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

A hot tub is seen surrounded by a softly lit patio, with colorful string lights enhancing the evening ambiance. Lush greenery and a covered seating area are visible in the background, contributing to a relaxing outdoor space.

Guesthouse in Los Gatos

4.92 out of 5 average rating, 359 reviews

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

This charming cottage, located on the outskirts of Los Gatos in the quiet and safe Cambrian neighborhood, is an ideal retreat away from the busy downtown. We ensure a safe and comfortable stay with rigorous cleaning protocols. The studio features one queen bed, with an additional cot available upon request. Please note that dogs are on the property. All dogs, including service dogs, must have prior consent from the host and provide current vaccinations (rabies, DH2PP, bordetella, leptospiros.

Top guest favorite

A serene outdoor area is shown with a colorful striped lounge chair beside a small table. Potted plants add greenery, while sunlight filters through the trees, casting playful shadows on the ground. The entrance is marked by large glass doors, leading inside.

Guesthouse in Lower Haight

4.98 out of 5 average rating, 342 reviews

Charming Cottage in Haight-Ashbury Garden

Our deluxe cottage is close to Nopa, Nopalito, Ragazza, Bar Crudo, Barvale, Souvla, Buena Vista Park, Alamo square and the painted ladies, Haight Ashbury, Golden Gate Park, Fallettis market and BiRite market. Tastefully appointed and with luxury linens you’ll love our place because you can walk or take bus easily from here, very quiet with peaceful yard and the bed is supercomfy. You will get a great night's sleep here. Our place is good for couples, solo adventurers, and business travelers.

Guest favorite

Guesthouse in Half Moon Bay

4.9 out of 5 average rating, 281 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

Top guest favorite

Guesthouse in Oakland

4.97 out of 5 average rating, 238 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Guest favorite

The modern kitchen features sleek white cabinetry and stainless steel appliances. An eat-in island with seating for two is set with plates and glasses. Natural light is provided by multiple windows, highlighting the quartz countertops and decor elements in the open space.

Guesthouse in Redwood City

4.95 out of 5 average rating, 437 reviews

🌼Modern guesthouse w private patio and ♨️ hot tub

New and modern guesthouse, built in 2018, 20 min walk to downtown Redwood City. The kitchen comes fully equipped with high-end appliances, quartz countertops, Keurig coffee maker, and an eat-in island. In the living room, enjoy the 55" 4K TV with Bose sound on a sectional sofa that doubles as a pull-out bed. Rest well on a premium cal king size bed and enjoy a relaxing dip in the hot tub on your tranquil backyard patio. Unit has washer/dryer, heat/AC, and ensuite bath.

Guest favorite

A verdant garden is displayed, featuring a pathway lined with stepping stones leading to the two cabins. Lush plants and vibrant flowers surround the space, complemented by raised garden beds filled with herbs and vegetables. The cabins, with large windows, are visible in the background.

Guesthouse in Oakland

4.91 out of 5 average rating, 337 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Superhost

The exterior of a tranquil guest house is surrounded by lush greenery and vibrant trees. The structure features a dark blue façade with multiple windows, providing ample natural light. A well-maintained garden complements the space, enhancing the serene atmosphere.

Guesthouse in Alameda

4.86 out of 5 average rating, 123 reviews

Pet-Friendly Guest House with Private Patio

Tranquil 1 bedroom 1 bathroom guest house. The space is calm and serene nestled in a lush urban garden surrounded by trees. Prime location where guests are walking distance from neighborhood cafes, and Downtown Alameda which has an assortment of excellent restaurants, bars, and shopping. Amenities include: Queen Bed with pillow top 42 inch Smart TV with Disney Plus & Hulu Private Wifi And More... Early check-in starting at 12pm an additional $35.

Top guest favorite

Guesthouse in Scotts Valley

4.97 out of 5 average rating, 117 reviews

Treescape, a perfect modern, rustic, SV getaway.

Welcome toTreescape Guest Suite, nestled in Scotts Valley finest neighborhoods, we’re located across the street, from beautiful Glenwood Preserve, & around the corner from 1440 Multiversity. Our remodeled guest suite is only a three-five minute drive, to local restaurants, grocery stores, coffee shops, microbrewery, and more. Treescape is 1 mile to HW-17, 8 miles to Santa Cruz, 10 miles to Natural Bridges State Beach, and 15 miles to Silicon Valley.

Guest favorite

Guesthouse in Woodside

4.93 out of 5 average rating, 144 reviews

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

Top guest favorite

A wooden deck features a railing overlooking a serene creek, surrounded by lush greenery. Four metal chairs are positioned along the deck, inviting relaxation. Sunlight filters through the trees, creating a peaceful outdoor setting.

Guesthouse in Woodside

4.99 out of 5 average rating, 538 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

A wooden deck is adorned with potted plants and a seating area. A light-colored cabana features an open serving space and is complemented by string lights overhead. The area is surrounded by greenery, offering a sense of privacy and tranquility.

Guesthouse in Atherton

4.88 out of 5 average rating, 125 reviews

Guesthouse near Stanford, Palo Alto, Menlo Park

You’ll love our place because of the ambiance, the privacy, the quiet, the outdoors space, the neighborhood, and the comfy beds. Our guesthouse is good for couples, solo adventurers, business travelers. We live in the primary house on the property. We are close to the CalTrain station (1 mile/10 minutes by bike). We carefully follow enhanced cleaning protocols.

Guest favorite

An outdoor seating area is featured with several metal tables and chairs arranged under a clear blue sky. Mulched ground provides a natural surface, with trees and open grassy fields in the background. The surrounding landscape includes a mix of greenery and distant structures.

Guesthouse in Gilroy

4.89 out of 5 average rating, 410 reviews

Back-to-Eden Guest House on a Farm

Peaceful, comfortable guest house with 3 bedrooms and 2 baths plus spacious living room. Fresh country air, quiet surroundings, beautiful sunrise and sunset. 8-10 people max. Any larger group will need prior arrangement with the host. Super fun animal interaction tour may be available during your stay . Please inquire upon booking regarding joining a tour.