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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.

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Guest favorite
A well-lit room features a spacious bed with neutral bedding and a textured throw. A small dining area includes two wooden chairs and a round rug. The kitchen is partially visible, showcasing modern cabinetry and a bright color scheme.
Guesthouse in Rockridge
4.88 out of 5 average rating, 319 reviews

The Rockridge Cottage

The Rockridge Cottage is a lovely stand alone backhouse in the most central location in the East Bay. Enjoy the peaceful backyard and privacy of your own home and be steps away from the world class restaurants and cafes of College Avenue. Located just three blocks away from the Rockridge BART Station, the Rockridge Cottage is only 25 minutes from Downtown San Francisco and just down the road from the UC Berkeley campus. Walk Score of 92. There is no need to have a car in this neighborhood.

Top guest favorite
A dining area is shown, featuring a light wooden table set for two with plates and glasses. Two gray chairs are neatly arranged around the table. A potted plant adds a touch of greenery, positioned near a bright window with a light-filtering shade.
Guesthouse in Eastmont Hills
4.99 out of 5 average rating, 178 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

Guest favorite
A spacious driveway leads to a well-maintained home nestled among trees. The house features a light-colored exterior and is complemented by warm lighting around the entrance. Landscaping includes bushes and flowers, enhancing the natural setting.
Guesthouse in Oakmore
4.93 out of 5 average rating, 522 reviews

Redwood Sanctuary Oakland Hills

Redwood Sanctuary is located in the idyllic Oakland Hills with beautiful vistas, hikes, and parks within a short drive. The home is situated on half an acre of land in the middle of redwood, eucalyptus, and oak trees secluded away from other homes. Montclair village is an 8 minute drive, providing lots of great food and shops. Minutes from Highway 13 and 580. It is a 1 bedroom studio with a queen bed and a pull out sofa bed. It can comfortably accommodate up to 3. We'd love to host your stay!

Top guest favorite
The entrance of the A-frame studio is framed by vibrant flowers and lush greenery. A warm glow from the evening sun highlights the unique architectural design, with large windows and a welcoming door, nestled among the surrounding gardens.
Guesthouse in Berkeley Hills
4.95 out of 5 average rating, 147 reviews

Berkeley Bayview Bungalow

Located in the scenic, tranquil Berkeley Hills, just up the hill from UC Berkeley, this climate controlled studio offers spectacular views, privacy & a large outdoor dining area. You’ll enjoy huge windows overlooking the SF Bay, lots of natural light, a new queen bed, lounge area, bluetooth speaker & kitchenette with sink, fridge, microwave, coffee/tea station. A large monitor and standing desk makes it easy to work or stream movies using our gigabit Wi-Fi. Easy parking and bus access.

Guest favorite
The exterior showcases a detached studio, accentuated by string lights that frame the entrance. Sliding glass doors lead to the interior, revealing glimpses of a cozy living space and a modern kitchenette. A wooden deck with outdoor seating complements the inviting atmosphere.
Guesthouse in Glenview
4.91 out of 5 average rating, 314 reviews

Private, Detached, Urban Creekside Studio.

This unique, well equipped, 1 Bed cute little studio (that we love) is detached and fenced off from our main house. It has a separate entrance through a side gate and it's own private rear deck, with a seating and dining area... that overlooks Sausal Creek and Dimond Park. The tall willow that grows along the creek gives the deck the perfect amount of privacy and with the tranquil sound of the creek flowing (not during dry season) you would almost forget you are in an urban city.

Top guest favorite
A modern guestroom is illuminated by natural light, showcasing a spacious bed adorned with crisp white linens and accent pillows. A small kitchenette is visible, along with a workspace featuring a desk and chair. Large windows offer a connection to the outdoors.
Guesthouse in Oakland
4.97 out of 5 average rating, 567 reviews

Luxury Rockridge Casita in Our Sunny Garden

** FEATURED in Sunset Magazine ** Our bright modern guest house with private access awaits you. Retreat from the city to our comfortable, clean casita. This lovely, light-filled space sits behind our family home, in our garden with fresh berries and lemons. Enjoy morning coffee at the wood farm table. We offer local coffee + tea, a small fridge, robes, wifi, and outdoor dining. Our quiet street is close to BART, 3 blocks from College Ave, full of great restaurants and shops.

