
Places to stay near Mountain Winery
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Top-rated holiday rentals near Mountain Winery
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Forest Cabin & Hot Tub
Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

Airy Open Concept Modern Home: 3br/2bath + Office
Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

Either Way Hideaway
Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382

Oak&Bloom cottage - Los Gatos, 2 bedroom, private
Beautifully remodeled, sparkling clean, air-conditioned, private two-bedroom cottage with sweeping canyon and mountain views, located less than 2 miles from charming Downtown Los Gatos. Enjoy mornings with Nespresso coffee in the peaceful private yard, explore nearby parks, and access scenic hiking and biking trails just minutes away. Inside, the cottage offers a fully equipped kitchen, air conditioning in every room, and fast fiber internet. Santa Cruz Beach is a scenic 30-minute drive.

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.

Woodsy Silicon Valley Cottage
Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Caboose in the redwoods just outside of Cupertino
This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Guest House in the Woods
Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.
Popular amenities for holiday rentals near Mountain Winery
Condo rentals with Wi-Fi

Santana Row Properties #6 - Silicon Valley Getaway

New! Stylish Condo on Santana Row

Warm and Cozy Two-Story Loft Overlooking Santana Row

⭐️On Santana Row! NEW Entire Condo! Self-check-in✅

Luxury Santana Row Loft, Balcony & Parking

Perfect Location, walk to all Palo Alto venues

Aptos Condo with Spectacular Ocean Views

Cozy & Bright Japanese Inspired Modern Home
Family-friendly house rentals

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Newly rebuilt ultra clean designer home

The most charming and private guesthouse.

Beach Front Dream House! Hottub/E-Bikes/Surfboards

High end home in Silicon Valley, Non-Smokers only

Mount Hermon Creekside Cottage

Little Yosemite

Clifftop Ocean Views — SFO In Under 1 Hour
Apartment rentals with air conditioning

Stylish 1bed/1bath apartment in prime location

New Modern Craftsman Guest House with Bay Windows

1B1B Spacious Apt Near SJSU | SAP | Airport 309 LC

Luxury stay near Oakridge Mall for vacation/work

💎Cozy 1B1B in prime location • 🌲AC/1000m wifi/More

3B Gated Parking | Central Location | AC | 217 Ji

New Beautiful & Cozy Home | Dtown Mountain View

Charming Apartment in the heart of Silicon Valley
Other great holiday rentals near Mountain Winery

Coastal Redwood Getaway on a Creek

the SilverBIRD - vintage 1986 Airstream with views

Yurt in Vineyard Overlooking Monterey Bay

Airstream With Gorgeous Views of Silicon Valley

Stunning California Coast Airstream (New Listing)

Sanctuary in Sierra Azul Open Space Preserve

Cozy Coastal Redwood Cabin

Downtown Campbell Executive Cottage
Destinations to explore
- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Golden Gate Park
- Santa Cruz Beach Boardwalk
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- Moscone Center
- Carmel Beach
- University of California-Berkeley
- SAP Center
- Carmel Beach
- Levi's Stadium
- Henry Cowell Redwoods State Park
- Pier 39
- Rio Del Mar Beach
- Mission Dolores Park
- Chase Center
- University of California San Francisco
- California’S Great America
- Seacliff State Beach
- Pebble Beach Golf Links
- Palace of Fine Arts





