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Search results; Over 1,000 homes in Oakland

Top guest favourite
Cabin in Oakland
SUGARBUSH - Sweet Serenity Tiny House
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.98 out of 5 average rating, 179 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
5.0 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
5.0 out of 5 average rating, 103 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
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
Top guest favourite
Cottage in Oakland
Stone Haven
4.96 out of 5 average rating, 205 reviews, 2 bedrooms, 4 beds, 1 bathroom
28 Jul – 2 Aug
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
Cabin in McHenry
Spacious 5BR Family Cabin
5.0 out of 5 average rating, 55 reviews, 5 bedrooms, 8 beds, 5.5 bathrooms
12–17 Jul
Guest favourite
Home in Oakland
The Other House
4.94 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Terra Alta
1 Mi to Resort Beach: Alpine Lake A-Frame!
4.94 out of 5 average rating, 17 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Guest favourite
Home in Oakland
Cottage on Jericho Road
4.75 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Top guest favourite
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
27 Jul – 1 Aug
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
4.82 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Nov – 3 Dec
Top guest favourite
Chalet in Oakland
The Dacha - Lake Views, Hot Tub, minutes from Wisp
4.99 out of 5 average rating, 157 reviews, 3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
Guest favourite
Cottage in Oakland
Pet friendly-Cottage in the Woods
4.9 out of 5 average rating, 243 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cabin in Oakland
C Box MountainTop
4.94 out of 5 average rating, 52 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
4.95 out of 5 average rating, 42 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Holiday home in Oakland
Lakefront Cabin in Stunning Storybook Setting
4.97 out of 5 average rating, 139 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
4.73 out of 5 average rating, 88 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Oakland
The Wise Quack - A Taste of Deep Creek Lake!
4.82 out of 5 average rating, 132 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept