Search results; Over 1,000 homes in Oakland

Top guest favourite
Cabin in Oakland
Wooded camp w/lake views/fire pit. Great location.
3 bedrooms, 4 beds, 2 private bathrooms
16–21 Sept
,
4.85 out of 5 average rating, 156 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bed
26–31 Jul
5.0 out of 5 average rating, 172 reviews
Top guest favourite
Cottage in Oakland
Stone Haven
4 beds
9–14 Aug
4.96 out of 5 average rating, 207 reviews
Top guest favourite
Cabin in Oakland
Oakland Bear Lair | 7BR Luxury Log | Pool, Hot tub
10 beds
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Oakland
The Other House
1 bed
15–20 Jul
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
6 beds
10–15 Aug
4.89 out of 5 average rating, 104 reviews
Superhost
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
6 beds
18–23 Jul
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 beds
18–23 Jul
4.75 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
2 beds
25–30 Oct
5.0 out of 5 average rating, 104 reviews
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
4 beds
9–14 Aug
4.98 out of 5 average rating, 159 reviews
Top guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
6 beds
23–28 Aug
4.95 out of 5 average rating, 44 reviews
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
1 queen bed
14–19 Jul
4.73 out of 5 average rating, 89 reviews
Top guest favourite
Yurt in Oakland
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
1 king bed
22–27 Jul
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
3 beds
18–23 Jul
4.97 out of 5 average rating, 110 reviews
Guest favourite
Cabin in Terra Alta
Private Lake/Beach Cabin w/Golf, Pool, Fire pit
5 beds
26–31 Jul
4.87 out of 5 average rating, 86 reviews
Guest favourite
Home in Oakland
LakeShore LoftHouse
4 beds
16–21 Aug
4.91 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
7 beds
23–28 Aug
4.98 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Oakland
Cozy Cabin in the Woods
5 beds
15–20 Jul
4.98 out of 5 average rating, 64 reviews
Guest favourite
Home in Oakland
Lake View Loft Lodge on Deep Creek Lake
2 beds
13–18 Sept
4.94 out of 5 average rating, 169 reviews