Holiday rentals in Diablo Grande

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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.

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

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.

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!

Peaceful Home w/Patio by Wineries & Gilroy Gardens

Private and peaceful 2 bed 1 bath single family home with fenced in front yard and patio oasis, centrally located in South Bay’s Wine Country. ▪️Perfect for couples get away or family trip! ▪️Walking Distance to Downtown (0.5 mile) ▪️Adjustable King Bed with HDTV ▪️Newly Remodeled Bathroom ▪️Large Living Room Space w/ 85” 4K TV ▪️Patio equipped w/ propane Fire Pit and Grill ▪️Ready to Cook in Kitchen ▪️Workspace w/ Monitor and Fast WIFI ▪️Nearby Restaurants, Shopping, and Wineries!

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 Valley's Hidden Gem: Remodeled + Big Backyard

The Ultimate Staycation (a stay in vacation) was created in the middle of quarantine with that in mind. In other words, it has everything you need for a great vacation without having to travel very far if you just want to stay in. You can have friends or family over to enjoy it with you. When life throws you lemons, make a margarita on the amazing Ninja blender provided or use it to bake a lemon cake in the beautiful oven. So pack your bags and see what great memories await you!

Kinderwood Farm Stay • Animal & Culinary Adventure

*UPDATE Baby goats born May 31st 2026* Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Subject to availability, Add-On Activities may include goat milking & feeding baby goats, cheesemaking, sourdough, and soapmaking. Join us for a visit you will remember for a lifetime.

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!

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.