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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 28 – May 3
4.93 out of 5 average rating, 57 reviews
Guest favorite
Tiny home in Oakland
The Grist Mill
Apr 20 – 25
5.0 out of 5 average rating, 14 reviews
Guest favorite
Cottage in Oakland
Pet friendly-Cottage in the Woods
3 beds
May 5 – 10
4.98 out of 5 average rating, 97 reviews
Home in Oakland
Welcome to our Happy Place!
May 1 – 6
New place to stay
Guest favorite
Home in Oakland
Mountain Air
7 beds
Apr 21 – 26
4.95 out of 5 average rating, 19 reviews
Home in Oakland
River-Access Oasis: Hot Tub/Game Room/Kid-Friendly
9 beds
Apr 28 – May 3
Home in Oakland
Broadford Park View
8 beds
Apr 20 – 25
New place to stay
Guest favorite
Cabin in Oakland
Cabin in the Woods
3 beds
Apr 29 – May 4
5.0 out of 5 average rating, 29 reviews
Guest favorite
Home in Oakland
Paradise Cove Vista: Lake Access, Hot tub, Views!
5 beds
Apr 21 – 26
4.92 out of 5 average rating, 51 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, 248 reviews
Guest favorite
Cabin in Oakland
So Happy Together
5 beds
Apr 21 – 26
4.93 out of 5 average rating, 84 reviews
Guest favorite
Cabin in Oakland
*Fireside* Cozy Cabin w/ Hot Tub and Game Room
3 queen beds
Apr 20 – 25
5.0 out of 5 average rating, 34 reviews
Guest favorite
Cabin in Oakland
Winter is Coming
4 beds
Apr 21 – 26
4.9 out of 5 average rating, 353 reviews
Guest favorite
Home in Oakland
Private|Waterfalls|Firewood|CARC|HotTub|Essentials
8 beds
Apr 20 – 25
4.95 out of 5 average rating, 192 reviews
Guest favorite
Cabin in Oakland
Lakehound Lodge - lake view, pet friendly
3 beds
Apr 21 – 26
4.95 out of 5 average rating, 188 reviews
Guest favorite
Chalet in Swanton
Ella Bella Chalet: Hot Tub, Stunning Views, Wi-Fi
6 beds
Apr 21 – 26
5.0 out of 5 average rating, 5 reviews
Guest favorite
Treehouse in McHenry
Treehouse in Deep Creek Lake
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 8 reviews
Guest favorite
Cabin in Oakland
New Build! Pool, Hot Tub, Fire Pit, and EV Charger
10 beds
Apr 28 – May 3
5.0 out of 5 average rating, 41 reviews