Holiday rentals in Diablo Grande

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Peaceful Treehouse with Ocean View

Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired sliding doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock - perfect for relaxing and enjoying the surrounding canopy.

Beautiful Orchard House on the Farm- Jacuzzi/Pool

A very magical place we call home. Nestled in the middle of 20 acres of established walnut trees, lies your new favorite getaway! You can simply sit back and chill in the beautiful Orchard House or come outside and enjoy the patio/pool/barbecue/ fire pit and spa. One of the bedrooms listed is upstairs in a gaming tower, filled with entertainment options!! Also if you love animals as much as we do, you can help feed our furry and feathered friends .Either way....Prepare to fall in love!

Serene and Sunny Home, Sleeps 6, with Yard

This cheerful and sunny home is located in a quiet and safe older neighborhood close to downtown and conveniently not too far from Hwy 99. This home is the perfect cozy place to rest and relax. Our little area of Modesto is unique in that we have a wonderful walking and biking trail only a block away. You can walk to our small neighborhood shopping area that has a grocery store with a Starbucks, a very popular frozen yogurt shop, restaurants, an independent bookstore and cute shops.

Luna Loft

1 bedroom above garage with its own entrance. Sofa folds into a standard bed. 2-3 adults maximum. Heat/ Cool system. SMART TV, no cable. WIFI available; password is on the box behind the TV. Washer/dryer in unit. Kitchen has dishwasher, coffee maker, microwave. Dishes, pans/pots, linens provided. 2 miles from 99 Freeway & downtown dining/ entertainment. Only hours from San Francisco, Yosemite, or Dodge Ridge Ski Resort. PLEASE, due to family health concerns, no animals in the unit.

The Cottage at The A Bar

Kick back and relax in this calm, stylish cottage nestled in the middle of an almond orchard on a private road. Collect fresh eggs from the chickens for breakfast paired with fresh fruits and vegetables from the garden! Spend a peaceful evening sipping a beverage on the porch or take a relaxing walk along the river. Geographically speaking, we like to say we are in between The Golden Gate Bridge, San Francisco and Half Dome in Yosemite National Park.

Charming 1 bed & bath w/ 1 car garage

Perfect location for traveling nurses or long stays. Close to several hospitals. Fully furnished ADU unit comes with everything you need & cozy furnishings. Washer and dryer, 2 Smart HDTVs with apps like YouTube TV Netflix HBO Hulu etc. are included with your login account. Gas stove for those who love to cook! 1 car compact garage. Central heating and cooling. The living space is on the second floor. Ring camera door bell for safety of home.

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Large 1bed unit king bed w/ac parking FULL kitchen

Beautiful 1 bedroom 1 bath, living room, full kitchen home with private entrance in our backyard. The house is located in a safe, beautiful, and quiet cul-de-sac neighborhood with easy access to highway. We are 12 mins from San Francisco premium outlets, 10 mins to the BART station and delicious local restaurants. Great location if you want to visit the Livermore wineries too. Perfect for a business trip or vacation!

Casa Orozco 2

We put all our heart and Love into our Newly renovated Casa Orozco #2. We take great pride in staying that we believe that you will love your stay. The place truly feels like a home away from home. The place is a modern style open concept design. You will have a driveway, front yard with grass, back yard, and the whole place to yourself. The place is well decorated and has little touches we hope you'll enjoy.

Tiny home @ Fast Farms

Enjoy the sounds of nature when you stay in this unique tiny home! Relax with the whole family at this peaceful country property. Fresh seasonal fruit and farm fresh eggs add to the country experience. In between San Francisco and Yosemite National Park, it's a great spot to stop and relax. Whether you want to get away from the hustle of life, or need a half way point for the night you'll enjoy your stay!

Entire Mini Villa

Discover your charming retreat in Patterson, CA! Perfect for solo travelers or couples, this cozy getaway combines comfort and style. Enjoy an open floor plan with a fully equipped kitchen, backyard, a smart TV, and comfy sleeping arrangements. Situated in a friendly neighborhood, you're close to local attractions, dining, and shopping. Book now to enjoy the charm and tranquility of this lovely retreat!