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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
10–15 Jul
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4.97 out of 5 average rating, 199 reviews
Top guest favourite
Home in Oakland
The Other House
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Tiny home in Oakland
The Grist Mill
5.0 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Jul
Superhost
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
4.73 out of 5 average rating, 86 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
5.0 out of 5 average rating, 102 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
Top guest favourite
Home in Oakland
Spring is in the air at our Lake View Condo!
4.97 out of 5 average rating, 122 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
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
19–24 Jul
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
4.95 out of 5 average rating, 385 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
4.89 out of 5 average rating, 104 reviews, 5 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
Guest favourite
Cabin in Oakland
Cozy Cabin in the Woods
4.98 out of 5 average rating, 63 reviews, 2 bedrooms, 5 beds, 1.5 bathrooms
12–17 Jul
Guest favourite
Home in Oakland
"Das Haus Am See" (the house at the lake)
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 3 bathrooms
25–30 Jul
Home in Oakland
New 5 Bedroom Home, Lake View, King Beds
4.73 out of 5 average rating, 45 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
6–11 Jul
Guest favourite
Camper van/Motorhome in Oakland
A quaint camper minutes from Deep Creek Lake
4.93 out of 5 average rating, 14 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul
Top guest favourite
Cabin in Terra Alta
Peaceful Cabin w/ Private Dock & Kayaks
4.95 out of 5 average rating, 40 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
4.82 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Nov – 3 Dec
Top guest favourite
Cabin in Oakland
Cozy Cabin w/ Hot Tub/Game Room – near Deep Creek!
5.0 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Home in Oakland
Elegant Home Away: Hot Tub/Game Room/Kid-Friendly
4.9 out of 5 average rating, 49 reviews, 4 bedrooms, 9 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Chalet in Oakland
Happy Our Retreat. Amazing Lake/Mtn Views!
4.96 out of 5 average rating, 172 reviews, 3 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in Oakland
The Wise Quack - A Taste of Deep Creek Lake!
4.82 out of 5 average rating, 131 reviews, 3 bedrooms, 5 beds, 2 bathrooms
28 Jul – 2 Aug