
Guesthouse holiday rentals in Oakland
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Top-rated Guesthouses in Oakland
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland guesthouses
Family-Friendly guesthouses

Cozy Watertower by Beach and Transit

Traditional Japanese Tea House

Rustic Cottage *****Hiking & Biking
Lulu's Place: a safe gated retreat min to Downtown

Casaluna: Berkeley Garden Cottage

Heauxtel (hōˈtel) Serenity

Airstream Tiny Home close to UC BEST Neighborhood

Garden getaway near SF
Guesthouses with a patio

Quaint two-bedroom cottage with patio!

Private garden retreat

Delightful Hideaway in San Carlos

Berkeley Bitty House - a little bit of home

Sausalito Garden Stay

Cottage in beautiful Woodacre, Marin

Mill Valley Garden View Guest House, Free Parking

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!
Guest house rentals with a washing machine and dryer

Safety,Spacious 1-bedroom suite & private entrance

Cozy Alameda Garden Cottage

Modern and Private Cottage with Outdoor Patio

Garden guesthouse next to ElCerrito BART&shopping

Downtown secluded Retreat on Almond

Cozy backyard cottage

Yvette and Mike's Garden Cottage

16017-Private 2BR Guest Unit near HWY, BART & Mall
Quick stats about guesthouse rentals in Oakland
Total rentals
390 properties
Total number of reviews
38K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Wi-Fi availability
380 properties include access to Wi-Fi
Destinations to explore
- Northern California Holiday rentals
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- Cottage rentals Oakland
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- Cabin rentals Oakland
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- Guesthouse rentals Alameda County
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- Guesthouse rentals United States
- Golden Gate Park
- Stanford University
- Oracle Park
- Muir Woods National Monument
- Twin Peaks
- Bolinas Beach
- Montara State Beach
- Pescadero State Beach
- Mission Dolores Park
- SAP Center
- Golden Gate Bridge
- Rodeo Beach
- Pier 39
- Six Flags Discovery Kingdom
- California’S Great America
- China Beach, San Francisco
- Rockaway Beach
- Painted Ladies
- Black Sands Beach
- Santa Maria Beach
- San Francisco Zoo
- Winchester Mystery House
- Palace of Fine Arts'`
- Limantour Beach
- Things to do Oakland
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- Things to do United States
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