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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
5.0 out of 5 average rating, 169 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
5.0 out of 5 average rating, 102 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Oakland
The Other House
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
4.89 out of 5 average rating, 104 reviews, 5 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
Guest favourite
Cabin in Oakland
Cozy Cabin in the Woods
4.98 out of 5 average rating, 63 reviews, 2 bedrooms, 5 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
4.95 out of 5 average rating, 385 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Cabin in Oakland
Dog Friendly Cabin in the Woods, Hot Tub & Firepit
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Home in Oakland
The Wise Quack - A Taste of Deep Creek Lake!
4.82 out of 5 average rating, 131 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug
Flat in Oakland
Charming 1-bdrm with balcony, Close to Everything.
4.7 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Oakland
Spring is in the air at our Lake View Condo!
4.97 out of 5 average rating, 122 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Oakland
"Das Haus Am See" (the house at the lake)
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 3 bathrooms
25–30 Jul
Top guest favourite
Treehouse in McHenry
Bird's Eye View
4.99 out of 5 average rating, 206 reviews, 1 bedroom, 3 beds, 1 bathroom
15–20 Nov
Top guest favourite
Cabin in Oakland
C Box MountainTop
4.94 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Guest favourite
Home in Oakland
Entire Home in the Heart of Deep Creek Lake
4.96 out of 5 average rating, 54 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Cabin in Terra Alta
Hike, Ski & Raft: Terra Alta Cabin w/ Large Deck
4.86 out of 5 average rating, 42 reviews, 3 bedrooms, 7 beds, 2 bathrooms
26–31 Jul
Superhost
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
4.73 out of 5 average rating, 86 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
4.98 out of 5 average rating, 158 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Cabin in Oakland
Cozy Cabin w/ Hot Tub/Game Room – near Deep Creek!
5.0 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug