furry dogs & cat to keep you company. Quiet and relaxing, lovely views. Shaded by large oak trees. There is A/C. Non-smoking. Sorry no pets allowed.

Anavo Farm’s Chic Sheep Retreat

Your Private Farm Sanctuary in Ballard * Featured in Forbes Step through a rose-covered arch into 6 private acre. This custom-designed cottage exceeds every photo—incredible views, expansive balconies, propane firepit + BBQ, electric fireplace, art, books, nooks, welcome gifts: local wine, treats + farm eggs. Feed our rescue sheep, goats, and alpacas. Harvest lavender and fruit. Walk to legendary Bob’s Bread and wineries, yet secluded. “the animals stole our hearts,” “wish we’d booked longer.”

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!

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.

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).

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.

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.

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.

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!

Hillside Cottage with a View

Nestled in the quaint Santa Ynez Valley. See what our guests have to say.... ***Between the amazing sunrise, the friendly family (dog and owners!), and the wonderfully comfortable decor, this little studio is the perfect "home base" for a weekend in the area. So enjoyed being out of town, but so close to everything! Our only regret is we did not have longer to stay. ***What a wonderful studio that offers beautiful views of the mountains.