
Guesthouse vacation rentals in Oakland
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Oakland
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland guesthouse rentals
Family-friendly guest house rentals

Farm in the city & sweeping bayview
I had a magic few days at Lori and Mike's. I drive a VW passat and I found the drive up the mountain to be non-challenging and even very fun by the end. The hosts are cool and easy to get along with. A+ doggo. Hot tub was great. Pool was fun. I usually stay in SF when I'm in the Bay Area. This was much more lovely and relaxing, with SF close enough that going in for dinner or a show felt like it wasn't a big deal. 100% would recommend this place. I brought my cat and had my lady friend with me for a night. Everyone loved it.

Charming Cottage in Haight-Ashbury Garden
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!

Stand-alone cottage in garden setting, parking.
Very friendly and proactive host. Praceful and quiet location. Several pieces of lovely fruit were provided, as well as flavored sparkling water, milk, and granola/muesli, which was really convenient. Showerhead can be adjusted for angle and whether you want a straighter stream straight down, or a wider spray. I appreciated that there was a screen on the window so it was easy to get fresh air when I wanted while keeping bugs out. I suggest trying to time your arrival the first day during daylight hours, as that will make it easier to see the signs, especially when Google Maps is off by a few yards in terms of where it tells you to turn.

Eco-Cottage Sanctuary in Garden Oasis
Lovely cottage in a lush backyard urban garden, goats and chickens included. Relaxing nighttime water babbling. Lots of great little details in the cottage. Claw foot tub shower, tidy kitchen, quartersawn redwood surfaces, sleeping spaces just right for my family and me. Super cool loft over kitchen, daybed surrounded by windows, easy to use folding sofa.

Cottage near dwntwn Palo Alto, Stanford, Face-book
This was a perfect place to decompress during a busy work trip. The space is beautiful, and the attached gym is such a nice treat! Everything was exactly as described, clean and lovely. I would definitely stay again!

Backyard Beach House (BBH)
Barbara and her Backyard Beach House were wonderful. Best stocked Air B & B we've ever stayed at. Clean, comfortable, and relaxing. Especially convenient for us because we were visiting family a mile away. We'll definitely stay again. Thanks!

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Polina was communicative and welcoming, and went above and beyond to accommodate our late arrival. The place itself is clean, comfortable, peaceful and quiet, and the garden and swimming pool area are really lovely. Our only regrets are not having been able to take advantage of the pool (we stayed during the off-season), or hot tub (we didn't have enough enough time). We hope to make it back sometime!

Guest cottage -Urban chicken farm
We were so pleasantly surprised when we arrived at Leslie’s place. The blooming wall of Jasmine set the tone, and even though we were in the middle of Mill Valley, we felt like we had arrived in a magical nature sanctuary. We felt very welcomed, relaxed and at home. The environment whispered words of kindness and care. We would definitely return!
Guest house rentals with a patio

Private garden retreat
Cozy apartment with immaculate and comfortable living space--perfect for a couple. Bonus is the beautifully landscaped enclosed backyard space with a courtyard in front of the apartment. The kitchen is thoughtfully equipped and fully functional. Short walk to local restaurants and shopping. Mary Lee was a friendly, flexible and responsive host, who even before we booked went out of her way to clock the distance between the apartment and our son's home which was much appreciated. Great place, great host, great experience--highly recommend!.

Delightful Hideaway in San Carlos
Marilynn has been great and very responsive when we have stayed there. The place is well-stocked and maintained, and San Carlos is a friendly town with good restaurants and boutique shopping.

Boho beach bungalow- walk to Poplar Beach
Very cozy and private. I brought my family of four and we had a lovely time. The only tricky part is figure out how to lock the door, but if that’s the worst of it, then I’d say it was pretty amazing. It’s about a 15 minute walk to the beach along nature paths and side streets. Definitely worth it!

Sausalito Garden Stay
This place was so beautiful, the pictures didn’t do it justice. Perfect location close enough to restaurants, and lil shops!! Just away enough out of the city, but not to far out. Would definitely recommend to anyone wanting a nice cozy easy place to get to. Also my wife’s 50th birthday and I asked him to do something special for her birthday and he put out a birthday banner and a bottle of champagne!!

Sunny, Peaceful Private Sanctuary
I just returned from a short stay in Fairfax and Barry's place was very sweet and cozy. As a long-term resident of Fairfax, it was a great setup overall, with walking distance to town, a warm welcome, everything pristinely clean. I didn't spend time there besides sleeping, so I had everything I needed. There is a beautiful outdoor patio that is great for sunny weather. Guests should know that they need to climb up and down a ladder to the sleeping nook, which is cozy but small. It worked for me fine, but important to note. I would definitely stay again.

Silicon Valley Oasis
We felt right at home in this cozy Air bnb. The garden areas surrounding the property are beautiful. We had everything we needed and more in the kitchen where we made breakfast every morning. Lots of cookware and cabinet full of spices. Super clean. Bed was comfortable. Walking distance to downtown San Carlos was about 23 minutes. The host checked in regularly with us online and we appreciated the attention. Was sad to leave when our time was up. We hope to return as we have family in the area.

Mill Valley Garden View Guest House, Free Parking
Caroline is kind, helpful and responsive. She made great recommendations. Her property is beautiful, clean and peaceful. It was perfect for what I needed, and we will be returning in the near future. She also went above and beyond after I accidentally left one of my belongings.

