Oakland Vacation Homes

A city skyline with modern buildings and a body of water in the foreground.

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Our top choices for Oakland holiday homes

A modern living space with a kitchen, a grey sectional sofa, a ceiling fan, and a flat-screen TV mounted on the wall.

1. Relax at a Charming West Oakland Victorian

West Oakland

vivian

HK$2,391 total

includes taxes & fees

11 Oct - 12 Oct

A hotel reception area with a counter, a television, a wall-mounted clock, and a magazine rack.

2. 2 Queen Beds | Mini Fridge

San Antonio

HK$786 total

includes taxes & fees

19 Oct - 20 Oct

A bedroom with a large bed, a desk, and a chair. There are windows, a radiator, and a mirror.

3. Cozy West oakland cottage with Air Conditioning

West Oakland

HK$3,193 total

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with dark blue cabinets, a white marble countertop, and a stainless steel stove.

4. Stunning Two Bedroom Mediterranean Home

West Oakland

HK$5,485 total

includes taxes & fees

18 Oct - 19 Oct

A Victorian-style house with large windows, a front porch, and a garage.

5. Charming Garden Level Flat and Walk to Beach & Cafes

West Alameda

Eileen S.

HK$2,735 total

includes taxes & fees

11 Oct - 12 Oct

A bedroom with a bed, a chair, a door, and a painting on the wall.

6. Spacious 1-bedroom in Oakland with AC

Grand Lake

ellen m.

HK$2,779 total

includes taxes & fees

12 Oct - 13 Oct

A room with a sofa, armchair, and a small table with a lamp. There are shelves with various items and a green wall in the background.

7. Charming baseball themed 2-story building with cable TV, wi-fi & stereo system.

Northwest Berkeley

Edward

HK$1,177 total

includes taxes & fees

7 Oct - 8 Oct

A room with a wooden desk, a chair, a sofa, a lamp, and a framed picture on the wall.

8. Historic 4BR Alameda Victorian Near Beach & SF

West Alameda

Roey E.

HK$3,596 total

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a fireplace, a television, and a dining area with a table and chairs.

9. Whole House to Yourself – Free Parking, Near Downtown Oakland

Oakland

Osa Gaius

HK$2,854 total

includes taxes & fees

19 Oct - 20 Oct

A living room with a brick fireplace, a sofa, a television, and shelves with decorative items.

10. Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Oakland

Melody B.

HK$3,078 total

includes taxes & fees

8 Oct - 9 Oct

11. Tranquil house with beautiful garden in Emeryville

Triangle

MIKE S.

HK$2,527 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with white cabinets, a granite countertop, and a stainless steel dishwasher.

12. Cozy Oakland 2BR Home - Near Airport, BART & I-880

Oakland

Pablo

HK$1,992 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with dark cabinets, stainless steel appliances, a gas stove, and a dining area with wooden chairs and a table.

13. Bumblebee House - NEW 30% OFF Feb March Apr May June July Aug Sept Central Heat

West Oakland

Dawn M.

HK$2,780 total

includes taxes & fees

7 Oct - 8 Oct

Living room and dedicated desk area on the right

14. Charming Chez Toi Cottage with Lush Garden

Oakmore

djgccl

A wooden deck with a metal railing overlooking a cityscape and a body of water.

15. Cozy Berkeley Hills Home with Stunning Views

Berkeley Hills

Rebecca B.

A wooden deck with a railing, surrounded by trees and a clear sky.

16. Retreat in the trees on a beautiful trailhead. Ideal for a family near Berkeley.

Piedmont Pines

Cheryl L.

HK$3,709 total

includes taxes & fees

12 Oct - 13 Oct

A spacious dining area with a long wooden table, a chandelier, and a view of a living room with a sofa and a window.

17. Charming Victorian Retreat 4BD-2BT-1 off street parking.

West Oakland

Allen S.

HK$5,054 total

includes taxes & fees

19 Oct - 20 Oct

A door with a number plaque above it, a doormat, and a white wall with a window.

18. Renovated Historic House minutes from SF!

West Oakland

Alex C.

HK$6,043 total

includes taxes & fees

12 Oct - 13 Oct

Relax in the inviting living room featuring a classic brick fireplace, mounted TV, and warm wood accents for a cozy and comfortable stay

19. Rare Luxury Berkeley Retreat w/ Hot Tub

Elmwood

Lily V.

HK$4,801 total

includes taxes & fees

12 Oct - 13 Oct

A garden with a wooden fence, a hot tub, and a stone pathway.

20. Berkeley Retreat w/ Chef’s Kitchen & Hot Tub

Elmwood

Ann P.

HK$4,800 total

includes taxes & fees

8 Oct - 9 Oct

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Top Oakland Hotel Reviews

Hilton Garden Inn San Francisco/Oakland Bay Bridge

10/10 Excellent

"The rooms were clean and the staff very friendly"

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