Oakland Vacation Rentals - HolidayHomes base64Hash Oakland Vacation Rentals - HolidayHomes

Oakland Vacation Rentals

Browse 1,061 available vacation homes and compared across 9 trusted partners

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Top-Rated Vacation rentals in Oakland

Book the highest-rated Oakland vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
House Oakland

Vacation home with garden, barbeque & patio | Nature view

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Apartment Oakland

Holiday apartment with terrace & yard | Suitable for remote work

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Cabin Oakland

Serene Montclair Getaway

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House Oakland

Golden Gate Bridge View from Light, Bright Oakland Hills/Montclair Home

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House Oakland

Vacation home | Lake view

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Apartment Oakland

Attractive condo w sunny backyard in peaceful neighborhood

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Apartment Oakland

Condo in most sought-after neighborhoods with Secure parking

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House Oakland

Vacation home with patio | Nature view | Perfect for remote work

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Apartment Oakland

Rental apartment | City view

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House Oakland

Vacation home with terrace, barbecue & pool

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House Oakland

Fully equipped beautiful vacation home with garden & terrace | Suitable for remote work

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House Oakland

Family-friendly pleasant house with yard & patio | Suitable for remote work

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House Oakland

Huge 5 bedroom 3 bath Sweeping Bay Views Home Nestled in Oakland Hills.

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House Oakland

Newly Remodeled cozy 1 bedroom unit close to Public transportation, BART, & SF

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Cabin Oakland

San Francisco East Bay Hilltop Compound with 360 views close to everything

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Top 15 most Recommended Vacation Rentals in Oakland

Discover your ideal Oakland vacation rental with real-time comparisons of 1,061 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
Cabin Oakland
Cabin โˆ™ 6 guests โˆ™ 3 bedrooms

Cottage with 3 bedrooms for 6 persons

Oakland, Alameda County, California, United States
This cozy cabin in Longfellow accommodates 6 guests and features a fully equipped kitchen for convenient meal preparation.
from $289
per night
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Cabin Oakland
Cabin โˆ™ 5 guests โˆ™ 2 bedrooms

Family-oriented pleasant cottage with yard & hot tub | Pets allowed

Oakland, Alameda County, California, United States
This cozy cabin in Eastmont Hills accommodates 5 guests and features a relaxing hot tub for a perfect getaway.
from $160
per night
(41)
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House Oakland
House โˆ™ 4 guests โˆ™ 1 bedroom

Vacation home with yard & barbecue | Good for workation

Oakland, Alameda County, California, United States
Charming house rental in South Prescott for 4 guests featuring a spacious yard perfect for outdoor activities.
from $110
per night
(15)
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House Oakland
House โˆ™ 8 guests โˆ™ 4 bedrooms

Fully equipped vacation home

Oakland, Alameda County, California, United States
This spacious house rental in Ralph Bunche accommodates 8 guests and features a modern kitchen with essential appliances.
from $253
per night
(5)
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House Oakland
House โˆ™ 11 guests โˆ™ 4 bedrooms

Vacation home | Pets are welcome

Oakland, Alameda County, California, United States
Spacious house rental in Wentworth Holland accommodating 11 guests, featuring a fully equipped kitchen and pet-friendly options.
from $358
per night
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Cabin Oakland
Cabin โˆ™ 6 guests โˆ™ 3 bedrooms

Cottage with barbeque

Oakland, Alameda County, California, United States
This cozy cabin in Lower Dimond accommodates 6 guests and features a well-equipped kitchen for convenient meal preparation.
from $352
per night
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Cabin Oakland
Cabin โˆ™ 5 guests โˆ™ 2 bedrooms

Cottage with BBQ

Oakland, Alameda County, California, United States
Cozy cabin in Lower Dimond accommodating 5 guests, featuring a fully equipped kitchen for convenient meal preparation.
from $223
per night
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Cabin Oakland
Cabin โˆ™ 5 guests โˆ™ 2 bedrooms

Cottage with garden & terrace | City view

Oakland, Alameda County, California, United States
Cozy cabin in Hoover - Foster accommodating 5 guests with a fully equipped kitchen and a spacious yard for outdoor activities.
from $116
per night
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Cabin Oakland
Cabin โˆ™ 4 guests โˆ™ 1 bedroom

Cottage with 1 bedroom for 4 persons

Oakland, Alameda County, California, United States
Cozy cabin in Elmhurst Park for 4 guests featuring a charming fireplace perfect for relaxing evenings.
from $155
per night
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