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Holiday rentals near Old Oakland
We found 2,377 holiday rentals — enter your dates for availability
If you'd like to stay close to Old Oakland, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Old Oakland
Showing deals for:19 Sept - 26 Sept
Image gallery for Live the Penthouse Dream – Luxe, Views & Vibes in Iconic North Beach
9.89.8 out of 10 rating
Exceptional
(79 reviews)
Live the Penthouse Dream – Luxe, Views & Vibes in Iconic North Beach
San Francisco, CA
30% off
Price is NZ$16,942
NZ$16,942
NZ$2,420 per night
includes taxes & fees
Image gallery for Kasa La Monarca | Welcoming Studio in San Francisco, Enjoy Local Eateries
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Kasa La Monarca | Welcoming Studio in San Francisco, Enjoy Local Eateries
San Francisco, California
12% off
Price is NZ$2,615
NZ$2,615
NZ$374 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$2,739
NZ$2,739
NZ$391 per night
includes taxes & fees
Image gallery for "Kensington Quarters -your own boutique retreat"
1010 out of 10 rating
Exceptional
(18 reviews)
"Kensington Quarters -your own boutique retreat"
Berkeley, CA
8% off
Price is NZ$2,300
NZ$2,300
NZ$329 per night
includes taxes & fees
Image gallery for Spacious Home near Downtown San Leandro
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Spacious Home near Downtown San Leandro
San Leandro, CA
13% off
Price is NZ$2,451
NZ$2,451
NZ$350 per night
includes taxes & fees
Image gallery for The Largest Victorian Rental in San Francisco
9.69.6 out of 10 rating
Exceptional
(8 reviews)
The Largest Victorian Rental in San Francisco
San Francisco, CA
7% off
Price is NZ$4,912
NZ$4,912
NZ$702 per night
includes taxes & fees
Image gallery for Stunning and walkable 1 Bdrm Near the North Berkeley Bart
1010 out of 10 rating
Exceptional
(220 reviews)
Stunning and walkable 1 Bdrm Near the North Berkeley Bart
Berkeley, CA
10% off
Price is NZ$2,049
NZ$2,049
NZ$293 per night
includes taxes & fees
Image gallery for Peace House Grand Victorian
1010 out of 10 rating
Exceptional
(23 reviews)
Peace House Grand Victorian
San Francisco, CA
16% off
Price is NZ$22,574
NZ$22,574
NZ$3,225 per night
includes taxes & fees
Image gallery for Modern 2BR in Rockridge / Berkeley, Walkable to Shops, Dining, Grocers, BART
9.89.8 out of 10 rating
Exceptional
(124 reviews)
Modern 2BR in Rockridge / Berkeley, Walkable to Shops, Dining, Grocers, BART
Oakland, CA
7% off
Price is NZ$2,924
NZ$2,924
NZ$418 per night
includes taxes & fees
Image gallery for 3BR, 2BA Home, stunning views, sleeps 7, Garage + 240V EV Charging station
1010 out of 10 rating
Exceptional
(76 reviews)
3BR, 2BA Home, stunning views, sleeps 7, Garage + 240V EV Charging station
San Francisco, CA
8% off
Price is NZ$11,880
NZ$11,880
NZ$1,697 per night
includes taxes & fees
Image gallery for Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
1010 out of 10 rating
Exceptional
(7 reviews)
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland, CA
9% off
Price is NZ$1,889
NZ$1,889
NZ$270 per night
includes taxes & fees
Image gallery for Chic 4 rm 1 bed retreat, No Berkeley area, WiFi, private deck, near UC, nature,
1010 out of 10 rating
Exceptional
(23 reviews)
Chic 4 rm 1 bed retreat, No Berkeley area, WiFi, private deck, near UC, nature,
Berkeley, CA
7% off
Price is NZ$2,061
NZ$2,061
NZ$294 per night
includes taxes & fees
Image gallery for Family-Friendly Room with Seperate Queen Bedroom and Two Twin Bedroom w/parking
8.48.4 out of 10 rating
Very good
(8 reviews)
Family-Friendly Room with Seperate Queen Bedroom and Two Twin Bedroom w/parking
San Francisco, CA
17% off
Price is NZ$3,243
NZ$3,243
NZ$463 per night
includes taxes & fees
Image gallery for Amazing Suite with Bay View / Deck Sleeps 6
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Amazing Suite with Bay View / Deck Sleeps 6
San Francisco, CA
6% off
Price is NZ$4,675
NZ$4,675
NZ$668 per night
includes taxes & fees
Image gallery for Luxury Warm Cozy Home
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Warm Cozy Home
Emeryville, CA
8% off
Price is NZ$1,708
NZ$1,708
NZ$244 per night
includes taxes & fees
Image gallery for Oakland Hills Home: Artistic, Spacious, with Views, Home Office, and Gym
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Oakland Hills Home: Artistic, Spacious, with Views, Home Office, and Gym
Oakland, CA
12% off
Price is NZ$8,256
NZ$8,256
NZ$1,179 per night
includes taxes & fees
Image gallery for Bon Voyage Home. Great For Getting Around Town!
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Bon Voyage Home. Great For Getting Around Town!
Oakland, CA
8% off
Price is NZ$3,385
NZ$3,385
NZ$484 per night
includes taxes & fees
Image gallery for The most desired & safest location in Oakland!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
The most desired & safest location in Oakland!
Oakland, CA
8% off
Price is NZ$3,841
NZ$3,841
NZ$549 per night
includes taxes & fees
Image gallery for BridgesView Spa & Couples Retreat with 2 easy parking spaces & laundry
1010 out of 10 rating
Exceptional
(97 reviews)
BridgesView Spa & Couples Retreat with 2 easy parking spaces & laundry
Oakland, CA
6% off
Price is NZ$2,486
NZ$2,486
NZ$355 per night
includes taxes & fees
Image gallery for Studio A - Modern Montclair Studio complete kitchen, bathroom plus loft sleeps 4
1010 out of 10 rating
Exceptional
(21 reviews)
Studio A - Modern Montclair Studio complete kitchen, bathroom plus loft sleeps 4
Oakland, CA
8% off
Price is NZ$2,397
NZ$2,397
NZ$342 per night
includes taxes & fees
Image gallery for Renovated Airstream with Garden
1010 out of 10 rating
Exceptional
(5 reviews)
Renovated Airstream with Garden
Berkeley, CA
8% off
Price is NZ$2,573
NZ$2,573
NZ$368 per night
includes taxes & fees
Image gallery for Upscale Family Friendly Craftsman - Minutes From UC Berkeley - Discounted!
9.89.8 out of 10 rating
Exceptional
(38 reviews)
Upscale Family Friendly Craftsman - Minutes From UC Berkeley - Discounted!
Oakland, CA
11% off
Price is NZ$4,974
NZ$4,974
NZ$711 per night
includes taxes & fees
Image gallery for Lovely Studio w / private entrance
1010 out of 10 rating
Exceptional
(131 reviews)
Lovely Studio w / private entrance
Berkeley, CA
8% off
Price is NZ$1,634
NZ$1,634
NZ$233 per night
includes taxes & fees
Image gallery for Spacious 1906 Victorian in-law apartment
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious 1906 Victorian in-law apartment
Alameda, CA
8% off
Price is NZ$1,995
NZ$1,995
NZ$285 per night
includes taxes & fees
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Find the best place to stay - Old Oakland
Showing deals for: 13 Sept - 16 Sept
Kasa La Monarca San Francisco
Sleeps 2 · 1 bedroom
8.08.0 out of 10
Very goodvery good
149 reviews(149 reviews)
The current price is NZ$1,657
NZ$1,657
for 3 nights, 1 room
NZ$552 per night
includes taxes & fees
Unwind by the Bay with Stunning San Francisco Views! Pet-friendly Property!
Sleeps 3 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
The current price is NZ$1,037
NZ$1,037
for 3 nights, 1 room
NZ$346 per night
includes taxes & fees
Century-Old San Francisco Yacht
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.29.2 out of 10
Wonderfulwonderful
30 reviews(30 reviews)
The current price is NZ$2,045
NZ$2,045
for 3 nights, 1 houseboat
NZ$682 per night
includes taxes & fees
Standard Queen Room w/Ensuite Bathroom
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
26 reviews(26 reviews)
The current price is NZ$1,024
NZ$1,024
for 3 nights, 1 room
NZ$341 per night
includes taxes & fees
Quiet Garden Apt., geographic center of The City
Sleeps 3 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
260 reviews(260 reviews)
The current price is NZ$1,424
NZ$1,424
for 3 nights, 1 apartment
NZ$475 per night
includes taxes & fees
Sunny SF House w/ Parking, Great Location, Spacious and Convenient to Everything
Sleeps 8 · 3 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
5 reviews(5 reviews)
The current price is NZ$2,217
NZ$2,217
for 3 nights, 1 home
NZ$739 per night
includes taxes & fees
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