
Guesthouse holiday rentals in Oakland
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Top-rated Guesthouses in Oakland
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

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)!

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!

Quiet space, great location!
Spacious single room ADU with vaulted ceilings, queen bed, and natural light. Access to a large yard with beautiful views. A new private bathroom is just outside, steps away in the main house. Located in a quiet, safe neighborhood near Grand Lake Theater, Lake Merritt, Morcom Rose Garden, restaurants, and shopping. Minutes to Berkeley, Piedmont, downtown Oakland, and public transport to SF. Dedicated entrance to room. No kitchen - mini fridge, coffee pot, kettle included for your convenience.

Rockridge Garden Cottage
The cottage is newly remodeled as of March 2022 and now has its own kitchen and bathroom. It is a separate unit in my backyard with vaulted ceilings which gives a spacious feel and french doors that open onto the lush garden. Queen size high end natural organic fiber bed (Earthsake.com), with down comforter + 4 pillows. Dining table and stools. LCD TV, clothes valet, work desk and great internet. Its very quiet and my guests seem to love having a private retreat type space to themselves.

Cute, backyard Cottage w/ close access to all!
Great space for a lovely trip to the Bay Area! Located in a very safe & quiet neighborhood of Alameda. The cottage has a private bathroom with shower (no tub), a kitchenette with microwave, and the most comfortable queen bed. Close to Oakland Coliseum, BART, SF, Oakland Airport, and ferry to SF. Great access to Bay Farm Trail and just a short walk to restaurants and shopping. ** Please note that the bed is against the wall, so if you are a group of two, one person will be against the wall.

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.
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.

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.

Comfy 2 bedroom cottage centrally located
Welcome to the cozy Oakland cottage, located behind the main house separated by a fence with exclusive use of the space. Ideally located for exploring Oakland and San Francisco, just one mile from BART, 20 minutes to SF, and close to major freeways. In less than 15 minutes you can reach Lake Merritt, Joaquin Miller Park’s redwood trails, and some of Oakland’s food, and local spots—while still having a peaceful place to recharge.

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.

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 guesthouses
Family-Friendly guesthouses

Upscale Contemporary Mediterranean Studio

Modern and Private Cottage with Outdoor Patio

Oakland Jungalow Cabin Studio

Cozy Berkeley Cottage with Quiet Patio

Rustic Cottage *****Hiking & Biking

Light-filled private cottage

Modern Cottage—walk to Park Blvd Restaurants

Heauxtel (hōˈtel) Serenity
Guesthouses with a patio

Quaint two-bedroom cottage with patio!

Cozy Central Alameda Studio

Charming Victorian Retreat | Minutes to SF

Berkeley Bitty House - a little bit of home

Private and serene studio with full kitchen

Cozy redwood cottage by the bay

Private Oasis Btwn SF, Napa. Big Views + Pool!

The Bathhouse: Boho Modern + Hot Tub + Water View
Guest house rentals with a washing machine and dryer

Gorgeous Guest House with a Farmhouse Flair

Cozy Alameda Garden Cottage

Lovely homemade Garden Cabin + Hot Tub near Bart.

1-bed 1-bath private backyard entrance guest suite

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Lulu's Place: a safe gated retreat min to Downtown

Studio at Surfers Outlook

Oak Knoll Hideaway
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 NZD | $174 NZD | $174 NZD | $182 NZD | $189 NZD | $187 NZD | $191 NZD | $192 NZD | $187 NZD | $191 NZD | $184 NZD | $186 NZD |
| Avg. temp | 10°C | 11°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 18°C | 16°C | 13°C | 10°C |
Quick stats about guesthouse rentals in Oakland

Total holiday rentals
Explore 380 holiday rentals in Oakland

Verified guest reviews
Over 39,120 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
380 of Oakland holiday 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
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- Moscone Center
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- SAP Center
- Mission Dolores Park
- Twin Peaks
- Pier 39
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