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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
1–6 Aug
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4.98 out of 5 average rating, 202 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
5.0 out of 5 average rating, 175 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Aug
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
4.9 out of 5 average rating, 105 reviews, 5 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
4.73 out of 5 average rating, 89 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Cabin in Oakland
Molly
4.99 out of 5 average rating, 168 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Home in Oakland
Cottage on Jericho Road
4.79 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Guest favourite
Home in Oakland
The Other House
4.95 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Aug
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
4.97 out of 5 average rating, 112 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Terra Alta
NEW Golden Hour Getaway at Alpine Lake
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in Oakland
Stone Haven
4.96 out of 5 average rating, 208 reviews, 2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
4.98 out of 5 average rating, 162 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Barn in Oakland
Couples Retreat: The HayLoft- Rustic Escape For 2
5.0 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Cottage in Oakland
Pet friendly-Cottage in the Woods
4.89 out of 5 average rating, 246 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
Top guest favourite
Cabin in Oakland
Cozy Cabin w/ Hot Tub/Game Room – near Deep Creek!
5.0 out of 5 average rating, 81 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 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
Guest favourite
Hut in Oakland
Large estate, miles of trails, cozy hut Cortina
4.91 out of 5 average rating, 102 reviews, 1 bedroom, 2 beds, 6 bathrooms
1–6 Aug
Top guest favourite
Cabin in Oakland
SUGARBUSH - Sweet Serenity Tiny House
4.98 out of 5 average rating, 179 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Home in McHenry
Designer Home w/ Hot Tub Sauna Game Room 100" TV
5.0 out of 5 average rating, 12 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
2–7 Aug
Guest favourite
Cabin in Terra Alta
Hike, Ski & Raft: Terra Alta Cabin w/ Large Deck
4.86 out of 5 average rating, 43 reviews, 3 bedrooms, 7 beds, 2 bathrooms
2–7 Aug