
Guesthouse vacation rentals in San Jose
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in San Jose

Total vacation rentals
Explore 410 vacation rentals in San Jose

Verified guest reviews
Over 30,430 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wi-Fi availability
410 of San Jose vacation rentals include wi-fi access

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

4.9 Average rating
San Jose stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
San Jose's top spots, include SAP Center, Winchester Mystery House, and Rosicrucian Egyptian Museum
Top-rated guesthouse rentals in San Jose
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Stylish, Light-filled Cottage
Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!
LocationValueWifi
4.97 out of 5 average rating, 584 reviews
Entire guesthouse Santa Clara smart lock entrance.
New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.
FamilyLocationWifi
4.92 out of 5 average rating, 197 reviews
MolivuHomes 2BR: KingBed, PrivateYard, PetFriendly
Molivu Homes introduces a brand-new 2B1B guesthouse in San Jose! Modern & thoughtfully designed for your ultimate comfort: 🌟 No checkout chores - stay stress-free! 🛌 Restful sleep with king-size bed & blackout curtains 🍳 Fully stocked kitchen, onsite W&D, dedicated home office setup 🅿️ Free parking onsite 🌳 Renovated private backyard w/ furniture & BBQ grill 👶 Baby essentials on request 🚗 3 mins walk to a park, 3 mins to Starbucks, 10m to SAP Center, 15m to Levi's Stadium & SJ airport
FamilyLocationGetting around
4.98 out of 5 average rating, 112 reviews
TheStudio in Willow Glen (San Jose) CA-95125
Vacationers, extended family, work travelers needing fast internet! ALL the Comforts & Gourmet Kitchen! Comfortable Olympic Queen Bed with mattress toppers (6-inch wider than Queen). Fully stocked gourmet kitchen, full-size appliances; small ones too! Bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!
ValueLocationComfort
4.99 out of 5 average rating, 231 reviews
Adorable 2 bed guesthouse walk to Willow Glen DWTN
Kick back and relax in this modern, private and stylish 2bedrooms guesthouse .The newly built house is separate from main house and situated at the back of the property with it’s own dedicated patio area. It also offers full kitchen and washer/dryer. There are 2 sofa sleepers in living room that perfect for kids or extra guests. Willow Glen downtown and Safeway are within walking distance. San Jose downtown, San Jose State University, SAP center and GooglVillage are all about 2 miles radius.
FamilyLocationAccuracy
4.94 out of 5 average rating, 116 reviews
Private unit close to Santa Clara University
Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.
ValueLocationWifi
4.96 out of 5 average rating, 431 reviews
Stylish standalone guesthouse near Santana Row
Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with pull out twin trundle underneath to sleep up to 3 people. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.
LocationValueNearby
5.0 out of 5 average rating, 226 reviews
SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.
ValueLocationWifi
4.97 out of 5 average rating, 380 reviews
Evergreen Valley Hillside retreat
A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.
ValueLocationHiking
4.92 out of 5 average rating, 378 reviews
Private Modern Spacious 1B1B 2 beds|Prime Location
Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.
ValueLocationCheckout
5.0 out of 5 average rating, 110 reviews
Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.
LocationFamilyGetting around
4.99 out of 5 average rating, 234 reviews
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.
FamilyLocationParking
4.98 out of 5 average rating, 647 reviewsPopular amenities for San Jose guesthouse rentals
Family-friendly guest house rentals

Lush Luxury Villa•Sunny Deck & Private Escape•Pool
FamilyValueHospitality
4.99 out of 5 average rating, 257 reviews
Modern Cottage, Good for Business Trips & Getaways
LocationValueIndoor spaces
4.83 out of 5 average rating, 252 reviews
Sunnyvale2B/1B/Family/Free EV Charging/AC/WiFi/PKG
FamilyValueWifi
4.93 out of 5 average rating, 131 reviews
Sanctuary in Sierra Azul Open Space Preserve
FamilyValueBackyard
4.99 out of 5 average rating, 620 reviews
A beautiful Tree house -your own retreat
FamilyLocationAccess
4.94 out of 5 average rating, 219 reviews
Cabana with Warm Watsu Pool
ValueLocationParks
4.97 out of 5 average rating, 647 reviews
Back-to-Eden Guest House on a Farm
LocationFamilyHeating
4.89 out of 5 average rating, 441 reviews
Private Studio Guesthouse with A/C in Willow Glen
LocationFamilyHeating
4.94 out of 5 average rating, 300 reviewsGuest house rentals with a patio

Near Japantown & SJC ARPT, King Bed, Fast Internet
ValueLocationCleanliness
4.99 out of 5 average rating, 147 reviews
1-Bedroom Cottage in Downtown San Jose
ValueLocationBiking
4.93 out of 5 average rating, 123 reviews
Oak&Bloom cottage - Los Gatos, 2 bedroom, private
ValueLocationCheckout
4.98 out of 5 average rating, 124 reviews
Guest studio in Naglee Park
LocationFamilyIndoor spaces
4.91 out of 5 average rating, 160 reviews
Los Gatos Cozy 2BD 2BA Private Guesthouse
LocationFamilyCheck-in
4.88 out of 5 average rating, 136 reviews
Quiet wine country cottage sleeps 4 - Pet Friendly
LocationFamilyAccess
5.0 out of 5 average rating, 123 reviews
Charming, modern, restorative, private studio
ValueLocationDecor
4.94 out of 5 average rating, 282 reviews
Delightful Hideaway in San Carlos
FamilyValueHiking
4.99 out of 5 average rating, 155 reviewsGuest house rentals with a washer and dryer

New Construction Clean, Modern, Quiet Cottage
FamilyLocationDecor
4.91 out of 5 average rating, 275 reviews
1) 2BR/2BA Guest House near Downtown Mountain View
ValueFamilyAir conditioning
4.95 out of 5 average rating, 222 reviews
Modern 2Bed/1Bath suite in San Jose
ValueFamilyNearby
4.86 out of 5 average rating, 194 reviews
Newly Built | Modern 1BR/1BA Private Cottage
FamilyLocationHeating
5.0 out of 5 average rating, 126 reviews
Guest House in the Woods
LocationValueBiking
4.99 out of 5 average rating, 593 reviews
Private, stylish, clean detached studio
LocationValueCheck-in
4.91 out of 5 average rating, 139 reviews
Modern Private House 1 bed 1 bath Laundry Parking
ValueLocationAmenities
4.89 out of 5 average rating, 159 reviews
Modern guest house in great location
ValueLocationLong stay
4.98 out of 5 average rating, 251 reviewsWhen is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,150 GYD | G$28,243 GYD | G$26,150 GYD | G$26,150 GYD | G$26,987 GYD | G$31,171 GYD | G$27,197 GYD | G$27,197 GYD | G$25,314 GYD | G$25,941 GYD | G$26,150 GYD | G$25,523 GYD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
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- Stanford University
- Monterey Bay Aquarium
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Golden Gate Bridge
- Moscone Center
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- SAP Center
- Levi's Stadium
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Bernal Heights
- Palace of Fine Arts
- Seacliff State Beach
- Rodeo Beach
- Gilroy Gardens Family Theme Park
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