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Search results; Over 1,000 homes in Oakland

Top guest favourite
Cabin in Oakland
The Falls Cabin ↟↟ secluded log cabin in the woods
3 bedrooms, 5 beds, 2 private bathrooms
9–14 Aug
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4.98 out of 5 average rating, 119 reviews
Guest favourite
Cabin in Oakland
Oakland Bear Lair | 7BR Luxury Log | Pool, Hot tub
7 bedrooms, 11 beds, 4 bathrooms
20–25 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 177 reviews
Top guest favourite
Cottage in Oakland
Stone Haven
2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 208 reviews
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.89 out of 5 average rating, 108 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.82 out of 5 average rating, 22 reviews
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 162 reviews
Superhost
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
3 bedrooms, 6 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 115 reviews
Superhost
Cabin in Oakland
2 great cabins - 1 special memory
5 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Cabin in Oakland
Dancing Bears
3 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 230 reviews
Top guest favourite
Cabin in Oakland
C Box MountainTop
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.94 out of 5 average rating, 54 reviews
Guest favourite
Home in Oakland
LakeShore LoftHouse
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.92 out of 5 average rating, 38 reviews
Guest favourite
Townhouse in Oakland
LakeView Nook - Walk to Coffee Shop & Boat Slip
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.9 out of 5 average rating, 10 reviews
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
2 bedrooms, 2 beds, 1 bathroom
28 Dec – 2 Jan
4.82 out of 5 average rating, 84 reviews
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 393 reviews
Top guest favourite
Cabin in Oakland
SUGARBUSH - Sweet Serenity Tiny House
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 180 reviews
Guest favourite
Chalet in Oakland
Log chalet w/ hot tub & BBQ grill
5 bedrooms, 8 beds, 4 bathrooms
23–28 Aug
4.84 out of 5 average rating, 55 reviews
Guest favourite
Home in Oakland
Lucy’s Lookout
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.89 out of 5 average rating, 9 reviews