
Guesthouse vacation rentals in Oakland
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Oakland

Total vacation rentals
Explore 370 vacation rentals in Oakland

Verified guest reviews
Over 42,140 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
370 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 Alameda Beach
Top-rated guesthouse rentals in Oakland
Guests agree: these guesthouse rentals 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.
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Heauxtel (hōˈtel) Serenity
This Airbnb is a cultural experience, and it might not be for you. That’s ok. A meaningful specific can’t possibly please everyone. Racism, sexism, homophobia, etc have no place here. We are a predominantly Spanish-speaking community. You can purchase fresh Tamales, Pupusas, etc from our street vendors. We are next to an elementary school on a semi-busy street. You may hear roosters in the morning. You will see litter on the ground. You may hear loud trucks driving past. Password: #oaklandvibes
LocationFamilyPets

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!
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Luxury Rockridge Casita in Our Sunny Garden
Featured in Sunset Magazine ✨ Tucked into our sunny Rockridge garden, this light-filled modern casita is a peaceful retreat — 3 blocks from College Avenue’s cafés, restaurants, and shops. Wake up to birds in the garden, sip coffee at the farmhouse table, and walk to BART for easy access to San Francisco, Berkeley, and downtown Oakland. A quiet space designed for those who appreciate beauty and thoughtful details. Ideal for couples exploring Rockridge, Berkeley, Oakland, and San Francisco.
LocationFamilyHiking

The Purple Door, Private Sanctuary, Epic View
Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.
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Charming Victorian Retreat | Minutes to SF
Welcome to your Victorian retreat in the heart of West Oakland! 4 BD - 2 BT - 1 off-street parking, uniquely blend of historic charm and modern comfort, has everything you need for a home base for your vacation or work trip. Located in the West Oakland neighborhood, just few short blocks from BART station & nearby freeways access offer quick and easy commute options to San Francisco and downtown Oakland, greater East Bay and South Bay
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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.
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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
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Cozy Private Entrance Studio
Keep it simple at this peaceful and centrally-located space. Whether you’re visiting for a few days or a month this unit/location has everything you’ll need. Close to wildlife/great trails/lookouts, 10 minutes from downtown Oakland, and just 30 minutes from San Francisco. Perks include open parking, easy access to the freeway, and a quiet neighborhood.
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Modern Sunny Rockridge Cottage
Our beautiful, modern cottage is private and sun filled. The cottage fits one or two people, with a full-sized loft bed and a sofa that could very comfortably sleep a single. We are just two blocks from Bart and 20 minutes into SF. We are a block from lovely restaurants, cafes, and shops.
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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.
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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.
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Popular amenities for Oakland guesthouse rentals
Family-friendly guest house rentals

Private, Detached, Urban Creekside Studio.
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Charming Cozy Cottage in Eco-Garden Oasis
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Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!
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Serene foothills Garden Suite, private parking +EV
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Rockridge Garden Cottage
LocationFamilyTV

Guesthouse Garden Retreat
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Oakland Jungalow Cabin Studio
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Villeta Pastena - Rockridge guest house w/patio
LocationFamilyCondition
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!
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Very Demure, Very Cozy, 2 bd guest home w/ hot tub
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Berkeley Bitty House - a little bit of home
LocationValueHiking

Bungalow Guest House
LocationFamilyCondition

Detached Cozy Studio w/ private patio garden & BBQ
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Private and serene studio with full kitchen
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Cozy redwood cottage by the bay
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Hillside Wellness Retreat | Pool, Gym & A/C
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Guest house rentals with a washer and dryer

Garden guesthouse next to ElCerrito BART&shopping
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5 minutes to shops restaurants and bart station
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Tropical Garden Cottage +HOT TUB &POOL by Downtown
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Cozy backyard cottage
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PrivateTemescal CraftsmanCottage
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16017-Private 2BR Guest Unit near HWY, BART & Mall
ValueFamilyTV

Private Rockridge Cottage for 2-4
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Charming Private Cottage near Famous 4th Street Shops
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When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 404 | ﺩ.ﺇ 422 | ﺩ.ﺇ 422 | ﺩ.ﺇ 422 | ﺩ.ﺇ 441 | ﺩ.ﺇ 441 | ﺩ.ﺇ 419 | ﺩ.ﺇ 422 | ﺩ.ﺇ 411 | ﺩ.ﺇ 419 | ﺩ.ﺇ 404 | ﺩ.ﺇ 408 |
| 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 |
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- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
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- Baker Beach
- Bernal Heights
- Montara Beach
- Painted Ladies
- Pacifica State Beach
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