Top guest favorite
The image depicts a serene garden pathway leading to two adjacent cabins, framed by vibrant greenery and flowering plants. A wooden trellis is visible, providing shelter, while soft lighting from the cabins enhances the calm atmosphere. A mixture of stone and mulch surfaces directs attention toward the entrance.
Guesthouse in Oakland
4.91 out of 5 average rating, 373 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.

Guest favorite
A cozy interior of a cabin is showcased, featuring a lofted sleeping area accessed by a wooden ladder. Below, a spacious bed is positioned near windows that invite natural light. A small dining table with chairs and bookshelves add functionality to the warm wooden space.
Guesthouse in Redwood Heights
4.95 out of 5 average rating, 243 reviews

Charming Cozy Cottage in Eco-Garden Oasis

Our charming cottage is a relaxing retreat in the city! Our sweet cabin is small and cozy set in an expansive garden oasis. We offer a unique experience for those interested in a beautiful and tranquil escape in the heart of the city. The cottage is at the back of our large garden with views of our beautiful urban farm with a pond, chickens and goats! Families with up to 2 children are best suited for the loft because of the low ceiling. No more than 2 adults please.

Top guest favorite
A rustic chair with a floral cushion is positioned on a wooden deck, inviting relaxation. A decorative pot is situated beside a young tree, adding a touch of greenery. The cottage's wooden entrance, adorned with a glass door, provides a glimpse of the tranquil garden setting.
Guesthouse in San Pablo
4.95 out of 5 average rating, 311 reviews

Rustic Cottage *****Hiking & Biking

The place is nestled in a garden setting . The cottage is stand alone and is not shared . The bathroom is detached, just a few steps away, through the garden, and shared with a very quiet and clean tenant, it is sparkling clean. The trails start just across the street and are fantastic, spreading over 800 acres of parkland. You will enjoy the quiet, peaceful and remote setting. We do have WiFi ;)

Top guest favorite
A spacious yard is encircled by lush greenery and mature trees, creating a private outdoor setting. A stone fireplace is visible near a charming garden shed. Patio furniture, including chairs and a table, is arranged invitingly on the grass, ideal for outdoor meals.
Guesthouse in Crocker Highlands
4.96 out of 5 average rating, 588 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.

Top guest favorite
The room features traditional tatami mat flooring and a low wooden table surrounded by floor cushions. A wood-burning stove stands against one wall, contributing to the rustic atmosphere. Light floods in from the skylight above, illuminating the inviting space with natural warmth.
Guesthouse in North Berkeley
4.84 out of 5 average rating, 1,398 reviews

Traditional Japanese Tea House

Traditional Japanese architecture tucked away in a great Berkeley neighborhood. Peaceful and quiet but just a few blocks to UC Berkeley, all the restaurants of the "Gourmet Ghetto", and the North Berkeley Bart station. Brand new and very easy to use heater/air conditioner installed in March 2023 Berkeley Short Term Rental Registration # ZCSTR2017-0007

Top guest favorite
The charming cottage exterior features natural wood siding, framed by greenery and vibrant flowers. A welcoming entrance is visible, along with a small deck furnished with two chairs and a table, offering a cozy spot for outdoor relaxation.
Guesthouse in Kensington
4.95 out of 5 average rating, 735 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.

Popular amenities for Oakland guesthouse rentals

When is the best time to visit Oakland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,913 GYDG$21,750 GYDG$21,750 GYDG$22,795 GYDG$23,632 GYDG$23,423 GYDG$23,841 GYDG$24,050 GYDG$23,423 GYDG$21,750 GYDG$21,541 GYDG$21,332 GYD
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Quick stats about guesthouse rentals in Oakland

  • Total vacation rentals

    Explore 380 vacation rentals in Oakland

  • Verified guest reviews

    Over 38,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    380 of Oakland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakland rentals

  • 4.9 Average rating

    Oakland stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Oakland's top spots, include Oakland Zoo, Jack London Square, and Joaquin Miller Park

Destinations to explore