
Places to stay near Picchetti Brothers Winery
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Top-rated holiday rentals near Picchetti Brothers 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.

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

Paradise Treehouse & Heavenly Cabin
A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

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 bedrooms, 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.

The Silverbird - vintage 1986 Airstream with views
Escape to a dreamy vintage Airstream perched above Monterey Bay with breathtaking 180° views stretching from Santa Cruz to Big Sur. Just 30 minutes to Santa Cruz, an hour to Big Sur, and minutes from the beach, this glamping gem blends retro charm with modern comfort. Enjoy an outdoor kitchen, cozy fire pit, and romantic interior—all surrounded by wildlife. Perfect for couples or solo travelers seeking stargazing, sunsets, and a peaceful, elevated retreat in nature.

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.

Sanctuary in Sierra Azul Open Space Preserve
Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, 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!

Luxury Silicon Valley Wellness and Work Oasis
Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

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 Picchetti Brothers Winery
Apartment rentals with wifi

New! Stylish Condo on Santana Row

The Alpaca House

Perfect Location, walk to all Palo Alto venues

Cozy & Bright Japanese Inspired Modern Home

Luxury Santana Row Loft, Balcony & Parking

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

Warm and Cozy Two-Story Loft Overlooking Santana Row

Luxury Beachfront Penthouse Near SF (Blue Wave 3)
Family-friendly house rentals

Creekside Log Cabin

The most charming and private guesthouse.

Private Pool Villa for family getaways

High end home in Silicon Valley, Non-Smokers only

Airy Open Concept Modern Home: 3br/2bath + Office

Little Poolside House near Downtown. New AC!

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

2BR House + Patio + Office near Apple and Main St.
Apartment rentals with air conditioning

Stylish 1bed/1bath apartment in prime location

New Beautiful & Cozy Home | Dtown Mountain View

New Modern Craftsman Guest House with Bay Windows

Luxury stay near Oakridge Mall for vacation/work

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3

Charming Apartment in the heart of Silicon Valley

Stanford Steps Away

Spacious & Luxurious 1 BR w/Pool & Free Parking
Other great holiday rentals near Picchetti Brothers Winery

SkyHigh Redwoods Retreat with Bay Views

Cozy Coastal Redwood Cabin

Rustic Cabin in the Redwoods

Coastal Redwood Getaway on a Creek

Vineyard Retreat with Expansive Mountain View

Stunning California Coast Airstream (New Listing)

Private cottage in a garden

Cabana with Warm Watsu Pool
Destinations to explore
- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Santa Cruz Beach Boardwalk
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- 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
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





