Guesthouse vacation rentals in Oakland

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Popular amenities for Oakland guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Oakland
4.95 out of 5 average rating, 209 reviews

Charming Cozy Cottage in Eco-Garden Oasis

AdrienneRating, 5 stars2 months ago
This beautiful Oakland Oasis was better than I imagined it would be! This place exceeded my expectations! Coming through the gate the first night, to a path of twinkling lights leading us to our adorable cabin took my breath away! It was the perfect location for peace and quiet right in the middle of Oakland. My only regret is that I didn’t spend more time on the property. We flew in from out of state to visit friends and spent a lot of time out and about. I definitely want to come back to spend more time hanging out in the backyard with the goats and chickens. My 13-year-old loved the backyard, the trampoline and the animals. The location was very walkable and within several blocks of many restaurants and shops. We rented a car and street parking was easily accessible. Reinhardt Redwood Regional Park was only an 8 minute drive away and we spent most mornings walking through the mountains enjoying the beautiful trees and views of San Francisco. Highly recommend this listing!
Superhost
A full moon illuminates the night sky over the bay, casting a soft glow on the water below. The view captures the city lights and distant mountains, along with the silhouette of a bridge spanning the bay, creating a serene nighttime landscape.
Guesthouse in San Rafael
4.84 out of 5 average rating, 164 reviews

Farm in the city & sweeping bayview

JesseRating, 5 stars3 days ago
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.
Top guest favorite
A serene outdoor area is shown with a colorful striped lounge chair beside a small table. Potted plants add greenery, while sunlight filters through the trees, casting playful shadows on the ground. The entrance is marked by large glass doors, leading inside.
Guesthouse in Lower Haight
4.98 out of 5 average rating, 342 reviews

Charming Cottage in Haight-Ashbury Garden

WendyRating, 5 stars1 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!
Top guest favorite
The exterior of a detached guesthouse is showcased, featuring rustic brick walls and large glass doors that invite natural light. A few potted plants are placed near the entrance, which includes a small set of steps leading up to the door.
Guesthouse in Kensington
4.99 out of 5 average rating, 335 reviews

Stand-alone cottage in garden setting, parking.

AnnaRating, 5 stars1 week ago
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.
Top guest favorite
A kitchenette is featured with white countertops and wooden cabinets. A coffee maker, toaster, and microwave are visible alongside a sink, while a poster of the Rolling Stones decorates the wall. Natural light enters through a window fitted with a floral curtain, showcasing greenery outside.
Guesthouse in Hillsborough
4.95 out of 5 average rating, 908 reviews

Little Cottage on the Hill

IanRating, 5 stars1 week ago
This was an EXCELLENT Airbnb. Great value, beautiful property, plenty of privacy, exceptionally good instructions form the hosts. I can not recommend highly enough. Great place to recharge.
Guest favorite
The exterior of the guest house features a modern gray facade with the number '440' displayed prominently. A green succulent plant in a white pot adds a touch of greenery beside a paved patio area, leading towards a wooden fence and lush landscaping in the background.
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars4 months ago
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!
Top guest favorite
The exterior of the house is shown with a pink surfboard leaning against the wall. Bright green foliage frames the image, contrasting against the house's neutral-colored walls and multiple windows that allow natural light to enter.
Guesthouse in Concord
4.96 out of 5 average rating, 166 reviews

Backyard Beach House (BBH)

EvelynRating, 5 stars1 month ago
We enjoyed our stay at Barbara's charming Backyard Beach House for the third time, and felt at home there. We find it restful to stay in this quiet neighborhood. It's always nice to communicate with Barbara and Ken, as they are readily available if we have questions or requests. We consider this house a gem of a find. Thank you again Barbara and Ken for contributing to our lovely vacation.
Guest favorite
Guesthouse in Walnut Creek
4.91 out of 5 average rating, 569 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

KadiRating, 5 stars1 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.

