Oakland holiday homes
We found 4,145 holiday rentals — enter your dates for availability
Choose the right holiday rental that's near Oakland, CA (OAK-Oakland Intl.). Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as a garden and pool. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Oakland, CA (OAK-Oakland Intl.)
Showing deals for:15 Aug - 22 Aug
Image gallery for Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Spacious Comfy Renovated 4 BR 3 bath, quiet location, convenient to 101/280
Belmont, CA
11% off
Price is NZ$5,917
NZ$5,917
NZ$845 per night
includes taxes & fees
Image gallery for Luxe Villa - Family and Corporate Rental Sleeps 21
1010 out of 10 rating
Exceptional
(9 reviews)
Luxe Villa - Family and Corporate Rental Sleeps 21
Castro Valley, CA
9% off
Price is NZ$57,605
NZ$57,605
NZ$8,229 per night
includes taxes & fees
Image gallery for The Peacock Palace
1010 out of 10 rating
Exceptional
(28 reviews)
The Peacock Palace
San Francisco, CA
8% off
Price is NZ$42,169
NZ$42,169
NZ$6,024 per night
includes taxes & fees
Image gallery for By The Bay Retreat
1010 out of 10 rating
Exceptional
(5 reviews)
By The Bay Retreat
Castro Valley, CA
8% off
Price is NZ$6,381
NZ$6,381
NZ$912 per night
includes taxes & fees
Image gallery for 🌊🌞 4BR Ocean-View Oasis with Hot Tub, Arcade, and EV Plug by SF & Beaches 🏖️
9.69.6 out of 10 rating
Exceptional
(11 reviews)
🌊🌞 4BR Ocean-View Oasis with Hot Tub, Arcade, and EV Plug by SF & Beaches 🏖️
Pacifica, CA
8% off
Price is NZ$10,470
NZ$10,470
NZ$1,496 per night
includes taxes & fees
Image gallery for San Francisco East Bay Hilltop Compound with 360 views close to everything
1010 out of 10 rating
Exceptional
(8 reviews)
San Francisco East Bay Hilltop Compound with 360 views close to everything
Oakland, CA
13% off
Price is NZ$4,120
NZ$4,120
NZ$589 per night
includes taxes & fees
Image gallery for PIED-A-TERRE in Cow Hollow/Pacific Heights District
1010 out of 10 rating
Exceptional
(20 reviews)
PIED-A-TERRE in Cow Hollow/Pacific Heights District
San Francisco, CA
7% off
Price is NZ$5,885
NZ$5,885
NZ$841 per night
includes taxes & fees
Image gallery for Secluded Garden Retreat conveniently located between SFO & SF
1010 out of 10 rating
Exceptional
(46 reviews)
Secluded Garden Retreat conveniently located between SFO & SF
South San Francisco, CA
9% off
Price is NZ$4,384
NZ$4,384
NZ$626 per night
includes taxes & fees
Image gallery for 2019 Build, New, Modern, Stunning 4 Bedroom 3 Bath Home w/ Ocean View!
1010 out of 10 rating
Exceptional
(7 reviews)
2019 Build, New, Modern, Stunning 4 Bedroom 3 Bath Home w/ Ocean View!
Pacifica, CA
7% off
Price is NZ$12,793
NZ$12,793
NZ$1,828 per night
includes taxes & fees
Image gallery for Local Style Living Inside the Big City! Two miles to UCSF and Golden Gate Park!
1010 out of 10 rating
Exceptional
(83 reviews)
Local Style Living Inside the Big City! Two miles to UCSF and Golden Gate Park!
San Francisco, CA
7% off
Price is NZ$4,152
NZ$4,152
NZ$593 per night
includes taxes & fees
Image gallery for 5 MINUTE WALK TO BUSES & BART
1010 out of 10 rating
Exceptional
(102 reviews)
5 MINUTE WALK TO BUSES & BART
San Francisco, CA
8% off
Price is NZ$6,043
NZ$6,043
NZ$863 per night
includes taxes & fees
Image gallery for ULTRA LUXE Lafayette Modern House Brand NEW
1010 out of 10 rating
Exceptional
(5 reviews)
ULTRA LUXE Lafayette Modern House Brand NEW
Lafayette, CA
8% off
Price is NZ$11,958
NZ$11,958
NZ$1,708 per night
includes taxes & fees
Image gallery for Luxury living minutes from the heart of SF! One block away from Bart station.
