Family-friendly holiday rentals in 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.

Santana Row Luxury Executive 2 Story Loft

Beautiful, luxury and clean 2 story open plan loft on the top floor at Margo building right on Santana Row. 2 bedroom 1,5 bath. Panoramic view of the mountains, downtown San Jose and the planes landing at SJC. Your favorite restaurants and shops downstairs. Valley Fair Mall is across the street. Brand new king size bed in the Master Bedroom, walk-in closet, kitchen, Nespresso coffee, teas. Underground parking with EV/Tesla hookup. Security on site 24/7. Ideal for business travelers and families.

Treehouse , San Jose

250 sq ft treehouse with stairs leading to 2 lofts with beds overlooking the most gorgeous view of the Silicon Valley. The treehouse opens to a deck 14 foot high nestled in between 3 sycamore trees.Custom made stained glass window and spiral staircase leads up into the tree. Includes full functioning bathroom , kitchenette w sink , cooking stove, mini fridge . Sleeps 4 people. ( 1 queen bed in each open loft) You are living with a live tree in nature so think glamping - an amazing experience .

Rose Garden Cottage

A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

Manzanita Cottage in the Heart of Silicon Valley

*We respond to inquiries quickly! We use CDC cleaning guidelines. Smoking is not permitted on the premises* 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.

Sleek and Modern 2BR/2FL Loft Over Santana Row

Treat yourself to this stunning & bright two-story loft in the heart of Silicon Valley. This sleek & spacious condo overlooks the world-renowned Santana Row, the premier luxury shopping and dining strip ("Rodeo Drive of Silicon Valley"). Enjoy two modern and airy floors and bedrooms, an open plan apartment with enormous windows onto The Row. This space is perfect for professionals, small groups, or individuals who appreciate the finer things in life.

Lively Santana Row Loft for Business or Leisure

A Silicon Valley hot spot. Right on the main Santana Row strip by Tesla Show Room, Straits Restaurant, and Yard House. It's central for business in Silicon Valley or for the traveler visiting for leisure. 12 min* from SJC 13 min* to Apple HQ 16 min* to G00GLE HQ 14 min* to Cisco HQ 15 min* to LinkedIn HQ 10 min* to Adobe HQ 13 min* to Levi's Stadium 15 min* to Great America Theme Park Walking distance to many amazing restaurants and shops.

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