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Search results; Over 1,000 homes in Oakland

Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 169 reviews
Top guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
4.89 out of 5 average rating, 104 reviews
Superhost
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.73 out of 5 average rating, 86 reviews
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 102 reviews
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 385 reviews
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
4.71 out of 5 average rating, 14 reviews
Guest favourite
Home in Oakland
"Das Haus Am See" (the house at the lake)
3 bedrooms, 3 beds, 3 bathrooms
25–30 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Oakland
The Wise Quack - A Taste of Deep Creek Lake!
3 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug
4.82 out of 5 average rating, 131 reviews
Top guest favourite
Cabin in Oakland
Dog Friendly Cabin in the Woods, Hot Tub & Firepit
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.97 out of 5 average rating, 33 reviews
Guest favourite
Cabin in Oakland
Quiet 2 bdrm cottage w/firepit & trees
2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
4.92 out of 5 average rating, 78 reviews
Top guest favourite
Cabin in Oakland
C Box MountainTop
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Home in Oakland
Lazy Bear Cabin Deep Creek Lake
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Jul
4.96 out of 5 average rating, 92 reviews
Guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
4 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Cabin in Oakland
Molly
1 bedroom, 1 queen bed, 1 bathroom
6–11 Jul
4.99 out of 5 average rating, 167 reviews
Guest favourite
Townhouse in Oakland
Lake View Condo with Grill and Wood Fireplace!
2 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.9 out of 5 average rating, 263 reviews
Top guest favourite
Home in Oakland
Cozy Mountain Cabin - Minutes from Wisp
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.94 out of 5 average rating, 47 reviews
Top guest favourite
Home in Oakland
Spring is in the air at our Lake View Condo!
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.97 out of 5 average rating, 121 reviews