Guest house rentals with a patio

Guest favorite
A cozy sleeping area is featured, highlighted by a spacious bed topped with a light blue duvet. Two framed artworks adorn the walls, and soft natural light filters in, creating a serene ambiance. A rug in warm tones complements the wooden flooring.
Guesthouse in San Rafael
4.88 out of 5 average rating, 163 reviews

Sustainable Studio in Sunny San Rafael

LauraRating, 5 stars1 week ago
This is an excellent choice for a visit to Marin. The interior makes such great use of space - plenty of outlets, beautiful Italian tiles, nice art, and extremely comfortable bed. There's also a cute outdoor patio that would be perfect for coffee, though we never took advantage. We walked to Trader Joe's and downtown is also an easy walk. It's quiet, peaceful, and the wifi worked great. Andrea also provides lots of extras, like oil, coffee, salt/pepper, etc. Everything you need to make a meal, which we did. Most couples travel with one car; our only hitch was needing two since we live in separate locations. Nevertheless, we figured out a way to use the space available and also find additional street parking with no constraints. Highly recommended!
Top guest favorite
A private outdoor patio features two white lounge chairs and a table with four black metal chairs, all arranged among lush greenery and colorful plants. A large green umbrella provides shade, creating a serene space for relaxation or dining.
Guesthouse in Point Richmond
4.98 out of 5 average rating, 113 reviews

Private garden retreat

JamalRating, 5 stars2 weeks ago
I enjoyed my stay at Mary Lee and David’s place. It was perfectly located for my purposes, affording easy access to both the East Bay and Marin. The place is well appointed and clean, the entry through the backyard pretty, and the neighborhood charming. They were great hosts - available, but not hovering, their communication clear and timely.
Top guest favorite
A spacious deck features two wooden directors' chairs positioned around a small circular table. Lush greenery lines the perimeter, creating a natural backdrop. A sunshade is partially visible, offering protection from the sunlight.
Guesthouse in San Carlos
4.99 out of 5 average rating, 100 reviews

Delightful Hideaway in San Carlos

ThomasRating, 5 stars1 week ago
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.
Guest favorite
A cozy living area features a comfortable sofa adorned with decorative pillows. A circular area rug anchors the space, while a statement wall mural presents earthy tones and botanical elements. A small dining table with stools and a television unit enhance the room's functionality.
Guesthouse in Half Moon Bay
4.93 out of 5 average rating, 168 reviews

Boho beach bungalow- walk to Poplar Beach

MariahRating, 5 stars1 week ago
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!
Superhost
A serene garden setting is presented, featuring a wooden seating arrangement surrounded by lush greenery and vibrant flowers. A pathway leads through the gravel, while a multi-level structure is partially visible in the background, blending harmoniously with the natural surroundings.
Guesthouse in Sausalito
4.87 out of 5 average rating, 122 reviews

Sausalito Garden Stay

JamiRating, 5 stars1 month ago
David is a great landlord. He was extremely fast to answer all questions. He was super helpful too!
Guest favorite
A charming outdoor seating area features a small round table with four chairs, framed by a shaded umbrella. The surrounding stone pathway and greenery create a tranquil setting, with a cozy cabin visible in the background under a sunny sky.
Guesthouse in Fairfax
4.98 out of 5 average rating, 148 reviews

Sunny, Peaceful Private Sanctuary

JudsonRating, 5 stars4 weeks ago
It’s a very private abode even though you share a gated entrance with the owner. Barry couldn’t have been friendlier and had a great spirt about him. We nerded out on landscaping, tiny homes, and rivers. He sold me on giving the American River some of my time this year. I’d absolutely stay here again. The only real issue was the effort to climb down a ladder half awake. I did it in the dark so I wouldn’t lose my cat eyes and wake up too fast. There’s plenty of outside lounging areas and the views are pretty. I had a decent view of the night sky to the east and above. The town may be busy but you’re perched hillside under some great live oaks. The neighborhood was full of quiet families and quirky houses that are truly Marin County in nature. Open space trails are just uphill and the town is just down. It’s very convenient to everything.
Top guest favorite
A private patio space features a glass-top table surrounded by four white metal chairs with pink cushions. Lush greenery and well-maintained hedges provide a serene backdrop, while a bright red door leads into the cottage, enhancing the inviting outdoor setting.
Guesthouse in San Carlos
4.99 out of 5 average rating, 137 reviews

Silicon Valley Oasis

StephanieRating, 5 stars2 days ago
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.
Top guest favorite
A serene outdoor space is framed by open glass doors, revealing two wooden chairs positioned around a small table. A bottle of wine and glasses sit atop the table, inviting relaxation in a garden setting. A garden path and landscaping can be seen in the background.
Guesthouse in Tamalpais Valley
4.98 out of 5 average rating, 208 reviews

Mill Valley Garden View Guest House, Free Parking

MarianaRating, 5 stars1 month ago
This is an absolute hidden gem. It quickly became apparent why Carolyn is a super host. Not only is the property absolute perfection but Carolyn made it a point to go out of her way to welcome us, accommodate us, and go above and beyond customer service wise. This property radiates harmonious zen like energy from the community library, to its amenities and all its extra additives, to the garden. It’s graced with every bit of detail for guests to enjoy. I’ve loved traveling and have mostly been a hotel snob, until now. In short, Carolyn has carefully crafted a beautiful get away and decided to share it with the world. We will certainly be back when in town.

