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Search results; Over 1,000 places in Oakland

Guest favorite
Cottage in Oakland
Cheerful cottage minutes from Wisp and Deep Creek
4 beds
Apr 14 – 19
4.93 out of 5 average rating, 54 reviews
Apartment in Oakland
Charming 1-bdrm with balcony, Close to Everything.
1 single bed
Apr 2 – 7
4.5 out of 5 average rating, 16 reviews
Guest favorite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
6 beds
Apr 1 – 6
4.85 out of 5 average rating, 41 reviews
Guest favorite
Tiny home in Oakland
The Grist Mill
Apr 1 – 6
5.0 out of 5 average rating, 12 reviews
Guest favorite
Cottage in Oakland
Pet friendly-Cottage in the Woods
3 beds
Apr 4 – 9
4.98 out of 5 average rating, 92 reviews
Guest favorite
Vacation home in Oakland
1-Bedroom near Deep Creek Lake with Mountain View
1 bed
Apr 1 – 6
4.93 out of 5 average rating, 29 reviews
Guest favorite
Apartment in Oakland
Large 2-bdrm apt. Walking distance to everything
2 beds
Apr 1 – 8
4.82 out of 5 average rating, 76 reviews
Guest favorite
Treehouse in Swanton
The Overlook
Apr 22 – 27
4.98 out of 5 average rating, 52 reviews
Guest favorite
Home in Oakland
Lovers Loft Lodge on the Lake, NO cleaning Fee!
2 beds
Apr 7 – 12
4.98 out of 5 average rating, 44 reviews
Guest favorite
Home in Oakland
General Kelly Guesthouse
6 beds
Apr 1 – 6
4.82 out of 5 average rating, 146 reviews
Guest favorite
Chalet in Oakland
Private (5 Star!) Lake Access Chalet w/ Hot Tub
5 beds
Apr 28 – May 3
4.96 out of 5 average rating, 242 reviews
Guest favorite
Home in Oakland
Mountain Air
7 beds
Apr 2 – 7
4.94 out of 5 average rating, 18 reviews
Guest favorite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
2 queen beds
Apr 1 – 6
4.94 out of 5 average rating, 254 reviews
Treehouse in McHenry
Treehouse in Deep Creek Lake
3 beds
Apr 16 – 21
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Oakland
Paradise Cove Vista: Lake Access, Hot tub, Views!
5 beds
Apr 14 – 19
4.94 out of 5 average rating, 48 reviews
Guest favorite
Home in Oakland
Private&Cozy|HotTub|CARC|Firewood|Essentials|5 Str
8 beds
Apr 1 – 6
4.95 out of 5 average rating, 192 reviews
Guest favorite
Cabin in Oakland
HotTub-FirePit-Arcade-8MinsToWisp-EV-NoCleaningFee
9 beds
Apr 7 – 12
5.0 out of 5 average rating, 67 reviews
Guest favorite
Cabin in Oakland
*Fireside* Cozy Cabin w/ Hot Tub and Game Room
3 queen beds
Apr 17 – 22
5.0 out of 5 average rating, 33 reviews