
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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Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Top guest favourite

Farm stay in Swanton
5 out of 5 average rating, 82 reviewsThe Country Nook at Waters Run Farmlands w/WI-FI
Top guest favourite

Home in Oakland
4.94 out of 5 average rating, 69 reviewsThe Little Fox Den *Lake View*
Superhost

Cabin in Elk Garden
4.55 out of 5 average rating, 67 reviewsCabin C at Abrams Creek
Top guest favourite

Cabin in Oakland
5 out of 5 average rating, 67 reviewsCabin w/ Hot Tub, Fire pit – near Deep Creek Lake!
Guest favourite

Cabin in Oakland
4.9 out of 5 average rating, 20 reviewsC Box MountainTop
Top guest favourite

Condo in Oakland
5 out of 5 average rating, 26 reviewsLandlocked@DCL Lakefront with Dock
Superhost

Cabin in McHenry
4.95 out of 5 average rating, 20 reviewsKaya Cabin on Deep Creek Lake
Guest favourite

Home in Accident
4.91 out of 5 average rating, 90 reviewsPeaceful nature retreat nestled in a forested area
Destinations to explore
- New York City Vacation rentals
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- Greater Toronto and Hamilton Area Vacation rentals
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- Mount Pocono Vacation rentals
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- Fallingwater
- Timberline Mountain
- Seven Springs Mountain Resort
- Wisp Resort
- Ohiopyle State Park
- Blackwater Falls State Park
- Hidden Valley Resort
- Canaan Valley Resort & Conference Center
- Pete Dye Golf Club
- Lakeview Golf Resort
- White Grass
- Pikewood National Golf Club
- Canaan Valley Ski Resort
- Lodestone Golf Course
- Winter Experiences at The Peak
- Warden Lake
- Forks of Cheat Winery
- West Whitehill Winery
- Mountain Dragon Mazery Fine Honey Wine