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Search results; Over 1,000 homes in Oakland

Guest favourite
Cabin in Oakland
Lakehound Lodge - lake view, pet friendly
3 bedrooms, 3 beds, 3 private bathrooms
21–26 Aug
,
4.92 out of 5 average rating, 267 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed
15–20 Aug
5.0 out of 5 average rating, 177 reviews
Guest favourite
Cabin in Oakland
Oakland Bear Lair | 7BR Luxury Log | Pool, Hot tub
7 bedrooms, 12 beds
20–25 Sept
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Oakland
Stone Haven
2 bedrooms, 4 beds
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
9–14 Aug
4.89 out of 5 average rating, 107 reviews
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds
9–14 Aug
4.98 out of 5 average rating, 162 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds
10–15 Aug
4.82 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 114 reviews
Superhost
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
3 bedrooms, 6 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Oakland
Dancing Bears
3 bedrooms, 4 beds
9–14 Aug
4.97 out of 5 average rating, 230 reviews
Superhost
Cabin in Oakland
2 great cabins - 1 special memory
5 bedrooms, 9 beds
30 Aug – 4 Sept
Top guest favourite
Cabin in Accident
Rustic Luxe Cabin (4x4 Required)
2 bedrooms, 4 beds
16–21 Aug
4.98 out of 5 average rating, 94 reviews
Superhost
Home in McHenry
Lake Bear Lair | 4BR Lake View Home | Hot Tub
4 bedrooms, 8 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
2 bedrooms, 2 beds
28 Dec – 2 Jan
4.82 out of 5 average rating, 84 reviews
Top guest favourite
Cabin in Oakland
C Box MountainTop
2 bedrooms, 3 beds
28 Aug – 2 Sept
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
2 bedrooms, 2 queen beds
16–21 Aug
4.95 out of 5 average rating, 393 reviews
Guest favourite
Townhouse in Oakland
LakeView Nook - Walk to Coffee Shop & Boat Slip
1 bedroom, 2 beds
9–14 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Oakland
LakeShore LoftHouse
2 bedrooms, 4 beds
16–21 Aug
4.92 out of 5 average rating, 38 reviews
Top guest favourite
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
3 bedrooms, 7 beds
27 Aug – 1 Sept
4.98 out of 5 average rating, 45 reviews