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Luxury living minutes from the heart of SF! One block away from Bart station.
Daly City, CA
7% off
Price is NZ$17,447
NZ$17,447
NZ$2,492 per night
includes taxes & fees
Image gallery for Private 3BR/2BA/Pet Friendly Next To Ocean Beach
8.88.8 out of 10 rating
Excellent
(59 reviews)
Private 3BR/2BA/Pet Friendly Next To Ocean Beach
San Francisco, CA
16% off
Price is NZ$3,916
NZ$3,916
NZ$559 per night
includes taxes & fees
Image gallery for Kasa La Monarca | Traditional Studio + Live like a Local in San Francisco
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Kasa La Monarca | Traditional Studio + Live like a Local in San Francisco
San Francisco, California
12% off
Price is NZ$2,605
NZ$2,605
NZ$372 per night
includes taxes & fees
Image gallery for Recently Renovated 2br Home: Style, Comfort & Convenience! Parking Included!
1010 out of 10 rating
Exceptional
(14 reviews)
Recently Renovated 2br Home: Style, Comfort & Convenience! Parking Included!
Oakland, CA
8% off
Price is NZ$2,803
NZ$2,803
NZ$400 per night
includes taxes & fees
Image gallery for Relaxing Home with Sweeping Views, Chef's Kitchen and Hot Tub in Center of SF
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Relaxing Home with Sweeping Views, Chef's Kitchen and Hot Tub in Center of SF
San Francisco, CA
8% off
Price is NZ$9,144
NZ$9,144
NZ$1,306 per night
includes taxes & fees
Image gallery for Kasa The Niche | Cozy Queen Micro-pod
9.29.2 out of 10 rating
Wonderful
(37 reviews)
Kasa The Niche | Cozy Queen Micro-pod
Redwood City, California
8% off
Price is NZ$1,964
NZ$1,964
NZ$281 per night
includes taxes & fees
Image gallery for Guest Home Oasis in the Beautiful Berkeley Hills
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Guest Home Oasis in the Beautiful Berkeley Hills
Berkeley, CA
9% off
Price is NZ$5,604
NZ$5,604
NZ$801 per night
includes taxes & fees
Image gallery for 2BR Home in Menlo Park Near Stanford University!
1010 out of 10 rating
Exceptional
(12 reviews)
2BR Home in Menlo Park Near Stanford University!
Menlo Park, CA
6% off
Price is NZ$4,081
NZ$4,081
NZ$583 per night
includes taxes & fees
Image gallery for Coastal Zen Den
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Coastal Zen Den
Alameda, CA
7% off
Price is NZ$2,604
NZ$2,604
NZ$372 per night
includes taxes & fees
Image gallery for Luxury Studio in the heart of Silicon Valley
1010 out of 10 rating
Exceptional
(32 reviews)
Luxury Studio in the heart of Silicon Valley
Redwood City, CA
13% off
Price is NZ$2,943
NZ$2,943
NZ$420 per night
includes taxes & fees
Image gallery for @ Marbella Lane - Hidden Gem in Pacifica!
9.49.4 out of 10 rating
Exceptional
(30 reviews)
@ Marbella Lane - Hidden Gem in Pacifica!
Pacifica, California
15% off
Price is NZ$8,468
NZ$8,468
NZ$1,210 per night
includes taxes & fees
Image gallery for 8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown
1010 out of 10 rating
Exceptional
(11 reviews)
8 BR 8 bath, Great for Groups/Retreats, Complete New Renovation, Walk Downtown
San Mateo, CA
9% off
Price is NZ$16,997
NZ$16,997
NZ$2,428 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Oakland
Kasa La Monarca San Francisco
Sleeps 2 · 1 bedroom
8.08.0 out of 10
Very goodvery good
145 reviews(145 reviews)
West oakland home minutes from San Francisco FLEXIBLE CANCELLATION !
Sleeps 5 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
W. Menlo Luxurious executive mansion over 4000sqft
Sleeps 22 · 5 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
23 reviews(23 reviews)
SFO/South San Francsico Sweet Home-10 minutes from SFO
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Relax in an unique artistic house and with nature
Sleeps 2 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
Top rated rentals - Oakland
Family short break
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value