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Search results; Over 1,000 homes in Oakland

Top guest favourite
Home in Oakland
Mountain Air Oasis with Hot Tub
3 bedrooms, 4 beds, 2.5 private bathrooms
9–14 Aug
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4.98 out of 5 average rating, 162 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, 177 reviews
Loft in Oakland
One bedroom Loft-15 from WISP & close to Walmart
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
4.73 out of 5 average rating, 89 reviews
Flat in Oakland
Large 2-bdrm apt. Walking distance to everything
2 bedrooms, 2 beds, 1 bathroom
28 Dec – 2 Jan
4.82 out of 5 average rating, 84 reviews
Guest favourite
Home in Oakland
Cottage on Jericho Road
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.8 out of 5 average rating, 20 reviews
Top guest favourite
Tiny home in Oakland
The Original Hob
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 203 reviews
Top guest favourite
Barn in Oakland
Couples Retreat: The HayLoft- Rustic Escape For 2
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 19 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, 21 reviews
Guest favourite
Hut in Oakland
Large estate, miles of trails, cozy hut Cortina
1 bedroom, 2 beds, 6 bathrooms
4–9 Aug
4.91 out of 5 average rating, 102 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
Home in Oakland
Victorian Farmhouse with view of pleasant valley
5 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
4.89 out of 5 average rating, 107 reviews
Top guest favourite
Cabin in Oakland
Captain's Quarters Deep Creek Log Cabin Oasis
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 113 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, 247 reviews
Top guest favourite
Farm stay in Terra Alta
Pachamama’s Garden
1 bedroom, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Cabin in Oakland
SUGARBUSH - Sweet Serenity Tiny House
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 179 reviews
Top guest favourite
Yurt in Oakland
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
1 king bed, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 43 reviews
Guest favourite
Cabin in Oakland
HotTub-FirePit-8MintoWisp-Arcade-N64-NoCleaningFee
4 bedrooms, 9 beds, 2.5 bathrooms
23–28 Aug
4.99 out of 5 average rating, 202 reviews
Guest favourite
Home in Oakland
LakeShore LoftHouse
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.92 out of 5 average rating, 37 reviews
Guest favourite
Holiday home in Oakland
1-Bedroom near Deep Creek Lake with Mountain View
1 bedroom, 1 bed, 1 bathroom
8–13 Aug
4.91 out of 5 average rating, 57 reviews