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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
22–27 Aug
,
4.96 out of 5 average rating, 365 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
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, 18 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, 105 reviews
Home in Oakland
Lainee Jayne's at Deep Creek Lake
4 bedrooms, 5 beds
6–11 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
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, 161 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
Superhost
Home in Swanton
Lakefront w Private Dock, Hot Tub, Large Yard
5 bedrooms, 7 beds
8–13 Aug
New place to stay
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
2 great cabins - 1 special memory
5 bedrooms, 9 beds
2–7 Aug
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds
10–15 Aug
4.78 out of 5 average rating, 18 reviews
Home in Oakland
Secluded Oakland Gem w/ Hot Tub: Dogs Welcome!
3 bedrooms, 4 beds
17–22 Aug
4.88 out of 5 average rating, 52 reviews
Guest favourite
Cabin in Oakland
Deep Creek Aframe : Lake View, Dock slip, Hot Tub
5 bedrooms, 10 beds
22–27 Aug
4.91 out of 5 average rating, 67 reviews
Home in McHenry
House of Plaid | Hot Tub, Firepit & Games
4 bedrooms, 5 beds
1–6 Aug
New place to stay
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
2 bedrooms, 3 beds
2–7 Aug
4.97 out of 5 average rating, 111 reviews
Top guest favourite
Cabin in Oakland
CharmingHome7PersonHotTubFirePit2Arcades9MintoWisp
4 bedrooms, 10 beds
9–14 Aug
5.0 out of 5 average rating, 105 reviews
Guest favourite
Home in Oakland
Historic 6BR Family Getaway
6 bedrooms, 7 beds
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Oakland
Lake View, Private Beach, Hot Tub, King Beds, Lux
4 bedrooms, 5 beds
7–12 Aug
4.95 out of 5 average rating, 65 reviews