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Search results; Over 1,000 homes in Oakland

Guest favourite
Chalet in Oakland
Private Wooded Cabin 4 Bedroom Lake Access Hot Tub
4 bedrooms, 5 beds, 3 private bathrooms
8–13 Jul
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4.88 out of 5 average rating, 191 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 171 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
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
Home in Oakland
Spring is in the air at our Lake View Condo!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.97 out of 5 average rating, 122 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
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
Cozy Cabin in the Woods
2 bedrooms, 5 beds, 1.5 bathrooms
12–17 Jul
4.98 out of 5 average rating, 63 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
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 102 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
Guest favourite
Camper van/Motorhome in Oakland
A quaint camper minutes from Deep Creek Lake
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Terra Alta
Peaceful Cabin w/ Private Dock & Kayaks
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Oakland
Cozy Cabin w/ Hot Tub/Game Room – near Deep Creek!
3 bedrooms, 3 queen beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 80 reviews
Home in Oakland
New 5 Bedroom Home, Lake View, King Beds
5 bedrooms, 9 beds, 4.5 bathrooms
6–11 Jul
4.73 out of 5 average rating, 45 reviews
Top guest favourite
Home in Oakland
Elegant Home Away: Hot Tub/Game Room/Kid-Friendly
4 bedrooms, 9 beds, 3.5 bathrooms
19–24 Jul
4.9 out of 5 average rating, 49 reviews
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
2 bedrooms, 2 beds, 1 bathroom
28 Nov – 3 Dec
4.82 out of 5 average rating, 84 reviews
Guest favourite
Cottage in Oakland
Pet friendly-Cottage in the Woods
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.9 out of 5 average rating, 242 reviews