
Vacation rentals in Oakland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Guest favourite

Cabin in Swanton
5 out of 5 average rating, 20 reviewsLuxurious Couples Getaway; Private Pond! Hot Tub!
Guest favourite

Townhouse in Oakland
4.95 out of 5 average rating, 78 reviewsPERFECT LOCATION!!! Deep Creek Bear Retreat!
Guest favourite

Treehouse in McHenry
4.97 out of 5 average rating, 87 reviewsTreehouse in Deep Creek Lake
Top guest favourite

Cabin in McHenry
4.98 out of 5 average rating, 88 reviews1BR Romantic Couples Getaway!
Guest favourite

Cottage in Oakland
4.95 out of 5 average rating, 58 reviewsDeep Creek Lake Cabin 3BR 1.5BA King Bed Near Wisp
Top guest favourite

Cabin in Oakland
4.98 out of 5 average rating, 51 reviewsMay the Forest be with you
Guest favourite

Cabin in Oakland
4.94 out of 5 average rating, 33 reviewsDeep Creek Aframe : Lake View, Dock slip, Hot Tub
Guest favourite

Home in Accident
4.95 out of 5 average rating, 75 reviewsPeaceful nature retreat nestled in a forested area
Quick stats about vacation rentals in Oakland
Total rentals
10 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
750 reviews
Pet-friendly rentals
10 properties allow pets
Wifi availability
10 properties include access to wifi
Popular amenities
Self check-in, Gym, and BBQ grill
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- Seven Springs Mountain Resort
- Fallingwater
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Timberline Mountain
- Hidden Valley Resort
- Ohiopyle State Park
- Wisp Resort
- Lakeview Golf Resort
- White Grass
- Lodestone Golf Course
- Winter Experiences at The Peak
- Canaan Valley Ski Resort
- Pete Dye Golf Club
- Warden Lake