Guesthouse vacation rentals in Los Altos Hills

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Top-rated guesthouse rentals in Los Altos Hills

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Guest favorite

Guesthouse in Los Altos Hills

4.85 out of 5 average rating, 266 reviews

Luxurious Guest House in Los Altos Hills/Stanford

Enjoy secluded luxury in Los Altos Hills! This private GuestHouse located at the end of a cul-de-sac, has two spacious bedrooms, private bath, in unit laundry, central air and a functional fully-equipped kitchen. With 15-foot ceilings, beautiful natural light, hardwood floors, marble & granite finishes, and high-end fixtures & appliances, enjoy an elegant and peaceful stay in the heart of Silicon Valley. Wake up with birds chirping and fresh air. Spend the quiet night at patios or hammock.

Guest favorite

Guesthouse in Palo Alto

4.92 out of 5 average rating, 145 reviews

Charming Palo Alto Carriage House

This space allows for safe COVID isolation from the owners - it is completely separate from the main house. NOTE: there is a microwave/mini fridge for basics but NO KITCHEN. If you plan to cook, this space is not for you. A private entrance leads to this spacious room with hand-carved high beamed ceiling, with private bathroom, in a landmark home situated in one of Palo Alto's most elegant heritage neighborhoods. Very close to Stanford, downtown shops. Two persons maximum. Minimum stay 7 days.

Guest favorite

Guesthouse in San Carlos

4.99 out of 5 average rating, 601 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Guest favorite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 393 reviews

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Guest favorite

Guesthouse in Menlo Park

4.95 out of 5 average rating, 163 reviews

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 164 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.

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 389 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Guest favorite

Guesthouse in Woodside

4.99 out of 5 average rating, 486 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Guest favorite

Guesthouse in Palo Alto

4.99 out of 5 average rating, 186 reviews

Charming Garden Cottage

Quiet garden cottage in a sweet backyard. Can accommodate two people in a queen bed. Private entrance and bathroom. College Terrace is close to Stanford campus, easily reached by foot, shuttle bus, bike, or car. Feel free to use our bikes. This is a no smoking cottage, and we would prefer no pets.