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Guesthouse vacation rentals in San Francisco Peninsula

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Top-rated guesthouse rentals in San Francisco Peninsula

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

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Guesthouse in Menlo Park

4.84 out of 5 average rating, 134 reviews

Backyard cottage with lots of charm

The cottage is awesome, private, clean, and spacious. There's a queen bed, futon, tall table with stools, and kitchenette. It is located in a quiet and pleasant residential neighborhood, steps from the original Google Garage, where the company was initially started. The cottage is standalone, with its entrance. It is deep-cleaned after every stay. There is a nice patio around it that you can use, with an amaca and a few other amenities. No pets or smoking allowed. It's possible to rent a bike.

Guesthouse in Half Moon Bay

4.9 out of 5 average rating, 260 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.

Guesthouse in Danville

4.88 out of 5 average rating, 272 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

Guesthouse in Walnut Creek

4.97 out of 5 average rating, 163 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.

Guesthouse in Bolinas

4.89 out of 5 average rating, 201 reviews

Ocean View, Self/ck in Gallery Guesthouse w/t deck

A romantic edge of town, ocean view across open fields with nearby grazing horses and a meandering trail down to the tide pools and reef of Agate Beach, welcomes you at Obscura Guesthouse. Designed and built by host Piro Patton as a photographic gallery to showcase his local landscape photographs, it has an airy open, high ceiling design, tree shaded deck, elevated, picture window bedroom, distant from other houses, safe, always well cleaned, washed and with private driveway parking.

Guesthouse in Mill Valley

4.89 out of 5 average rating, 502 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.

Guesthouse in San Rafael

4.89 out of 5 average rating, 190 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.

Guesthouse in Redwood City

4.95 out of 5 average rating, 421 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.

Guesthouse in Oakland

4.91 out of 5 average rating, 311 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.

Guesthouse in Alameda

4.86 out of 5 average rating, 114 reviews

Entire 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.

Guesthouse in Woodside

4.93 out of 5 average rating, 135 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.

Guesthouse in Woodside

4.99 out of 5 average rating, 521 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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for San Francisco Peninsula guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Oakland

4.96 out of 5 average rating, 205 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Guesthouse in Kensington

4.99 out of 5 average rating, 325 reviews

Stand-alone cottage in garden setting, parking.

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 204 reviews

Greenwood Guest House, a Peaceful Oasis

Guesthouse in Hillsborough

4.95 out of 5 average rating, 883 reviews

Little Cottage on the Hill

Guesthouse in Berkeley

4.79 out of 5 average rating, 188 reviews

West Berkeley Paradise with Hottub

Guesthouse in Menlo Park

4.97 out of 5 average rating, 149 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

Guesthouse in Concord

4.96 out of 5 average rating, 161 reviews

Backyard Beach House (BBH)

Guesthouse in San Jose

4.87 out of 5 average rating, 167 reviews

Modern 2Bed/1Bath suite in San Jose

Guest house rentals with a patio

Guesthouse in Los Gatos

5 out of 5 average rating, 109 reviews

Orchard Cottage in convenient countryside location

Guesthouse in San Jose

4.94 out of 5 average rating, 108 reviews

Newly built stylish guesthouse

Guesthouse in Richmond

4.98 out of 5 average rating, 106 reviews

Private garden retreat

Guesthouse in San Jose

4.96 out of 5 average rating, 103 reviews

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Guesthouse in Sausalito

4.9 out of 5 average rating, 110 reviews

Jacuzzi Tub and Private Garden. Minutes from SF!

Guesthouse in Menlo Park

4.85 out of 5 average rating, 117 reviews

Gorgeous guest house close to Stanford University

Guesthouse in San Jose

4.99 out of 5 average rating, 153 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Guesthouse in Santa Clara

4.91 out of 5 average rating, 131 reviews

Entire guesthouse Santa Clara smart lock entrance.

Guest house rentals with a washer and dryer

Guesthouse in San Jose

4.92 out of 5 average rating, 290 reviews

Evergreen Valley Hillside retreat

Guesthouse in San Jose

4.99 out of 5 average rating, 191 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Guesthouse in Redwood City

4.95 out of 5 average rating, 21 reviews

Private guest suite discount rate for monthly rent

Guesthouse in Campbell

4.93 out of 5 average rating, 156 reviews

Campbell Private adorable 1 bed 1 bath house

Guesthouse in Stinson Beach

4.99 out of 5 average rating, 428 reviews

Studio at Surfers Outlook

Guesthouse in Sunnyvale

4.9 out of 5 average rating, 234 reviews

Tranquil and Charming 1-Bedroom Guest house w/bath

Guesthouse in Mill Valley

5 out of 5 average rating, 80 reviews

The Bathhouse: Boho Modern + Hot Tub + Water View

Guesthouse in South San Francisco

4.89 out of 5 average rating, 133 reviews

Convenient 3 bedroom guest house near SFO, highway

Destinations to explore