
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.

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.

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.

Detached Cozy Studio w/ private patio garden & BBQ
Newly renovated 100 yr old backyard studio in the heart of the Alameda island. Private fenced garden with bbq. 7 mins from Oakland Int. Airport. 20 mins to SF city by ferry. Convenient location to UC Berkeley. Close to BART, beach, parks, local markets and restaurants in walking distance. • Fully-equipped, self contained studio, with cooking basics, microwave, airfrier/oven, induction cooktop, coffee machine, electric water boiler, BBQ, patio. Private entrance. No share ventilation.

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.

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

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

Private, Detached, Urban Creekside Studio.

Delightful Berkeley Hills Retreat

Serene foothills Garden Suite, private parking +EV

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

Rockridge Garden Cottage

The Rockridge Cottage

Tranquil cozy backyard cottage

Modern Sunny Rockridge Cottage
Guest house rentals with a patio

Quaint two-bedroom cottage with patio!

Charming Victorian Retreat | Minutes to SF

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

Berkeley Bitty House - a little bit of home

Bungalow Guest House

Private and serene studio with full kitchen

Poolside Retreat with Views • Private Guesthouse

Berkeley Bayview Bungalow
Guest house rentals with a washer and dryer

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Claremont Canyon Retreat

Cozy Alameda Garden Cottage

Cozy Home + Garden in the Hills

Garden guesthouse next to ElCerrito BART&shopping

Secluded luxury cottage & hot tub

1-bed 1-bath private backyard entrance guest suite

Tropical Garden Cottage +HOT TUB &POOL by Downtown
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,912 GYD | G$23,953 GYD | G$23,953 GYD | G$22,703 GYD | G$23,537 GYD | G$23,328 GYD | G$23,745 GYD | G$23,953 GYD | G$23,328 GYD | G$23,745 GYD | G$22,912 GYD | G$23,120 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 |
Destinations to explore
- San Francisco Vacation rentals
- San Jose Vacation rentals
- Mammoth Lakes Vacation rentals
- Santa Barbara Vacation rentals
- South Lake Tahoe Vacation rentals
- Sacramento Vacation rentals
- Reno Vacation rentals
- Fresno Vacation rentals
- Monterey Vacation rentals
- Santa Cruz Vacation rentals
- Three Rivers Vacation rentals
- Berkeley Vacation rentals
- Serviced apartment rentals Oakland
- Apartment rentals Oakland
- Rentals with pools Oakland
- Rentals with a fire pit Oakland
- Fitness-friendly rentals Oakland
- Rentals with a sauna Oakland
- Townhouse rentals Oakland
- Rentals with a home theater Oakland
- Rentals with a kayak Oakland
- Pet-friendly rentals Oakland
- Private suite rentals Oakland
- Villa rentals Oakland
- Tiny house rentals Oakland
- Rentals with an EV charger Oakland
- Rentals with beach access Oakland
- Rentals with a patio Oakland
- Rentals with a hot tub Oakland
- Rentals with breakfast Oakland
- House rentals Oakland
- Rentals with a fireplace Oakland
- Rentals with a washer and dryer Oakland
- Family-friendly rentals Oakland
- Smoking-friendly rentals Oakland
- Rentals with outdoor seating Oakland
- Waterfront rentals Oakland
- Hotel rooms Oakland
- Loft rentals Oakland
- Boutique hotels Oakland
- Cottage rentals Oakland
- Rentals with lake access Oakland
- Condo rentals Oakland
- Guesthouse rentals Alameda County
- Guesthouse rentals California
- Guesthouse rentals United States
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Levi's Stadium
- Mission Dolores Park
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Painted Ladies
- Bolinas Beach
- Baker Beach
- Big Basin Redwoods State Park
- San Francisco Zoo
- Oakland Arena
- Things to do Oakland
- Art and culture Oakland
- Tours Oakland
- Food and drink Oakland
- Things to do Alameda County
- Art and culture Alameda County
- Food and drink Alameda County
- Tours Alameda County
- Things to do California
- Tours California
- Food and drink California
- Sightseeing California
- Wellness California
- Nature and outdoors California
- Entertainment California
- Art and culture California
- Sports activities California
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States







