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Search results; Over 1,000 homes in Oakland

Top guest favourite
Cabin in Oakland
The Falls Cabin ↟↟ secluded log cabin in the woods
3 bedrooms, 5 beds, 2 private bathrooms
2–7 Aug
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4.98 out of 5 average rating, 116 reviews
Top guest favourite
Tiny home in Oakland
The Grist Mill
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 175 reviews
Guest favourite
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
4.9 out of 5 average rating, 105 reviews
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.73 out of 5 average rating, 89 reviews
Guest favourite
Home in Oakland
The Other House
1 bedroom, 1 bed, 1 bathroom
15–20 Aug
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Cabin in McHenry
Hot Tub Fire Pit Gas Grill Wood Stove Roku
4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.9 out of 5 average rating, 174 reviews
Top guest favourite
Barn in Oakland
Couples Retreat: The HayLoft- Rustic Escape For 2
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Home in Terra Alta
NEW Golden Hour Getaway at Alpine Lake
3 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Oakland
Molly
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 167 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.78 out of 5 average rating, 18 reviews
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
2 bedrooms, 2 beds, 1 bathroom
28 Nov – 3 Dec
4.82 out of 5 average rating, 84 reviews
Guest favourite
Cottage in Oakland
Pet friendly-Cottage in the Woods
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.89 out of 5 average rating, 245 reviews
Home in McHenry
House of Plaid | Hot Tub, Firepit & Games
4 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
New place to stay
Home in Oakland
Secluded Oakland Gem w/ Hot Tub: Dogs Welcome!
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.88 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Oakland
Cozy & spacious suite w/ loft. Lake Resort Lodge
1 bedroom, 3 beds, 1 bathroom
11–16 Aug
4.9 out of 5 average rating, 78 reviews
Top guest favourite
Cottage in Oakland
Stone Haven
2 bedrooms, 4 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 208 reviews
Guest favourite
Cabin in Oakland
Lakehound Lodge - lake view, pet friendly
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Aug
4.92 out of 5 average rating, 265 reviews
Guest favourite
Cabin in Oakland
Quiet 2 bdrm cottage w/firepit & trees
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 84 reviews
Top guest favourite
Cabin in Oakland
Dog Friendly Cabin in the Woods, Hot Tub & Firepit
3 bedrooms, 4 beds, 1.5 bathrooms
6–11 Aug
4.97 out of 5 average rating, 33 reviews