Guesthouse vacation rentals in Oakland

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Top-rated guesthouse rentals in Oakland

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

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Top guest favorite

The well-equipped kitchen features modern cabinetry and appliances, including a refrigerator, oven, and microwave. Natural light floods in through a window above the sink, complemented by two pendant lights. Counter space is neatly arranged with utensils and kitchenware, providing a functional cooking area.

Guesthouse in El Sobrante

4.98 out of 5 average rating, 111 reviews

Hidden Gem in the Valley

The guest house is nestled in the May Valley, where amazing views of the hills awaits from the bedroom windows and private backyard patio, surrounded by variety of fruit trees. It's central location makes it ideal as home base to explore the Bay Area's top attractions, from San Francisco, Napa Valley to Sausalito among others. Target, Safeway, Lucky, Riley's, Trader Joe's, Sprouts, Foodmaxx are all within minutes of driving distance, you'll have the varieties you need for a comfortable stay.

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)

Top guest favorite

Guesthouse in Danville

4.88 out of 5 average rating, 276 reviews

Welcoming Private Guesthouse

Private entrance with direct access to Iron Horse Trail. Freestanding unit with bedroom, living room, kitchenette (not full kitchen) and bathroom. Walkable to Downtown Danville. Visiting family in Alamo, Danville, Lafayette, San Ramon or WC- inquire about the Family or CPC Events discounts. Set on 1/2 acre estate, walking distance to village. Coffee shops, bars, restaurants and family friendly pubs, Hot Summer Nights car show and Farmers Market. SF, Wine Country and Silicon Valley ~ 1 hour

Top guest favorite

A welcoming entrance features a set of wooden steps leading to a porch. Two comfortable chairs are positioned to the side, with a railing that provides a clear view of the surroundings. Natural greenery is visible at the base of the entrance.

Guesthouse in Walnut Creek

4.97 out of 5 average rating, 165 reviews

Gorgeous Guest House with a Farmhouse Flair

Gorgeous new guest house tucked away from it all and yet close to Downtown Walnut Creek! Walnut Creek is truly a gem of a city right out side San Francisco with cutting-edge restaurants and retail shopping. Staying in our guest house will give you a taste of the country in a organic setting of the yard. This open floor plan is bright and airy, spacious kitchen with large peninsula view for eating and socializing. Beautiful front porch perfect for warm summer nights, with views of the hills.

Guest favorite

An aerial view captures Angel Island, showcasing its lush green hills and rugged coastline surrounded by the blue waters of the San Francisco Bay. The island's natural beauty is highlighted under a clear sky, with faint outlines of distant mountains visible along the horizon.

Guesthouse in Tamalpais Valley

4.89 out of 5 average rating, 527 reviews

Stunning & Tranquil Cottage with a Magical View

Stunning, tranquil, and private cottage in Tamalpais Valley neighborhood of Mill Valley. 100% renovated. Surrounded by the beautiful hills of Marin Headlands. Close to all Bay Area attractions. Muir Woods, Stinson Beach, Mt. Tamalpais, Angel Island, Sausalito, San Francisco. Many hiking trails very close by. Walking distance to Good Earth Market, Equator Coffee, Prooflab Surfshop, Shoreline Coffee Shop, + much more. True gem that leaves you relaxed, invigorated, and wanting to return.

Guest favorite

A cozy corner of the guesthouse features a pink accent chair, decorated with a colorful cushion. Natural light filters through glass sliding doors, leading to a private deck. A spacious bed and bedside table are visible, with a rug adding warmth to the wooden floor.

Guesthouse in San Rafael

4.89 out of 5 average rating, 219 reviews

Beautiful Guesthouse with direct view of the Bay

Beautiful furnished guesthouse located in east San Rafael, with a spectacular view of the water and Richmond Bridge. Located only a few minutes away from San Rafael downtown, where there is an abundance of coffee shops, restaurants, and bars. It is also walking distance from Trader Joe’s and Whole Foods. Guesthouse comes equipped with a queen sized bed (Saatva luxury mattress), pull out sofa, and a kitchenette. Beautiful oasis. 40 mins from wine country and 25 mins from SF.

Guest favorite

The image shows a set of sturdy wooden stairs leading to a warmly painted building. Decorative planters filled with various plants and flowers add color along the path. A large umbrella stands nearby, providing shade to an outdoor seating area.

Guesthouse in San Rafael

4.97 out of 5 average rating, 377 reviews

Coleman Cottage - Hillside Paradise

Open, airy, private guesthouse in the San Rafael Hills of Marin County. Recently remodeled and completely refurnished with new appliances this beautiful setting affords all of the amenities and comforts for a home away from home. Located 20 minutes from San Francisco and 30 minutes from wine country with nearby hiking and biking trails, you will experience the best of the Bay Area. ** We are in compliance with all Covid-19 protocols and policies as set forth by Marin County. **

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, 338 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.

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.

Guest favorite

A private patio area features a wooden deck surrounded by greenery. A dining table with wrought iron chairs complements woven seating. Natural light brightens the space under a retractable awning, creating a serene spot for relaxation.

Guesthouse in Berkeley Hills

4.86 out of 5 average rating, 199 reviews

Berkeley Hills Bay cottage w/ loft work space

Experience the blend of privacy and convenience in our fully gated, detached cottage. Nestled in the lush, exclusive Berkeley Hills, this escape is your ideal haven for work, study, and relaxation. A designated quiet residentail space -no gatherings, please. Enhance your productivity in a dedicated loft space, complete with fiber optic high-speed WI-FI that extends to the charming patio area.