filters

Search results; Over 1,000 homes in Oakland

Guest favourite
Chalet in Oakland
Lakefront A-Frame | Hot Tub, Private Dock, Views
5 bedrooms, 7 beds, 3 private bathrooms
30 Aug – 4 Sept
,
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 181 reviews
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
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds, 2 bathrooms
22–27 Aug
4.89 out of 5 average rating, 110 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
4.84 out of 5 average rating, 25 reviews
Guest favourite
Cabin in Terra Alta
Unique Rustic Cabin w/ Lake Access & Kayak
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
4.98 out of 5 average rating, 166 reviews
Top guest favourite
Tiny home in Oakland
The Original Hob
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 204 reviews
Guest favourite
Camper van/Motorhome in Oakland
A quaint camper minutes from Deep Creek Lake
1 bedroom, 3 beds, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Treehouse in McHenry
Bird's Eye View
1 bedroom, 3 beds, 1 bathroom
15–20 Nov
4.99 out of 5 average rating, 217 reviews
Top guest favourite
Home in Swanton
Bev's House at Sunny Meadows
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.96 out of 5 average rating, 311 reviews
Guest favourite
Townhouse in Oakland
Lake View Condo with Grill and Wood Fireplace!
2 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.9 out of 5 average rating, 272 reviews
Guest favourite
Cabin in Oakland
Cozy Cabin in the Woods
2 bedrooms, 5 beds, 1.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 66 reviews
Superhost
Cabin in Oakland
Incredible Cozy Cabin Immersed in Nature
3 bedrooms, 6 beds, 1 bathroom
30 Aug – 4 Sept
4.84 out of 5 average rating, 455 reviews
Guest favourite
Cottage in Oakland
Pet friendly-Cottage in the Woods
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
4.89 out of 5 average rating, 249 reviews
Top guest favourite
Townhouse in Oakland
LakeView Nook - Walk to Coffee Shop & Boat Slip
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Oakland
Big Boulder Retreat! - at Deep Creek Lake
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 8 reviews
Flat in Oakland
Cozy studio nook, close to everything
1 bedroom, 1 double bed, 1 bathroom
21–28 Aug
4.63 out of 5 average rating, 70 reviews