filters

Search results; Over 1,000 homes in Oakland

Photo 1 of 21
Top guest favourite
Cabin in Oakland
Dancing Bears
3 bedrooms, 4 beds, 1 private bathroom
16–21 Sept
,
4.97 out of 5 average rating, 231 reviews
Photo 1 of 29
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds, 2 bathrooms
12–17 Oct
4.88 out of 5 average rating, 112 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 170 reviews
Photo 1 of 10
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
2 bedrooms, 2 beds, 1 bathroom
28 Dec – 2 Jan
4.82 out of 5 average rating, 84 reviews
Photo 1 of 21
Top guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.87 out of 5 average rating, 30 reviews
Photo 1 of 19
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 192 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
4 bedrooms, 6 beds, 3 bathrooms
18–23 Oct
4.95 out of 5 average rating, 57 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Historic 6BR Family Getaway
6 bedrooms, 7 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Guest favourite
Home in Oakland
Private Lodge sleeps 31 guests Spectacular Views
8 bedrooms, 16 beds, 5 bathrooms
12–17 Oct
4.91 out of 5 average rating, 57 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, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 397 reviews
Photo 1 of 29
Guest favourite
Cabin in Oakland
Secluded Mtn Cabin: 7BR, Pool, Hot Tub, Game Room
7 bedrooms, 12 beds, 4 bathrooms
20–25 Sept
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 bathroom
27 Sept – 4 Oct
4.63 out of 5 average rating, 70 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Elegant Home Away: Hot Tub/Game Room/Kid-Friendly
4 bedrooms, 9 beds, 3.5 bathrooms
4–9 Oct
4.91 out of 5 average rating, 54 reviews
Photo 1 of 6
Guest favourite
Camper van/Motorhome in Oakland
A quaint camper minutes from Deep Creek Lake
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.9 out of 5 average rating, 20 reviews
Photo 1 of 29
Top guest favourite
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
3 bedrooms, 7 beds, 3.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 50 reviews
Photo 1 of 29
Guest favourite
Cabin in Oakland
That Special Place (lake view, hot tub 4 bedroom)
4 bedrooms, 8 beds, 4 bathrooms
15–20 Sept
4.92 out of 5 average rating, 182 reviews
Photo 1 of 23
Guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 26 reviews
Photo 1 of 29
Guest favourite
Home in McHenry
Luxury lakefront house indoor/outdoor pool,
8 bedrooms, 8 beds, 7.5 bathrooms
21–26 Sept
4.89 out of 5 average rating, 19 reviews
Photo 1 of 29
Top guest favourite
Home in Oakland
Broadford Park View
5 bedrooms, 8 beds, 3.5 bathrooms
22–27 Sept
4.95 out of 5 average rating, 42 reviews