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

Permit 171035 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 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.

Adorable 2-bedroom country guesthouse

Our little guesthouse is located in the Central valley. It is nestled in an almond orchard on our family farm. Only a 1/2 mile from Highway 99 it has easy access to many of California’s beautiful sights. This home includes a cozy living room, two bedrooms (with a queen bed and a full bed) and a minimally stocked kitchen. It does include a Keurig. Only five minutes away are plenty of choices of fast food restaurants and grocery stores. There is also laundry soap available for washing clothes.

Apartment above Levi Stadium.

18 miles from Levi Stadium! Your Superbowl HQ Take tram to stadium and avoid traffic JAM and parking nightmare! This 2 bedroom apartment. With with spectacular view of Silicon Valley and Levi Stadium). There are two bedrooms, one bathroom and a combined full kitchen/living room. Living room has couch, TV, and Roku streaming. Apartment has good WiFi. Sit on the private deck and you may see wild turkeys, deer, and even a cow! The Rental fee includes the Santa Clara Short Term Rental Tax!

Cozy Pond House!

Cozy home with a nice backyard. Perfect for a quiet evening enjoying some wine by the fire outside while you can hear the sound of the water in the pond. Great for a couples getaway or families traveling. We are close to everything...5 minutes to the freeway 99 and about 10 min to downtown Modesto. We are 20 min from Turlock and 15 min from Manteca. Walking distance to Save Mart shopping center, restaurants, etc We have a gardener that comes on Thursday mornings and mows front and backyard

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!

3bd/2ba Home | Foosball Table | BBQ & Fire Pit

Beautiful and comfortable home on a corner lot waiting for you to call it your second home. The home is very spacious with a lot of natural light. The high ceilings and open floor plan make it the perfect place to enjoy your time with friends and family. The home is centrally located in Modesto in a quiet and developed area. Walking distance to a shopping mall on Coffee Rd with a Walmart Neighborhood market. Close to Sutter Health Memorial Medical Center and Doctors Medical Center.

Route 66 Downtown Pet Friendly Little Home

Enjoy the peaceful PET FRIENDLY back patio. Enjoy a gas fire pit or bbq some dinner on the grill. Keep it simple at this peaceful centrally-located in Historic Downtown Modesto. This new build 1 bedroom with all new construction and appliances is walking Distance to Gallo Center for the Arts, Mchenry Mansion the Museum , Brendan Movie Theater, The State Theatre and you can enjoy all the night life on the weekends. Even catch Modesto's past time of some cruising on the weekends.

The Oasis

Welcome to your luxury retreat in Downtown Modesto! This fully remodeled 2BR/1.5BA Midcentury Modern home offers: • 1,150 sq ft of stylish double story home with spacious living space with new kitchen and baths • Large yard with paver-lined grass, Edison lights, and fire pit • 65” Smart TV, 1200mbps WiFi, 4K security system, and smart garage • Queen bed with desk, plus two twin beds, all with premium linens • Walking distance to fine dining, nightlife, and attractions

Sherwood Cottage @ Royal-T Ranch

Relax at this unique getaway. Stay in the original farmhouse built in 1900. 1 bedroom 1 bath with full kitchen.This is not just a place to stay. It is a fully hands on animal experience that you will not forget. Great for the whole family. The grounds are beautiful and park like. Enjoy meals on the patio with umbrellas, tables and bbq or picnic on the grass. Stay includes 2 hr animal experience. Check in anytime after three. Check out 10 AM.

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.

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.