
Holiday rentals in Santa Cruz Mountains
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Top-rated holiday rentals in Santa Cruz Mountains
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The Coach House
The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

Romantic Suite on farm, walk to Henry Cowell Park
Romantic Farm Stay. Santa Cruz Vacation rental Permit #221352 TOT Certificate #AB00736. Beautiful suite with king size bed, fireplace, huge bathtub, coffee maker, (frig, freezer, microwave, (no kitchen), Starlink WIFI, Smart TV, movie library, seating and coffee table. Private patio area, fire pit, (BYO wood) patio furniture and dining table. The suite is completely private with its own entry. 2 Person Occupancy. Short walk to Henry Cowell Park and old growth redwoods right outside your door!

Redwood Ridge Tree Fort VRP#181501
A Magical Glamping Retreat – Escape to a dreamy tree fort nestled high among majestic redwoods, where rustic charm meets modern comfort. Fall asleep to the sounds of crickets and a bubbling creek, and wake up to peaceful birdsong and fresh mountain air. Relax in the hammock or gather around the fire pit while taking in stunning views. Enjoy hassle-free camping with all the comforts of home, including electricity, a cozy queen bed, a full bathroom with hot water, and a fully equipped kitchenette.

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

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.

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.

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Cozy Coastal Redwood Cabin
Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

Vineyard Retreat with Expansive Mountain View
Vineyard retreat in Santa Cruz Mountains with expansive hilltop views. Situated off the beaten path between Los Gatos & Felton. The perfect place to disconnect, unwind & relax in a rural mountain setting. Our vineyard is 100% natural, no chemicals, pesticides or additives, from the soil to your cup. Please enjoy meandering the rows, soaking in the views and being in nature. Watch the marine layer recede in the morning & enjoy stargazing at night. Pricing is the same for 1-4 guests.

Custom Cabin Retreat in the Redwoods
This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Redwood Cottage & Hot Tub
Enjoy this quaint, peaceful redwood retreat tucked away in the Santa Cruz Mountains. This small private cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house. Please note there is no indoor shower (outdoor only) and the road is one lane with a steep driveway. Permit #211304

Robin’s Nest in the Redwoods
Welcome to Robin's Nest in the Redwoods (Permit #181415) Tucked into the scenic foothills of the Santa Cruz Mountains, this charming, quaint cabin offers the perfect blend of peace and convenience. Enjoy easy access to stunning local beaches and serene hiking trails through the majestic redwoods - all just 35 miles from San Jose. This tranquil retreat feels both secluded and centrally located, offering the best of both worlds!
Popular amenities for Santa Cruz Mountains holiday rentals
Other great holiday rentals in Santa Cruz Mountains

Redwood Retreat

Lovely Home in the Redwoods

Glamping Under The Stars in Private Redwood Grove

Surfer's paradise with oceanfront view.

Apple view dome - stargazing galore!

Eclectic Escape

Evergreen Escape | Beach, Hiking, HotTub, GameRoom

Tent 03 - Overlook w/ocean view
Destinations to explore
- Los Angeles Holiday rentals
- Northern California Holiday rentals
- Channel Islands of California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- San Jose Holiday rentals
- Santa Monica Holiday rentals
- Silicon Valley Holiday rentals
- Santa Cruz Beach
- Stanford University
- Capitola Beach
- Monterey Bay Aquarium
- Carmel Beach
- Rio Del Mar Beach
- Carmel Beach
- Seacliff State Beach
- SAP Center
- Henry Cowell Redwoods State Park
- Montara State Beach
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House
- California’S Great America
- Asilomar State Beach
- Manresa Main State Beach
- Half Moon Bay State Beach
- Natural Bridges State Beach
- Sunset State Beach - California State Parks
- Gilroy Gardens Family Theme Park
- New Brighton State Beach
- Bonny Doon Beach




