Holiday houses 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.

Oakdale’s Corner Cottage. 2 bed 1 ba, new remodel!

This is freshly renovated 2 bedroom, one bath duplex home. With all brand new furniture and appliances, tasteful decorations, a 72 inch tv with sound bar and sub, you may not want to leave! We are in a downtown location, a block from Restaurants, hotels and shopping, it’s the perfect location for business or pleasure. We are one block off of highway 120/108, so it’s convenient, but at rush hour you’ll likely hear some traffic. Washer/dryer in the garage. Please leave your shoes at the door.

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!

Quiet wine country cottage sleeps 4 - Pet Friendly

Forget your worries in this spacious and serene space. Located in the beautiful Livermore wine country just two miles from downtown. With walking/biking trails just across the street and two wineries in walking distance you won’t need to go far to enjoy your time here. This very spacious one king bed bedroom cottage (and queen Murphy bed) is just right for quiet time. Most days you can see horses and cows just out your windows with owls hooting and birds chirping for the country feel.

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.

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

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

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.

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.

The Heart of the Valley: Smart Modern Farmhouse

The Heart of the Valley takes it's name after what the city of Turlock represents to the Central Valley, it's heart. I wanted to use this as inspiration to create a home the embodied this. I worked closely with local interior designer, Marísela Rodríguez, to come up with a home design where guest can enjoy the convenience of modern technology while still having that warm, welcoming feeling a farmhouse has to offer.

Amazing Country Setting at Cottage Creek Vineyards

Lovely 1000 Sq. ft. Cottage in the heart of wine country. A 400 sq. ft. delightful back patio with fire pit, full kitchen and bathroom makes this the perfect home away from home. Amenities include queen bed, wifi, TV's, fire place, & parking. We are a live winery and have wine tasting two weekends and two Friday evenings a month. We usually have live music, wine tasting is in the same vicinity as the Cottage.