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Search results; Over 1,000 homes in Oakland

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, 169 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Cabin in Oakland
Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs
5.0 out of 5 average rating, 101 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
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
Top guest favourite
Cabin in Oakland
Luxury 7BR Cabin|HotTub|HeatedPool
5.0 out of 5 average rating, 17 reviews, 7 bedrooms, 10 beds, 4 bathrooms
7–12 Oct
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
Top guest favourite
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
4.98 out of 5 average rating, 41 reviews, 3 bedrooms, 7 beds, 3.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Tiny home in Oakland
Lil' Sumpin
5.0 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Jul
Guest favourite
Cottage in Oakland
Deep Creek Lake Cabin 3BR 1.5BA Honi, Wisp, & More
4.93 out of 5 average rating, 67 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
7–12 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
Treehouse in McHenry
Bird's Eye View
4.99 out of 5 average rating, 204 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Oct
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
4.97 out of 5 average rating, 108 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Superhost
Home in Swanton
Deep Creek Lake, Wisp, Dog Friendly
4.85 out of 5 average rating, 80 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
4.98 out of 5 average rating, 158 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 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
5–10 Jul
Guest favourite
Tiny home in Accident
Romantic Getaway In The Pines. Hot Tub! King Bed!
4.96 out of 5 average rating, 364 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Cabin in Accident
Rustic Luxe Cabin (4x4 Required)
4.98 out of 5 average rating, 92 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Superhost
Townhouse in Oakland
Lakefront w Dock/Fire Pit, Walk to Honi/Uno
New place to stay, 3 bedrooms, 4 beds, 3 bathrooms
25–30 Jul