Guest house rentals with a washer and dryer

Guest favorite
A wooden sauna structure sits nestled among trees, featuring a large glass door that invites natural light. Two wooden chairs flank a small deck area, creating a serene spot for relaxation. A round metallic container rests nearby, enhancing the tranquil outdoor setting.
Guesthouse in Mill Valley
4.93 out of 5 average rating, 356 reviews

Lightworks Treehouse Retreat

JenniferRating, 5 stars3 weeks ago
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.
Guest favorite
The exterior of the home showcases a welcoming entrance with a covered porch and a set of wooden stairs leading to the front door. Vibrant flowers in various colors line the path and the yard, surrounded by a wooden fence and green foliage.
Guesthouse in Redwood City
4.96 out of 5 average rating, 24 reviews

Easy commute Private guest suite

ArthurRating, 5 stars1 month ago
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.
Top guest favorite
A wooden table with a small orange pot containing a plant sits beneath a black shelf. The shelf features two decorative items and hooks for hanging. In the background, a bright kitchen with wooden cabinets and a window is visible.
Guesthouse in Redwood City
4.99 out of 5 average rating, 113 reviews

Private Cottage near Redwood City and San Carlos Downtowns

ShaneRating, 5 stars7 months ago
Great experience in every way. Nico was response and friendly. Place was just as described. Would definitely stay again
Top guest favorite
A panoramic view of the ocean is framed by a white railing and beams of the deck. The coastline stretches along with gentle waves, while greenery and rooftops are visible below, under a clear blue sky.
Guesthouse in Stinson Beach
4.99 out of 5 average rating, 429 reviews

Studio at Surfers Outlook

JenRating, 5 stars3 months ago
This perfectly-appointed cabin in the sky was the ideal escape “between the years.” It rained every day of our stay but that did not stop us from walking down to the beach, grabbing a bite at Parkside Cafe, and exploring every hiking trail in walking distance. (Highly recommend the Dipsea trail to Steep Ravine with a side bar to the Stinson Tree.) Carey really thought of everything: not only was the bed comfy and the place spotlessly clean, the kitchen was well-equipped (cream for the coffee!) as was the bathroom (thick towels!) We especially appreciated the clear instructions for operating windows and other things. It was our best Airbnb experience to date and we can’t wait to come back.
Guest favorite
Guesthouse in Westlake
4.93 out of 5 average rating, 147 reviews

Luxury 4BR House at Westlake near BART, Beach Golf

DenverRating, 5 stars1 month ago
Was a good option for our group of 7 to stay. The hosts were prompt in helping out.
Top guest favorite
An outdoor area features a covered patio with white curtains and a small red table. A stacked washer and dryer unit is visible beside the entrance, and a red folding chair is placed nearby on the concrete surface, providing a comfortable spot for relaxation.
Guesthouse in Redwood City
4.97 out of 5 average rating, 148 reviews

Redwood Casita

MengruRating, 5 stars1 month ago
Jim’s place is located in a quiet neighborhood but easy to get to town. The bed is super comfortable. It is also nice to have the kitchen and dining area separate from the bedroom. Highly recommended!
Guest favorite
The spacious living room features a large, dark blue sectional sofa with plush cushions, complemented by a wooden coffee table. A decorative area rug in neutral tones lies beneath, while large windows allow natural light to fill the space. A dining table for four and a modern electric wall fireplace add warmth.
Guesthouse in San Rafael
4.91 out of 5 average rating, 100 reviews

Mission Casita, Walking Distance to DT San Rafael

AnnieRating, 5 stars1 month ago
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!
Guest favorite
A contemporary kitchen area features warm wood cabinetry and sleek stainless steel appliances. A spacious countertop provides seating for two. Washing machine and dryer units are conveniently located beside the kitchen, contributing to the functional layout.
Guesthouse in South San Francisco
4.86 out of 5 average rating, 136 reviews

Convenient 3 bedroom guest house near SFO, highway

JuliaRating, 5 stars3 months ago
We chose this stay to host guests over the holidays and it had everything we could’ve needed. The kitchen was functional for cooking breakfast and the rooms were very private and had their own bathrooms. Xing Tian was very helpful when we needed an extra gate key, and when we had any questions. We’ll definitely be coming back!

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

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