Guesthouse holiday rentals in San Francisco Peninsula

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in San Francisco Peninsula

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top Guest favourite

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 favourite

Guesthouse in Oakland

4.97 out of 5 average rating, 237 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 favourite

Guesthouse in Danville

4.88 out of 5 average rating, 275 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 favourite

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.

Superhost

Guesthouse in Mill Valley

4.89 out of 5 average rating, 524 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 favourite

Guesthouse in San Rafael

4.89 out of 5 average rating, 214 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 favourite

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 favourite

Guesthouse in Redwood City

4.95 out of 5 average rating, 434 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 favourite

Guesthouse in Oakland

4.91 out of 5 average rating, 336 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

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 favourite

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 favourite

Guesthouse in Woodside

4.99 out of 5 average rating, 536 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.

0 of 0 items showing

What guests are saying

Charming Cottage in Haight-Ashbury Garden

4.98 out of 5 average rating, 342 reviews1 week ago

Our stay in Rosa's ADU could not have worked out better. Our kids live right up the block and it is a great location for so many things. We loved exploring Golden Gate Park and there were plenty of shops and restaurants within walking distance. Rosa was an excellent communicator and was attentive to our needs. She changed out our towels during the trip and restocked kleenex. Rosa and her husband are San Fran natives and supplied very interesting San Fran history and guide books in the unit as well. We will definitely be back!

Guesthouse in San Francisco

What guests are saying

SkyHigh Redwoods Retreat with Bay Views

4.97 out of 5 average rating, 254 reviews1 week ago

We loved this space. Jeff and HiC have created such an incredible space here in the redwoods. It was easily the most peaceful space we’ve stayed. We felt so rested and relaxed upon arriving home, which is rarely the case after air travel. We can’t wait to come back.

Guesthouse in Woodside

What guests are saying

Tropical Garden Cottage +HOT TUB &POOL by Downtown

4.91 out of 5 average rating, 569 reviews1 month ago

I rented Polina’s place for my daughter and toddler grandson during their visit to the area because my husband and I did not have room for them to stay with us. It was an excellent choice - a lovely well maintained unit on the grounds of Polina and her family’s home in the hills above Walnut Creek. Very peaceful area, yet close to downtown and transportation options. Polina was so kind and helpful, the unit has everything one would need for a short stay in the area. Highly recommended and a good value for the area.

Guesthouse in Walnut Creek

What guests are saying

The Guest Cottage in the Redwoods

4.94 out of 5 average rating, 296 reviews1 month ago

I will never forget staying here, it was a unique place that grew on me quickly. No tv, no micro wave, no noise amongst the Redwoods, aside from hikers & Mt. bikers who were all super respectful & nice! this place is an amazing respite and a gift to the soul - unplugged. The peace and quiet to start a morning with the addicting sound of the water kettle lettin' ya know that temperature is right ... I would do this again. 100%

Guesthouse in Mill Valley

What guests are saying

Maple Cottage

4.89 out of 5 average rating, 104 reviews3 weeks ago

Sheryl is a spectacular host - thoughtful, extraordinarily responsive, helpful, and yet never intrusive. She is very knowledgeable about the property and has all of the resources necessary to keep it fully maintained. She's direct and very considerate - you feel as if you're speaking to a friend and not a business partner. I've been here for two months and it's been a perfect setting and temporary home for me and my dog while we wait for our house to be available. The Cottage is charming, efficient, extremely quiet and has all of the amenities one needs. But the most valuable asset is Sheryl's warmth, competence, and caring about her guests. I couldn't recommend her home more highly.

Guesthouse in Kentfield

What guests are saying

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

4.96 out of 5 average rating, 146 reviews6 days ago

Nestled on a hill and behind a gate, The Casita is a world away from the ordinary. Beautifully decorated with thoughtful touches and many amenities to ensure the comfort of each guest. We enjoyed being able to park and unload our gear right at the door - no steps. The kitchen has the essentials and more, all tidy and easy to find. The informative binder with local tourism bits, safety information, etc. was especially well put together. Bedding was clean and fresh, towels thirsty and large. We did use the washer-dryer, which was great since we had been on the road and needed it. We especially treasured being able to watch the twinkling city lights from the patio perch. When it was time to go, we definitely sighed with reluctance. It was not easy to leave such a lovely place with such a kindly and proactive host offering the most peaceful and pleasant of stays.

Guesthouse in San Rafael