Whether you’re looking to visit San Jose in style for the weekend or are a local in need of an unforgettable staycation, we’ve compiled a list featuring 13 extraordinary rentals in and around the great 408 that are worthy of a trip for you, your partner, the bestie, or the whole squad this year.
Just a heads up : Prices may vary depending on dates selected, taxes, and booking and cleaning fees ( sorry, Airbnb and Vrbo make the rules, we just follow them ).
Downtown
Victorian bungalow Built in 1906, this newly-remodeled home keeps its history with vintage-inspired artwork — while also staying trendy.
~$200 a night
2 BD | 1.5 BA
Large kitchen with island, in-unit washer and dryer, private patio
Large, stylish home Bring a crew of up to 14 at this bright, modern home situated in a peaceful neighborhood next to Watson Park.
~$540 a night
5 BD | 3 BA
Jetted tub, updated kitchen appliances, conveniently located near San Jose Mineta International Airport
Private Abodu guesthouse This airy guesthouse is suited for a solo traveler or couple looking for a serene getaway.
~$170 a night
1 BD | 1 BA
Long-term stays allowed, shared backyard with outdoor furniture, in-unit washer and dryer
Stylish apartment near SAP This modern, cozy unit is perfect for business travelers, traveling medical professionals, or interns.
~$200 a night
2BD | 2BA
This apartment is close to the airport, SAP Center + downtown SJ and features a dedicated work space for those remote shifts.
Family-friendly
Spacious modern home Take a family retreat at this contemporary home within Willow Glen, complete with large gathering spaces, games, and a billiard room.
~$380a night
3 BD | 2 BA
Sun room with pool table and elliptical machine, electric fireplace, spacious backyard, in-unit washer and dryer
Stylish home There is fun for everyone at this chic, newly-remodeled home situated 10 minutes away from the San Jose Mineta International Airport.
~$455 a night
4 BD | 3 BA
Bunk beds, half-basketball court, jungle gym, playground, outdoor furniture with fire pit
Santana Row family home This home features plenty of easy parking and is located 5 minutes from Santana Row.
~$330 a night
5 BD | 2BA
This retreat features a pool table, a 4K Smart TV loaded with streaming apps, and spacious rooms for the whole fam.
Out-of-the-ordinary
Historic Hensley house master suite This Victorian residence sits in a neighborhood that was established in 1865, and was adopted as a local Historical Landmark District in 1990.
~$110 a night
1 BD | 1 BA
Vintage light fixtures and furniture, outdoor patio, grand piano, spacious backyard
Private cabana Located in downtown Willow Glen, this stay will transport you to a zen Bali rainforest.
~$265 a night
1 BD | 1 BA
In-room sauna, fully-fenced and private backyard with a pool, hot tub, outdoor furniture
For large groups
Newly-remodeled luxury home Entertain a group of up to eight in this open-space layout that features a kitchen with a large island and a spacious L-shaped couch.
~$430 a night
4 BD | 2 BA
Single beds for four people, newly-remodeled bathrooms, large dining table, and garage yoga set-up
Luxury two-story single home This home for up to 10 guests is perfect for a large family or friend retreat offering 2,000 sqft of modern facilities, spacious rooms, and nearby attractions.
~$310 a night
5 BD | 3 BA
Basketball half-court, deck and patio, small home gym, pool table, in-unit washer and dryer
Luxury
Modern smart home This West San Jose stay is the ultimate Silicon Valley-esque home with the latest technology, newest appliances, and smart switches.
~$560 a night
3 BD | 2 BA
Swinging living room chairs, projector screen and Bose sound bar, hydro-massage bathtub, small in-home gym
Santa Cruz mountains retreat Surround yourself with redwood trees and venture further into this stay 15 minutes away from Los Gatos, and 25 minutes away from Santa Cruz.
~$615 a night
3 BD | 3 BA
Outdoor deck with hot tub and fire pit, in-home gym, large living room, games
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