
Tiny house holiday rentals in San Jose
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Top-rated tiny home rentals in San Jose
Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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!

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

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.

Private Garden Cottage
Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

1 Bed Cottage w/Kitchenette + yard
Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

Manzanita Cottage in the Heart of Silicon Valley
*We respond to inquiries quickly! We use CDC cleaning guidelines. Our property is powered 100% by solar* The Manzanita Cottage is a perfect getaway for business or vacation travelers. The cottage is well appointed and has everything you need for an extended or short stay. This private & inviting cottage is big on amenities: stove, oven, microwave, coffee maker, dishwasher, washer & dryer, etc. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Private Studio Guesthouse with A/C in Willow Glen
Updated private 400 sq ft studio guesthouse (with A/C) with separate fenced yard and entrance. Steps away from Lincoln Ave and downtown Willow Glen restaurants and shops. Convenient to freeways, SAP Center, and downtown San Jose. One queen bed; sleeps up to 4 adults with optional queen size high quality inflatable bed. Full kitchen with all cookware, dishes, spices, coffee, etc. Access to main house laundry room available on request. Basic shower essentials and hair dryer provided.

Hike-in Bay Views Cabin w HotTub
Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

Private, stylish, clean detached studio
Our charming SOFA District Victorian (on 2nd St.) is 5 - 10 minutes walking distance to San Jose McEnery convention center, center for performing arts, SJSU, restaurants, Tech Museum, rock climbing, Ritz & bars. SAP (Sharks & concerts) is a 15 minute walk. (We are in the real downtown perimeter.) This reservation is for our fully-loaded, newly remodeled detached unit bedroom studio in the back of the home. To add guests beyond 2, requires approval.

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.

Private Cottage nearby Airport/SAP/SJ Downtown/SCU
The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

Cabana with Warm Watsu Pool
Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.
Popular amenities for tiny home rentals in San Jose
Family-friendly tiny home rentals
Cozy, Private Backyard Studio in Soothing Shades of Gray

Bright & Beautiful Cottage

Lovely Cottage garden oasis w/Hot Tub near BART 🌹

Beautiful Garden Bungalow

Rockridge Garden Cottage

Luxury Rockridge Casita in Our Sunny Garden

The Rockridge Cottage

Merriewood Retreat enjoy quiet peace
Tiny home rentals with a patio

Delightful Tiny Home in the Redwoods !

Sunny 🌞 guesthouse near Stanford 🌲 w/private patio

Cozy Coastal Redwood Cabin

💯 Designers’ Paradise in Central Silicon Valley

Creekside Santa Cruz Mtns Hot Tub Cabin Pet+

Guesthouse Garden Retreat

Coastal Redwood Cabin | Hot tub | Private Creek

Cozy Cottage in Alameda
Tiny home rentals with outdoor seating

Redwood Heights Cottage with Stunning Bay Views

Cottage near downtown Palo Alto

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Bicycle Shack @ La Honda Pottery

Peaceful & Safe Garden Guesthouse in Midtown PA

Redwood Riverfront Getaway

Charming Studio Garden Cottage near Stanford

Private Entry Adorable 1 bed 1 bath
Quick stats about tiny house rentals in San Jose

Total holiday rentals
Explore 20 holiday rentals in San Jose

Nightly prices starting at
San Jose holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of San Jose holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Jose rentals

4.8 Average rating
San Jose stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
San Jose’s top spots include SAP Center, Winchester Mystery House and Rosicrucian Egyptian Museum
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Monterey Bay Aquarium
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- Twin Peaks
- University of California-Berkeley
- Palace of Fine Arts
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- California’S Great America
- Painted Ladies
- Rodeo Beach
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