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Search results; Over 1,000 homes in Oakland

Guest favourite
Hut in Oakland
Large estate, miles of trails, cozy hut Stanley
1 bedroom, 2 beds, 6 shared bathrooms
26–31 Jul
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4.88 out of 5 average rating, 89 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
4.89 out of 5 average rating, 104 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds
10–15 Aug
4.76 out of 5 average rating, 17 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, 160 reviews
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
Cabin in Oakland
Rustic 2BR Cabin - HOT TUB & Fireplace - Oakland
2 bedrooms, 4 beds
19–24 Jul
New place to stay
Top guest favourite
Cottage in Oakland
Stone Haven
2 bedrooms, 4 beds
9–14 Aug
4.96 out of 5 average rating, 207 reviews
Superhost
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
3 bedrooms, 6 beds
2–7 Aug
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, 111 reviews
Top guest favourite
Cabin in Oakland
Dancing Bears
3 bedrooms, 4 beds
29 Jul – 3 Aug
4.96 out of 5 average rating, 228 reviews
Top guest favourite
Home in Oakland
Lake View Loft Lodge on Deep Creek Lake
2 bedrooms, 2 beds
21–26 Sept
4.94 out of 5 average rating, 170 reviews
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
2 bedrooms, 2 beds
25–30 Oct
5.0 out of 5 average rating, 105 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed
26–31 Jul
5.0 out of 5 average rating, 175 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, 52 reviews
Guest favourite
Cabin in Oakland
Cozy Cabin in the Woods
2 bedrooms, 5 beds
16–21 Aug
4.98 out of 5 average rating, 64 reviews
Guest favourite
Home in Oakland
General Kelly Guesthouse
5 bedrooms, 6 beds
31 Jul – 5 Aug
4.84 out of 5 average rating, 165 reviews
Guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed
19–24 Jul
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Oakland
7-Bed Lake Retreat w/ Hot Tub & 5 mins to Wisp Ski
4 bedrooms, 7 beds
22–27 Aug
4.98 out of 5 average rating, 51 reviews