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

Total vacation rentals
Explore 360 vacation rentals in Oakland

Verified guest reviews
Over 40,060 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
360 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.

Eco-Cottage Sanctuary in Garden Oasis
Our popular cottage is like a retreat experience in the city! The cottage is an enchanting oasis nestled in the back and away from street noise. You will sleep comfortably on our new mattress topper! Our urban farm and garden offers a unique heartwarming experience-with lush gardens, chickens and goats! The cottage is perfect for guests looking for a comfortable space to relax after a busy day. Come and enjoy our beautiful and relaxing eco-friendly cottage! Family friendly. Only 2 adults please.

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.

Villeta Pastena - Rockridge guest house w/patio
Newly remodeled studio guesthouse in the heart of Rockridge--Oakland’s premier neighborhood for great shops & restaurants. Full kitchen features cast iron and SS cookware for the traveling chef, or walk a block to College Ave for any cuisine you desire. Enjoy your morning coffee or dine al fresco on the patio, sleep well on a quality king mattress, and be productive on the convertible workspace while enjoying the Roku TV, high ceilings, and thoughtful touches. A short drive or train ride to SF.

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

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!

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.

The Redwood Retreat
Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!

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.

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.

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

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.

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.
Popular amenities for Oakland guesthouse rentals
Family-friendly guest house rentals

Claremont Canyon Retreat

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Serene foothills Garden Suite, private parking +EV
Cozy, Private Backyard Studio in Soothing Shades of Gray

Rockridge Garden Cottage

East Bay PRIVATE "Backhouse" retreat

Bungalow Guest House
Lulu's Place: a safe gated retreat min to Downtown
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!

Very Demure, Very Cozy, 2 bd guest home w/ hot tub

Berkeley Bitty House - a little bit of home

Detached Cozy Studio w/ private patio garden & BBQ

Private and serene studio with full kitchen

Cozy redwood cottage by the bay

Poolside Retreat with Views • Private Guesthouse

Berkeley Bayview Bungalow
Guest house rentals with a washer and dryer

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Cozy Alameda Garden Cottage

Cozy Home + Garden in the Hills

Secluded luxury cottage & hot tub

5 minutes to shops restaurants and bart station

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Cozy backyard cottage

PrivateTemescal CraftsmanCottage
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,005 GYD | G$24,051 GYD | G$24,051 GYD | G$22,796 GYD | G$23,633 GYD | G$23,424 GYD | G$23,842 GYD | G$24,051 GYD | G$23,424 GYD | G$23,842 GYD | G$23,005 GYD | G$23,214 GYD |
| 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
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Mission Dolores Park
- Levi's Stadium
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
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