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Search results; Over 1,000 homes in Oakland

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
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
Cabin in Oakland
Oakland Bear Lair|7BR Luxury Log|Pool, Hot tub
7 bedrooms, 12 beds, 4 bathrooms
20–25 Sept
4.91 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
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
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
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 116 reviews
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dog
2 bedrooms, 2 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 113 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
Guest favourite
Camper van/Motorhome in Oakland
A quaint camper minutes from Deep Creek Lake
1 bedroom, 3 beds, 1 bathroom
22–27 Aug
4.89 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Oakland
Dar's Deep Creek Timber Hideaway
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Flat in Oakland
Cozy studio nook, close to everything
1 bedroom, 1 double bed, 1 bathroom
22–29 Aug
4.63 out of 5 average rating, 70 reviews
Chalet in Oakland
Log chalet w/ hot tub & BBQ grill
5 bedrooms, 8 beds, 4 bathrooms
23–28 Aug
4.82 out of 5 average rating, 57 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
Cottage in Oakland
Deep Creek Lake Cabin 3BR 1.5BA Honi, Wisp, & More
3 bedrooms, 6 beds, 1.5 bathrooms
22–27 Aug
4.93 out of 5 average rating, 67 reviews
Top guest favourite
Cabin in Oakland
CharmingHome7PersonHotTubFirePit2Arcades9MintoWisp
4 bedrooms, 10 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Cabin in Aurora
Whispering Pines: Cabin in woods near Thomas/Davis
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Oakland
Quiet 2 bdrm cottage w/firepit & trees
2 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
4.9 out of 5 average rating, 86 reviews