Guesthouse vacation rentals in Los Altos Hills

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Top-rated guesthouse rentals in Los Altos Hills

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Los Altos Hills

4.85 out of 5 average rating, 263 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.

May 17 – 24

ﺩ.ﺇ904 per night

Guest favorite

Guesthouse in San Carlos

4.99 out of 5 average rating, 593 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.

Jul 6 – 13

ﺩ.ﺇ575 per night

Guest favorite

Guesthouse in Monte Sereno

4.97 out of 5 average rating, 387 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.

Sep 19 – 26

ﺩ.ﺇ571 per night

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 155 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.

Oct 2 – 9

ﺩ.ﺇ718 per night

Guest favorite

Guesthouse in Portola Valley

4.94 out of 5 average rating, 169 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Sep 2 – 9

ﺩ.ﺇ598 per night

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 383 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.

Sep 26 – Oct 3

ﺩ.ﺇ436 per night

Guest favorite

Guesthouse in Woodside

4.99 out of 5 average rating, 485 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.

Mar 16 – 23

ﺩ.ﺇ776 per night

Guest favorite

Guesthouse in Palo Alto

4.99 out of 5 average rating, 183 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.

Oct 13 – 20

ﺩ.ﺇ603 per night

Superhost

Guesthouse in Mountain View

4.88 out of 5 average rating, 408 reviews

Studio Cottage in a Lovely Garden

Our studio cottage is conveniently located near the Stevens Creek Trail with easy access to downtown Mountain View and local businesses. The studio offers a minimalist kitchenette (hot plate, microwave, fridge). The full-sized bed is in a loft over the living area.

Nov 12 – 19

ﺩ.ﺇ445 per night

Guest favorite

Guesthouse in Sunnyvale

4.96 out of 5 average rating, 387 reviews

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.

Jan 20 – 27

ﺩ.ﺇ439 per night