filters

Search results; Over 1,000 homes in Oakland

Top guest favourite
Cabin in Oakland
Molly
1 bedroom, 1 bed, 1 bathroom
6–11 Jul
,
4.99 out of 5 average rating, 167 reviews
Top guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed
5–10 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed
19–24 Jul
5.0 out of 5 average rating, 169 reviews
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
2 bedrooms, 2 beds
13–18 Sept
5.0 out of 5 average rating, 102 reviews
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds
10–15 Aug
4.89 out of 5 average rating, 104 reviews
Superhost
Home in Oakland
Prime Location w Hot tub & Firepit
5 bedrooms, 7 beds
19–24 Jul
New place to stay
Top guest favourite
Yurt in Oakland
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
1 king bed
6–11 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Oakland
SUGARBUSH - Sweet Serenity Tiny House
1 bedroom, 1 queen bed
5–10 Jul
4.98 out of 5 average rating, 179 reviews
Top guest favourite
Cabin in Oakland
Luxury 7BR Cabin|HotTub|HeatedPool
7 bedrooms, 10 beds
7–12 Oct
5.0 out of 5 average rating, 17 reviews
Superhost
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
1 bedroom, 1 queen bed
5–10 Jul
4.73 out of 5 average rating, 86 reviews
Top guest favourite
Tiny home in Oakland
Lil' Sumpin
1 bedroom, 1 double bed
11–16 Jul
5.0 out of 5 average rating, 81 reviews
Guest favourite
Cabin in Oakland
Cozy Cabin in the Woods
2 bedrooms, 5 beds
12–17 Jul
4.98 out of 5 average rating, 63 reviews
Guest favourite
Cabin in Oakland
Cabin near lake, family & pet friendly, hot tub!
3 bedrooms, 5 beds
6–11 Jul
4.92 out of 5 average rating, 85 reviews
Top guest favourite
Home in McHenry
Newly Renovated 2 Bed/2 Bath in Deep Creek
2 bedrooms, 2 queen beds
12–17 Jul
4.95 out of 5 average rating, 385 reviews
Guest favourite
Cottage in Oakland
Pet friendly-Cottage in the Woods
2 bedrooms, 3 beds
19–24 Jul
4.9 out of 5 average rating, 242 reviews
Guest favourite
Home in Oakland
Value Stay*Lots of Privacy w Hot Tub-Firepit-Games
5 bedrooms, 13 beds
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Swanton
Deep Creek Lake, Wisp, Dog Friendly
3 bedrooms, 4 beds
5–10 Jul
4.85 out of 5 average rating, 81 reviews
Top guest favourite
Cabin in Oakland
C Box MountainTop
2 bedrooms, 3 beds
6–11 Jul
4.94 out of 5 average rating, 49 reviews
Top guest favourite
Home in McHenry
Brand New Cabin w Hot Tub, Fishing Pond, Firetable
5 bedrooms, 8 beds
8–13 Jul
5.0 out of 5 average rating, 6 reviews