
Vacation rentals in Oakland
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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
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Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Guest favourite

Cabin in Swanton
5 out of 5 average rating, 25 reviewsLuxurious Couples Getaway; Private Pond! Hot Tub!
Top guest favourite

Loft in Oakland
5 out of 5 average rating, 9 reviewsLake Loft at Deep Creek Lake
Guest favourite

Treehouse in McHenry
4.97 out of 5 average rating, 91 reviewsTreehouse in Deep Creek Lake
Top guest favourite

Cabin in McHenry
4.98 out of 5 average rating, 91 reviews1BR Romantic Couples Getaway!
Guest favourite

Townhouse in Oakland
5 out of 5 average rating, 16 reviewsThe Lazy Bear - Townhome in Deep Creek
Top guest favourite

Cabin in Oakland
4.98 out of 5 average rating, 55 reviewsMay the Forest be with you
Guest favourite

Home in Oakland
4.84 out of 5 average rating, 31 reviewsElegant Home Away: Hot Tub/Game Room/Kid-Friendly
Guest favourite

Home in Accident
4.94 out of 5 average rating, 79 reviewsPeaceful nature retreat nestled in a forested area
Quick stats about vacation rentals in Oakland
Total rentals
10 properties
Nightly prices starting at
$82 CAD before taxes and fees
Total number of reviews
700 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Self check-in, Gym, and BBQ grill
Local attractions
Walmart Supercenter, Denny's, and Browning's Shop n Save
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- Fallingwater
- Seven Springs Mountain Resort
- Ohiopyle State Park
- Blackwater Falls State Park
- Timberline Mountain
- Wisp Resort
- Hidden Valley Resort
- Pikewood National Golf Club
- Canaan Valley Resort & Conference Center
- Lakeview Golf Resort
- Canaan Valley Ski Resort
- Lodestone Golf Course
- White Grass
- Winter Experiences at The Peak
- Mountain Dragon Mazery Fine Honey Wine
- Pete Dye Golf Club
- Warden Lake