Family-friendly holiday rentals in Downtown San Jose

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.

Your East Foothills Private Oasis

Charming, private, cozy, one bedroom apt., with dining/living room combination and full bath w/ room for 1 to 4 persons (1 or 2 Adults + 2 small children - Not suited for 4 Adults) w/private entrance/living room, parking on property driveway. Fully furnished, full bath, kitchenette. Great space for the business traveler looking for a quiet and solitude atmosphere. We are 6.5 miles to the the San Jose Convention Center, 7.5 miles to the SAP center and 13.5 to the Santa Clara Convention Center.

Private Separate Casita in Mtn View, By G0oggl

Welcome to "Casita Aloha" ... our bright & luxuriously appointed 400 sq. ft. separate studio, built in 2017, located 30 feet from our home (very private). There's a full kitchen stocked with everything you need, & an amazingly comfortable California King memory foam bed! Enjoy the 60" smart TV, & bathe in the shower-tub in the glorious bathroom with white Carrara tile counters & heated Carrara tile floors. Warning: You may never want to leave! Note: First party bookings only please.

Dolce Vita! Charming Downtown Bungalow Top Rated

Welcome! We are a favorite choice for comfort, convenience, & safety. Fully stocked with practical amenities. Clean, quiet, safe residential street just a 2 min walk to bustling downtown restaurants, bars, cafes, etc. Fully stocked kitchen, coffee, teas, cookware, spices, etc. Relax on the porch or inside with a 52" TV, fast WiFi, FireTV, Chrome Cast, A/C, Roche-Bobois, laundry, toiletries, baby gear, etc. Please, we have a strict no pets or smoking policy for health & safety.

1BR beautiful, cozy guest cottage in Willow Glen

Very cute 550 sf cottage in Willow Glen - close to many fine restaurants and shopping in the area. Full interior repaint Sept 2023 New sleeper sofa Sept 2023 The neighborhood is amazing, the outdoors spaces are all nice (with your own patio even!), the bed is very comfy (adjustable comfort bed), has a well-stocked kitchen, a large custom-tiled shower. Super easy access to major highways. My place is good for couples, solo adventurers, and business travelers!

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Cute two bedroom home in fantastic location!

Cute, cozy remodeled duplex in a great neighborhood with a fenced in yard and surrounded by parks. The amazing location...You have access to 3 freeways, and Central Expressway. This means in 15 minutes by car you can be in S tanford, Los Altos, Palo Alto, San Jose, Milpitas or the east bay. By foot or bike you can reach beautiful shoreline park, two public rail systems, and lovely downtown Mountain view with great food!

Perfect Location, No Cleaning Fees or Checkout Cho

You couldn't get a more perfect location for this cozy, quiet, comfy, well-appointed cottage: just blocks from Mountain View's bustling downtown area centered on Castro Street, and a 5 minute walk to Caltrain and VTA. Perfect for visiting G00ogel and other local tech companies. That's right -- no separate cleaning fees, no checkout chores! On your way out, just lock the door and have a safe trip!

Cozy,Quiet”Home Away from Home”.attached cottage

Very large 1 bedroom. Heat/AC, Private entry, Loaded with Amenities. Private Patio, Garden View, parking in front. Nice, Quiet neighborhood; near trails, Pond, Freeways, Light Rail(VTA). 10 min walk to Westfield Oakridge Mall, Restaurants/Movies, Bowling, Mini golf, Walmart, Costco, Bass Pro, and much more. 1 HR to SFO/Monterey 30 Min to Santa Cruz Beach/Gilroy Outlets 20 Min Dwntwn SJ/SJSU