
Guest house holiday rentals in Oakland
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Oakland
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU
Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

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)!

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!

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.

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.

Oakland Jungalow Cabin Studio
Take a break and unwind at my outdoor oasis. Experience Oakland and the Bay Area from a cozy cabin with tons of outdoor space, deck seating, fruit trees for picking, walking distance to some of the best tacos and pastries in the Bay Area. Easy entry to every part of the SF Bay Area with public transport (BART) 10 min walking. I live on property with my 6 yo and a few cats, but everything is self service with private entrance. I'll stay out of your way. Enjoy!

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.

South Berkeley Cottage
Private, stand-alone studio cottage nestled behind a residential home in one of the most sought-after Berkeley neighborhoods. Perfect for couples, solo travelers, or anyone looking for a short term stay, this 400 square-foot gem offers both comfort and convenience in a prime location, just minutes away from top attractions, shops, and restaurants.
Popular amenities for guest house rentals in Oakland
Family-friendly guest house rentals

Private Garden Studio, fast wifi near Bart

Private Studio & Office-Bay Views, Oakland Hills

Cozy Watertower by Beach and Transit

Modern and Private Cottage with Outdoor Patio

Detached Cozy Studio w/ private patio garden & BBQ

Rustic Cottage *****Hiking & Biking

Light-filled private cottage

Berkeley Bayview Bungalow
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!

La Casita - a quiet, Crocker Amazon area studio!

Cozy Central Alameda Studio

Charming Victorian Retreat | Minutes to SF

Berkeley Bitty House - a little bit of home

Cozy redwood cottage by the bay

The Bathhouse: Boho Modern + Hot Tub + Water View

The Willow Cottage
Guest house rentals with a washing machine and dryer

Gorgeous Guest House with a Farmhouse Flair

Cozy Alameda Garden Cottage

Luxury Classy Cottage. Centrally Located

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

15B - Cozy & Comfortable 1B1B Back Unit
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £73 | £76 | £76 | £80 | £83 | £82 | £84 | £84 | £82 | £84 | £81 | £82 |
| 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 guest house 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
380 of Oakland holiday rentals include wifi 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
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Rentals with a cinema Oakland
- Rentals with a firepit Oakland
- Serviced apartment rentals Oakland
- Rentals with a washing machine and dryer Oakland
- Villa rentals Oakland
- Fitness-friendly rentals Oakland
- Loft rentals Oakland
- Tiny house rentals Oakland
- Apartment rentals Oakland
- Hotel rooms Oakland
- Rentals with a kayak Oakland
- Smoking-friendly rentals Oakland
- Flat rentals Oakland
- Rentals with a sauna Oakland
- Rentals with an EV charger Oakland
- Townhouse rentals Oakland
- Rentals with beach access Oakland
- Pet-friendly rentals Oakland
- Private suite rentals Oakland
- Rentals with a fireplace Oakland
- Boutique hotels Oakland
- Waterfront rentals Oakland
- Rentals with lake access Oakland
- House rentals Oakland
- Rentals with a hot tub Oakland
- Rentals with breakfast Oakland
- Rentals with a patio Oakland
- Rentals with pools Oakland
- Rentals with outdoor seating Oakland
- Cottage rentals Oakland
- Family-friendly rentals Oakland
- Guest house rentals Alameda County
- Guest house rentals California
- Guest house rentals United States
- Castro Street
- Moscone Center
- Stanford University
- Golden Gate Park
- Levi's Stadium
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Baker Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Pier 39
- Las Palmas Park
- University of California-Berkeley
- Montara Beach
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Bolinas Beach
- Winchester Mystery House
- California’S Great America
- Painted Ladies
- San Francisco Zoo
- Rodeo Beach
- Things to do Oakland
- Sightseeing Oakland
- Art and culture Oakland
- Food and drink Oakland
- Things to do Alameda County
- Food and drink Alameda County
- Art and culture Alameda County
- Things to do California
- Tours California
- Food and drink California
- Sports activities California
- Entertainment California
- Sightseeing California
- Wellness California
- Nature and outdoors California
- Art and culture California
- Things to do United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Nature and outdoors United States






