filters

Search results; Over 1,000 homes in Oakland

Top guest favourite
Tiny home in Oakland
The Original Hob
1 bedroom, 1 bed, 1 shared bathroom
27 Jul – 1 Aug
,
4.98 out of 5 average rating, 201 reviews
Top guest favourite
Cabin in Oakland
Oakland Bear Lair | 7BR Luxury Log | Pool, Hot tub
5.0 out of 5 average rating, 18 reviews, 7 bedrooms, 10 beds, 4 bathrooms
20–25 Sept
Superhost
Cabin in Oakland
2 great cabins - 1 special memory
5 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
4.9 out of 5 average rating, 105 reviews, 5 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Tiny home in Oakland
The Grist Mill
5.0 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Oakland
Cottage on Jericho Road
4.78 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Superhost
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cabin in Oakland
Dancing Bears
4.96 out of 5 average rating, 228 reviews, 3 bedrooms, 4 beds, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Home in Oakland
Deep Creek Dome Cabin | Fire Pit & EV Near Wisp
4.96 out of 5 average rating, 45 reviews, 4 bedrooms, 6 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
4.97 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cabin in Oakland
Dog Friendly Cabin in the Woods, Hot Tub & Firepit
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Aug
Guest favourite
Home in Oakland
The Other House
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Cottage in Oakland
Deep Creek Lake Cabin 3BR 1.5BA Honi, Wisp, & More
4.93 out of 5 average rating, 67 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Cottage in Oakland
Stone Haven
4.96 out of 5 average rating, 208 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Flat in Oakland
Charming 1-bdrm with balcony, Close to Everything.
4.72 out of 5 average rating, 25 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Superhost
Home in Swanton
Lakefront w Private Dock, Hot Tub, Large Yard
New place to stay, 5 bedrooms, 7 beds, 3.5 bathrooms
8–13 Aug
Guest favourite
Home in Oakland
7-Bed Lake Retreat w/ Hot Tub & 5 mins to Wisp Ski
4.98 out of 5 average rating, 51 reviews, 4 bedrooms, 7 beds, 4.5 bathrooms
22–27 Aug
Top guest favourite
Cabin in Oakland
CharmingHome7PersonHotTubFirePit2Arcades9MintoWisp
5.0 out of 5 average rating, 105 reviews, 4 bedrooms, 10 beds, 3 bathrooms
9–14 Aug