Family-friendly holiday rentals in Los Altos Hills

Sparkling Clean Brand New Luxury House w Parkings

*If you have trouble booking please message the host*BUILT in 2019. New, charming, beautiful, quiet, safe, and comfortable 5 bedroom/3 bathroom house (2400+ sq. ft.) that sleeps 20 people and has ocean view and a free parking minutes of driving from San Francisco, San Francisco airport, BART, CalTrain, and freeways. It is also in the walking distance to groceries, supermarket and restaurants. The house is wheelchair friendly and has high speed internet (150+ Mbps), cookware, and microwave, oven!

Quiet 3ba/2ba HOUSE with backyard orchard. 🏡

For Business or Leisure. Comfortable place with easy check in with a team, smart choice over hotel. Beautiful 3 bedrooms home in nice neighborhood of San Mateo in the heart of Silicon Valley. 10 mins to SFO, 7 mins to Cal Trains, 11mins to BART train. A convenient location just a short hop to San Francisco and Palo Alto. Walk to the beach, running trail with breathtaking bay view, tennis court. Open to long term furnished rental. All 3 bedrooms with premium queen beds and mattresses. New Sofa

2BR Suite, Magical Garden, OMG Views+Outdoor Tub!

Located in the heart of San Francisco, atop beautiful Bernal Heights. You will have two colorful spacious rooms both with a full and twin bed, a private bathroom & the unique Parlor has a kitchenette, dining & lounge area. The Magical Garden is truly a hidden oasis. You can enjoy amazing skyline and Golden Gate Bridge views and watch the stars from the outdoor soaking tub. The summit of Bernal Hill is at your door for a walk or run and offers a 360° vista of the city and unforgettable sunsets.

Great Townhouse in charming Pleasanton

3 bed 1.5bath townhouse with 1 car garage. Fully furnished with beautiful high end but cozy furnishings. Max guests are 6 adults 1 infant no extra guests. 1 cal-king, 1 queen, 2 twin beds. Please be advised there are stairs and some people say they are steep. Smart TVs YouTube TV Netflix etc. High speed Wi-Fi internet is included. The house has central heating and air conditioning and is professionally cleaned before every booking. Home comes fully stocked with everything you need.

Luxurious Bayview Treehouse: Hot Tub, 15 min to SF

Immerse yourself in an architectural gem that balances modern elegance and rustic allure. Our four-bedroom, three-bathroom sanctuary is your secluded escape amidst expansive greenery, a canvas for unforgettable moments. Just 10 minutes from SFO Airport and 15 minutes from dynamic San Francisco, our home is your launchpad to exploration. The Bay Bridge graces the view from your private balcony and hot tub, framing your stay with an awe-inspiring vista.

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.

Grand 1868 Victorian, Family-Friendly w/ Hot Tub

A grand Victorian on tree lined block in the Mission District. Very family friendly! We raised our five kids here. Also very urban/city. Classic details with high ceilings, sunlight. Gourmet kitchen, Wolf range, SubZero refrigerator, formal dining room, two (!) living rooms. Two king beds. One double bed, + 2 comfy sofas for extra guests. Private back yard under redwood trees. Hot tub, Weber grill, and ping pong!

Urban retreat + Garage, minutes to UCSF MB & more

Top Floor Unit (upstairs) • Walk Score 90 ("Very Walkable") • Transit Score 91 ("Excellent Transit") • Outdoor private patio • Garage parking for 1 vehicle • 5 min walk to grocers • 10 min walk to Balboa Park BART • 15 min drive to downtown SF • Fully equipped & stocked kitchen • Safe residential neighborhood • Shared on-site washer/dryer + supplies for guests

Private cottage in a garden

Charming, private backyard studio cottage nestled in a fenced garden in a quiet Sunnyvale neighborhood. Private, clean and cozy, this 240-sq ft space has a kitchenette, bathroom with shower, full-size bed, Wifi, A/C. Short walk to cafes, groceries. Ample parking.