Guesthouse vacation rentals in San Francisco Bay Area

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in San Francisco Bay Area

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

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Guest favorite

Guesthouse in Gualala

4.97 out of 5 average rating, 787 reviews

Casita In The Redwoods

Casita In The Redwoods - On the Coast! This beautiful guesthouse has a private garden setting. Come shoot hoops on our basketball court. We're a seven minute drive to Gualala Point Beach, where one can park and enjoy a scenic, short 15 minute or 30 minute walk to the beach. "Gualala" means "Where The River Meets The Ocean." We are minutes away from the Gualala River - kayaking, The Gualala Arts Center, The Sea Ranch Golf Links, the Gualala Township shops, galleries, restaurants, and services.

Feb 2 – 9

G$27,136 GYD per night

Guest favorite

Guesthouse in Berkeley

4.95 out of 5 average rating, 189 reviews

South Berkeley Cottage

PLEASE READ CAREFULLY PRIOR TO BOOKING. The nightly rate has been discounted to account for construction in the main house (cottage sits in the back). The work is mainly inside now and begins weekdays (no weekends) at 7am and there is construction debris in the garden. IF THIS DOES NOT WORK FOR YOU, please come visit us in April/May when work has been completed. Please reference that you have read this message or you may not receive a response. Please let us know if you have a car with you.

May 28 – Jun 4

G$23,168 GYD per night

Guest favorite

Guesthouse in Berkeley

4.98 out of 5 average rating, 523 reviews

The Cottage at Squirrel End

10 min. walk to Ashby BART; average ride into SF - about 20 min. Emeryville Amtrak Station, Oakland, U.C. Berkeley - all close by. Dedicated parking space, private gated keypad entry through black bamboo & rose hedges. Originally envisioned as a romantic bedroom, the cottage is also equipped for working travelers. Large bathroom can be opened to secluded courtyard garden. WiFi, fridge, microwave, coffee. Walk to: Berkeley Bowl market, Creekwood Restaurant, cafes, deli, coffee, bike rentals.

Apr 11 – 18

G$26,763 GYD per night

Guest favorite

Guesthouse in Mill Valley

4.92 out of 5 average rating, 1661 reviews

Immaculate Vintage Airstream in Mill Valley

Capture the spirit of 1960s American wanderlust in a gleaming 1969 Airstream trailer. Painstakingly restored with period décor. We added our "aluminum guest house" to our back yard with a 100 foot crane! Quiet, green and private backyard. Plenty of headroom, modern amenities and new plumbing with delightful 1969 Vintage décor. 1000 thread count sheets on a queen size bed. Great WIFI and Premium cable TV to enjoy. Well equipped kitchen. Additional guests welcome no charge! Parking in front.

Dec 30 – Jan 6

G$32,169 GYD per night

Guest favorite

Guesthouse in Oakland

4.98 out of 5 average rating, 429 reviews

Garden cottage in convenient Oakland location.

You’ll love my place because of the good location, convenience to public transport, the friendly neighborhood, the ambiance.. My place is good for couples, solo adventurers, business travelers, and families (with kids). Although there is just one bedroom, the couch folds down for extra sleeping space. Please be aware that the property is in a hilly area and that there are stairs to navigate which can be challenging if you have large luggage or mobility issues.

Apr 17 – 24

G$16,425 GYD per night

Guest favorite

Guesthouse in Los Gatos

4.97 out of 5 average rating, 862 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Jun 20 – 27

G$47,694 GYD per night

Guest favorite

Guesthouse in Berkeley

4.94 out of 5 average rating, 396 reviews

Painting Studio in the Trees

Located halfway up the steep Berkeley hillside in a quiet residential area. The space has amazing natural light with 4 skylights and garden facing windows. There is a patio deck with table and chairs to enjoy meals outdoors. Previously an art studio, now a simple detached cottage at the entrance of our property. Please make sure to read through the description and ask us any questions prior to booking.

Dec 10 – 17

G$29,715 GYD per night

Guest favorite

Guesthouse in Oakland

4.96 out of 5 average rating, 489 reviews

Lakeshore Cottage

Our quiet studio cottage is located in the Lakeshore/Grand Ave area of Oakland. The neighborhood is safe and beautiful and the cottage is neat and easily accessible. There is a large bright main room and a spacious bathroom that was recently updated. The cottage includes a mini kitchen. The location is close to downtown Oakland, Berkeley and San Francisco.

Oct 9 – 16

G$20,835 GYD per night

Guest favorite

Guesthouse in Kensington

4.94 out of 5 average rating, 605 reviews

Secluded luxury cottage & hot tub

Surrounded by trees on 1/2 acre, our cottage in Kensington/ Berkeley Hills is a perfect country house in the city. Our relaxing light-filled retreat is decorated with our original textile designs, Kiran's fine art photography and has a hot tub available for the guests under the stars.

Mar 12 – 19

G$32,225 GYD per night

Guest favorite

Guesthouse in Oakland

4.99 out of 5 average rating, 160 reviews

Redwood Heights Cottage with Stunning Bay Views

Quiet cottage nestled in a Redwood Heights oasis. We have lovingly renovated the detached private cottage next to our house. The whole property is half an acre with stunning views of the SF Bay and walking distance to shops and restaurants in the Laurel and Redwood Heights area.

Dec 29 – Jan 5

G$21,778 GYD per night

Guest favorite

Guesthouse in Castro Valley

4.95 out of 5 average rating, 542 reviews

Upscale Contemporary Mediterranean Studio

This East Bay location offers a delightfully restful and well appointed living space and excellent access to BART and freeways. The Boulevard with its many amenities and Lake Chabot recreation area are both close by. We can often accommodate earlier check-in. Please inquire.

Jul 8 – 15

G$25,680 GYD 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.

Apr 2 – 9

G$24,519 GYD per night