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Search results; Over 1,000 homes in Oakland

Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds, 2.5 private bathrooms
9–14 Aug
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4.98 out of 5 average rating, 162 reviews
Top guest favourite
Cabin in Oakland
Oakland Bear Lair | 7BR Luxury Log | Pool, Hot tub
7 bedrooms, 10 beds
20–25 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds
10–15 Aug
4.9 out of 5 average rating, 106 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, 175 reviews
Superhost
Cabin in Oakland
2 great cabins - 1 special memory
5 bedrooms, 9 beds
30 Aug – 4 Sept
Guest favourite
Chalet in Oakland
Log chalet w/ hot tub & BBQ grill
5 bedrooms, 8 beds
23–28 Aug
4.87 out of 5 average rating, 52 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds
10–15 Aug
4.79 out of 5 average rating, 19 reviews
Superhost
Home in McHenry
Lake Bear Lair | Formerly Stars & Stripes | HotTub
4 bedrooms, 8 beds
16–21 Aug
New place to stay
Top guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
4 bedrooms, 6 beds
23–28 Aug
4.96 out of 5 average rating, 45 reviews
Home in Oakland
Secluded Oakland Gem w/ Hot Tub: Dogs Welcome!
3 bedrooms, 4 beds
23–28 Aug
4.88 out of 5 average rating, 52 reviews
Guest favourite
Cabin in Oakland
HotTub-FirePit-8MintoWisp-Arcade-N64-NoCleaningFee
4 bedrooms, 9 beds
23–28 Aug
4.99 out of 5 average rating, 202 reviews
Guest favourite
Cabin in Terra Alta
Mountain cabin w/ deck & lake access
6 bedrooms, 9 beds
23–28 Aug
4.94 out of 5 average rating, 17 reviews
Superhost
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
3 bedrooms, 6 beds
25–30 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Oakland
Historic 6BR Family Getaway
6 bedrooms, 7 beds
18–23 Oct
5.0 out of 5 average rating, 8 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, 390 reviews
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
1 bedroom, 1 queen bed
2–7 Aug
4.73 out of 5 average rating, 89 reviews
Top guest favourite
Cabin in Oakland
CharmingHome7PersonHotTubFirePit2Arcades9MintoWisp
4 bedrooms, 10 beds
16–21 Aug
5.0 out of 5 average rating, 105 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
Top guest favourite
Cabin in Accident
Rustic Luxe Cabin (4x4 Required)
2 bedrooms, 4 beds
11–16 Aug
4.98 out of 5 average rating, 94 reviews