Comfy Studio Near Trails and Beaches
Chris had an amazing bnb! The place was spacious and very accommodating. Everything was labeled and easy to navigate. We would stay again if ever in the area!
Guest house rentals with a washer and dryer

Lightworks Treehouse Retreat
My partner and I absolutely loved Sarah's place. It was super peaceful and relaxing being surrounded by the beautiful trees and hearing the sound of birds and the nearby creek. As soon as you walk in, you can tell Sarah puts alot of love and care to ensure anyone staying there feels comfortable. We really appreciated that and look forward to booking her place again when we need a relaxing retreat to rest and reset.

Easy commute Private guest suite
Helen's place is roomy with a well-equipped kitchen and a nice bathroom. The dishwasher and washer/dryer provided added convenience. The location is just off busy Woodside Road with a Safeway market about 5 minutes away on foot.

Adorable and spacious 2 bedroom guest house.
First let me start by saying the pictures posted are exactly as the place! It’s street parking but felt safe as a residential neighborhood with plenty of parking. Kananu was very respectful & responsive within minutes if not seconds! Kananu’s place has everything you need to feel right at home. The host gave nice recommendations for what’s in the area for dining, fun activities for all ages & shopping. We had a small issue with the water heater making nose and she was able to get the issue resolved quickly without interfering with our stay. I would definitely recommend Kananu’s place to anyone traveling to the area and definitely will be back for another stay! Her place definitely makes you feel like you’re in your own home.

Studio at Surfers Outlook
Amazing stay at this cozy cabin by the sea. We enjoyed sitting on the balcony and listening to the sound of waves. The place is incredibly well-stocked with everything we needed — from kitchen supplies to dog blankets and groceries. Thank you!

Redwood Casita
The Casita is a wonderful place to stay - everything is sparkly clean, nice layout (love the separation of the dining area from the bedroom), easy to get around. Highly recommend!

The Bathhouse: Boho Modern + Hot Tub + Water View
The place was delightful - v relaxing and cozy. We enjoyed the hot tub after hiking and biking. Everything was easy and just as described. Suzanne was v nice and helpful. Oh, and excellent coffee, an unexpected touch! Highly recommend.

Mission Casita, Walking Distance to DT San Rafael
We stayed at Matthew's place for 2 weeks and had a great stay. We highly recommend it to anyone visiting Marin! The location is incredibly convenient—right off the highway in central Marin—making it easy to explore the area. The house felt spacious for our family of 4 and everyone had enough room to work & relax. The kitchen was fully stocked and both the bedrooms & bathrooms were clean and comfortable. It's a well-maintained home so we had no complaints. Matthew and Tim were always available if we had questions and we highly recommend their house to anyone!

Convenient 3 bedroom guest house near SFO, highway
A group of us stayed here for a wedding and it was an amazing house. Highly recommended!
Quick stats about guesthouse rentals in Oakland
Total rentals
380 properties
Total number of reviews
37K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Wifi availability
380 properties include access to wifi
Destinations to explore
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Wine Country Vacation rentals
- Sacramento Vacation rentals
- Monterey Vacation rentals
- San Francisco Peninsula Vacation rentals
- Central California Vacation rentals
- San Francisco Vacation rentals
- San Francisco Bay Area Vacation rentals
- Northern California Vacation rentals
- Gold Country Vacation rentals
- Rentals with a fireplace Oakland
- Kid-friendly rentals Oakland
- Pet-friendly rentals Oakland
- Private suite rentals Oakland
- Fitness-friendly rentals Oakland
- Rentals with lake access Oakland
- Rentals with outdoor seating Oakland
- Apartment rentals Oakland
- Cabin rentals Oakland
- Condo rentals Oakland
- Rentals with a kayak Oakland
- Boutique hotel rentals Oakland
- Tiny house rentals Oakland
- Family-friendly rentals Oakland
- Rentals with a washer and dryer Oakland
- Rentals with breakfast Oakland
- Rentals with beach access Oakland
- Rentals with a patio Oakland
- Rentals with a sauna Oakland
- Rentals with pools Oakland
- Townhouse rentals Oakland
- Rentals with a hot tub Oakland
- Villa rentals Oakland
- Rentals with an EV charger Oakland
- Rentals with a home theater Oakland
- Smoking-friendly rentals Oakland
- Loft rentals Oakland
- Rentals with a fire pit Oakland
- Serviced apartment rentals Oakland
- House rentals Oakland
- Hotel rentals Oakland
- Waterfront rentals Oakland
- Guesthouse rentals Alameda County
- Guesthouse rentals California
- Guesthouse rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Golden Gate Park
- Stanford University
- Twin Peaks
- Oracle Park
- Washington Square
- Bolinas Beach
- Brazil Beach
- Montara State Beach
- Pescadero State Beach
- Rodeo Beach
- Rockaway Beach
- China Beach, San Francisco
- Black Sands Beach
- Drakes Beach
- Joaquin Miller Park
- Children’S Fairyland
- Limantour Beach
- San Gregorio State Beach
- Muir Woods National Monument
- Mission Dolores Park
- Golden Gate Bridge
- Waddell Beach
- El Granada Beach
- California’S Great America
- Things to do Oakland
- Food and drink Oakland
- Things to do Alameda County
- Art and culture Alameda County
- Food and drink Alameda County
- Things to do California
- Tours California
- Art and culture California
- Food and drink California
- Entertainment California
- Sightseeing California
- Sports activities California
- Wellness California
- Nature and outdoors California
- Things to do United States
- Sightseeing United States
- Wellness United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States