
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.

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!

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.

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.

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 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.

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 ;)

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.

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

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
Family-friendly guest house rentals

Elegant, bright, private cottage

Unique tiny house w huge windows & deck, near lake

East Bay PRIVATE "Backhouse" retreat

Cute, backyard Cottage w/ close access to all!

Lovely homemade Garden Cabin + Hot Tub near Bart.
Lulu's Place: a safe gated retreat min to Downtown

PrivateTemescal CraftsmanCottage

Private Cottage Near Everything
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!

La Casita - a quiet, Crocker Amazon area studio!

Sunny, Peaceful Private Sanctuary

Beautiful Guesthouse with direct view of the Bay

Mill Valley Garden View Guest House, Free Parking

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

The Bathhouse: Boho Modern + Hot Tub + Water View

The Willow Cottage
Guest house rentals with a washer and dryer

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Cozy Alameda Garden Cottage

Modern and Private Cottage with Outdoor Patio

Backyard Private Cottage with FREE Parking

1-bed 1-bath private backyard entrance guest suite

15B - Cozy & Comfortable 1B1B Back Unit

The Little House

Charming Backyard Guest House with Koi Pond
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,913 GYD | G$21,750 GYD | G$21,750 GYD | G$22,795 GYD | G$23,632 GYD | G$23,423 GYD | G$23,841 GYD | G$24,050 GYD | G$23,423 GYD | G$21,750 GYD | G$21,541 GYD | G$21,332 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 |
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
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Santa Barbara Vacation rentals
- Wine Country Vacation rentals
- South Lake Tahoe Vacation rentals
- Rentals with pools Oakland
- Townhouse rentals Oakland
- Rentals with a sauna Oakland
- Family-friendly rentals Oakland
- Rentals with lake access Oakland
- House rentals Oakland
- Rentals with a kayak Oakland
- Loft rentals Oakland
- Smoking-friendly rentals Oakland
- Fitness-friendly rentals Oakland
- Boutique hotels Oakland
- Tiny house rentals Oakland
- Pet-friendly rentals Oakland
- Private suite rentals Oakland
- Rentals with a fire pit Oakland
- Villa rentals Oakland
- Cottage rentals Oakland
- Waterfront rentals Oakland
- Rentals with beach access Oakland
- Rentals with a washer and dryer Oakland
- Rentals with a hot tub Oakland
- Hotel rooms Oakland
- Apartment rentals Oakland
- Rentals with an EV charger Oakland
- Rentals with a home theater Oakland
- Rentals with a fireplace Oakland
- Rentals with a patio Oakland
- Rentals with outdoor seating Oakland
- Rentals with breakfast Oakland
- Serviced apartment rentals Oakland
- Condo rentals Oakland
- Guesthouse rentals Alameda County
- Guesthouse rentals California
- Guesthouse rentals United States
- Stanford University
- Golden Gate Park
- Baker Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Pier 39
- Montara Beach
- Bolinas Beach
- Palace of Fine Arts
- Six Flags Discovery Kingdom
- Pescadero State Beach
- Winchester Mystery House
- California’S Great America
- Berkeley Repertory Theatre
- Painted Ladies
- Rodeo Beach
- San Francisco Zoo
- Santa Maria Beach
- Half Moon Bay State Beach
- Point Reyes Beach
- Things to do Oakland
- Art and culture Oakland
- Food and drink Oakland
- Sightseeing Oakland
- Things to do Alameda County
- Art and culture Alameda County
- Things to do California
- Food and drink California
- Tours California
- Wellness California
- Nature and outdoors California
- Art and culture California
- Entertainment California
- Sports activities California
- Sightseeing California
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States






