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Search results; Over 1,000 homes in Oakland

Guest favourite
Chalet in Oakland
Private (5 Star!) Lake Access Chalet w/ Hot Tub
3 bedrooms, 5 beds, 2 private bathrooms
1–6 Aug
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4.96 out of 5 average rating, 363 reviews
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
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
Home in Oakland
Cottage on Jericho Road
4.71 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Guest favourite
Home in Oakland
Historic 6BR Family Getaway
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 7 beds, 2.5 bathrooms
21–26 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
Tiny home in Oakland
Lil' Sumpin
5.0 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 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
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
Top guest favourite
Cottage in Oakland
Stone Haven
4.96 out of 5 average rating, 203 reviews, 2 bedrooms, 4 beds, 1 bathroom
28 Jul – 2 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
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
4.98 out of 5 average rating, 41 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
27 Jul – 1 Aug
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
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
Home in Oakland
Elegant Home Away: Hot Tub/Game Room/Kid-Friendly
4.9 out of 5 average rating, 49 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Home in Oakland
Lazy Bear Cabin Deep Creek Lake
4.96 out of 5 average rating, 92 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
Guest favourite
Cabin in McHenry
Skyeia Cabin on Deep Creek Lake
5.0 out of 5 average rating, 22 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
Guest favourite
Camper van/Motorhome in Oakland
A quaint camper minutes from Deep Creek Lake
4.93 out of 5 average rating, 14 reviews, 1 bedroom, 3 beds, 1 bathroom
4–9 Jul
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