Beginning of main content

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any vacation rental reservation


Vacation Rentals in Oakland

See all Vacation Rentals in Oakland
Beautiful, Charming Lakefront Cabin With Stunning Views And Private Dock

Beautiful, Charming Lakefront Cabin With Stunning Views And Private Dock

1585 Pergin Farm Road, Oakland
4.8 out of 5 (31 reviews)

Situated on a lake, this property is 11.5 mi (18.5 km) from Wisp Resort and within 20 mi (32 km) of Thousand Acres Lakeside Golf Course and Cranesville Swamp ...

Get Rates

Get Rates
Memories Made at the Golden Pond Last a Lifetime

Memories Made at the Golden Pond Last a Lifetime

939 Glendale Rd., Oakland

Situated on a lake, this property is 6.7 mi (10.7 km) from Wisp Resort and 6.9 mi (11.2 km) from Thousand Acres Lakeside Golf Course. Cranesville Swamp Natural ...

Get Rates

Get Rates
Child-friendly Luxurious Lodge one Block From the Lake

Child-friendly Luxurious Lodge one Block From the Lake

267 Gila Trail, Oakland
4.5 out of 5 (24 reviews)

Situated in Oakland, this vacation home is 3.8 mi (6.1 km) from Wisp Resort and 10.5 mi (16.8 km) from Thousand Acres Lakeside Golf Course. Cranesville Swamp ...

Get Rates

Get Rates
Wispy Mountain Hop @ Deep Creek Lake

Wispy Mountain Hop @ Deep Creek Lake

140 Taylor Lane, McHenry

Situated in Oakland, this resort is 3 mi (4.9 km) from Wisp Resort and 11.2 mi (18 km) from Cranesville Swamp Natural Area. Thousand Acres Lakeside Golf Course ...

Get Rates

Get Rates
Almost Heaven @ Deep Creek Lake

Almost Heaven @ Deep Creek Lake

2150 Stockslager Rd, Oakland

Situated on a lake, this resort is 6.8 mi (10.9 km) from Wisp Resort and 10.7 mi (17.3 km) from Cranesville Swamp Natural Area. Thousand Acres Lakeside Golf ...

Get Rates

Get Rates
Three Bedroom Cabin On Wooded Lot Near Lake. Secluded, Family And Pet Friendly

Three Bedroom Cabin On Wooded Lot Near Lake. Secluded, Family And Pet Friendly

156 Red Run Road, Oakland
4.5 out of 5 (10 reviews)

Situated in a rural location, this property is within 12 mi (20 km) of Wisp Resort, Cranesville Swamp Natural Area, and Thousand Acres Lakeside Golf Course. ...

Get Rates

Get Rates
Map

Vacation Rentals in Oakland

Search for Vacation Rentals in Oakland on Expedia.com! You can easily find your home rentals, villas, short-term apartments for rent in Oakland using one of the methods below: 

  • View our selection of featured home rentals in Oakland
  • Use the map to find apartments and other vacation rentals in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on vacation rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!