filters

Search results; Over 1,000 homes in Oakland

Photo 1 of 29
Guest favourite
Cabin in Oakland
SUGARBUSH - Sweet Serenity Tiny House
1 bedroom, 1 bed, 1 private bathroom
18–23 Oct
,
4.98 out of 5 average rating, 182 reviews
Photo 1 of 29
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds
12–17 Oct
4.88 out of 5 average rating, 112 reviews
Photo 1 of 10
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
Photo 1 of 29
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds
4–9 Oct
4.98 out of 5 average rating, 171 reviews
Photo 1 of 29
Guest favourite
Cabin in Oakland
Secluded Mtn Cabin: 7BR, Pool, Hot Tub, Game Room
7 bedrooms, 12 beds
7–12 Oct
4.92 out of 5 average rating, 25 reviews
Photo 1 of 20
Flat in Oakland
Cozy studio nook, close to everything
1 bedroom, 1 double bed
1–8 Oct
4.63 out of 5 average rating, 70 reviews
Photo 1 of 21
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds
4–9 Oct
4.88 out of 5 average rating, 32 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Elegant Home Away: Hot Tub/Game Room/Kid-Friendly
4 bedrooms, 9 beds
4–9 Oct
4.91 out of 5 average rating, 54 reviews
Photo 1 of 23
Guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed
4–9 Oct
4.93 out of 5 average rating, 27 reviews
Photo 1 of 29
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
2 bedrooms, 2 queen beds
25–30 Oct
4.95 out of 5 average rating, 397 reviews
Photo 1 of 29
Chalet in Oakland
Log chalet w/ hot tub & BBQ grill
5 bedrooms, 8 beds
1–6 Oct
4.8 out of 5 average rating, 61 reviews
Photo 1 of 29
Guest favourite
Home in McHenry
Cozy Lake House with Dock
3 bedrooms, 6 beds
11–16 Oct
4.93 out of 5 average rating, 121 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
4 bedrooms, 6 beds
18–23 Oct
4.95 out of 5 average rating, 58 reviews
Photo 1 of 29
Superhost
Castle in Oakland
Mountaintop Castle @ Deep Creek Lake w/ Alpacas
7 bedrooms, 27 beds
1–6 Oct
4.75 out of 5 average rating, 8 reviews
Photo 1 of 29
Superhost
Home in Oakland
Lakefront Luxury -Theater Dock Hot Tub - Sleeps 16
7 bedrooms, 8 beds
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Guest favourite
Cabin in Terra Alta
Secluded Mountain Lake Escape w/ Dock & Kayaks
4 bedrooms, 4 beds
24–29 Nov
4.89 out of 5 average rating, 57 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Broadford Park View
5 bedrooms, 8 beds
20–25 Oct
4.95 out of 5 average rating, 42 reviews
Photo 1 of 29
Guest favourite
Cabin in Oakland
Deep Creek Aframe : Lake View, Dock slip, Hot Tub
5 bedrooms, 10 beds
5–10 Oct
4.9 out of 5 average rating, 73 reviews
Photo 1 of 29
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
2 bedrooms, 3 beds
1–6 Oct
4.98 out of 5 average rating, 123 reviews