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Search results; Over 1,000 homes in Oakland

Top guest favorite
Townhouse in Oakland
Lake views from all three levels
3 bedrooms, 7 beds, 3 private baths
Sep 8 – 13
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5.0 out of 5 average rating, 23 reviews
Top guest favorite
Tiny home in Oakland
Grist mill cabin with a water wheel
5.0 out of 5 average rating, 181 reviews, 1 bedroom, 1 bed, 1 bath
Aug 15 – 20
Apartment in Oakland
Remodeled Victorian with stained glass windows
4.82 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 1 bath
Dec 28 – Jan 2
Guest favorite
Home in Oakland
High ceilings and Backbone Mountain views
4.89 out of 5 average rating, 108 reviews, 5 bedrooms, 6 beds, 2 baths
Aug 17 – 22
Guest favorite
Home in Oakland
Peaceful farm cottage with a fire pit
4.83 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 1 bath
Aug 23 – 28
Top guest favorite
Cottage in Oakland
Stone cottage with a fire pit, near Deep Creek
4.96 out of 5 average rating, 208 reviews, 2 bedrooms, 4 beds, 1 bath
Aug 25 – 30
Guest favorite
Home in Oakland
Fireplace, front porch, and a fire pit
4.95 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bath
Aug 15 – 20
Top guest favorite
Treehouse in McHenry
Forest views and a hot tub above the trees
4.99 out of 5 average rating, 215 reviews, 1 bedroom, 3 beds, 1 bath
Nov 15 – 20
Top guest favorite
Cabin in Oakland
Sea container cabin with a hot tub
4.95 out of 5 average rating, 55 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 15 – 20
Top guest favorite
Home in Oakland
Secluded 2-acre retreat with a hot tub
4.98 out of 5 average rating, 164 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 23 – 28
Guest favorite
Cabin in Terra Alta
Rustic cabin with a fire pit
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bath
Sep 12 – 17
Superhost
Cabin in Oakland
Secluded woodland cabin with a hot tub
4.85 out of 5 average rating, 452 reviews, 3 bedrooms, 6 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Cabin in Oakland
Speakeasy | Bunk Room | Hot Tub | Private 2 acres
4.98 out of 5 average rating, 46 reviews, 3 bedrooms, 7 beds, 3.5 baths
Sep 7 – 12
Guest favorite
Home in Accident
Brand-new retreat near Deep Creek Lake
4.92 out of 5 average rating, 143 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 23 – 28
Top guest favorite
Cabin in Oakland
New cabin with a hot tub near lake
5.0 out of 5 average rating, 112 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 30 – Nov 4
Guest favorite
Cottage in Oakland
Renovated cottage with a woodland trail
4.89 out of 5 average rating, 248 reviews, 2 bedrooms, 3 beds, 1 bath
Oct 10 – 15
Guest favorite
Cabin in Oakland
15 private acres with a fire pit
4.98 out of 5 average rating, 65 reviews, 2 bedrooms, 5 beds, 1.5 baths
Aug 23 – 28
Guest favorite
Cabin in Oakland
Log cabin with a hot tub and pool
4.95 out of 5 average rating, 20 reviews, 7 bedrooms, 12 beds, 4 baths
Sep 20 – 25
Top guest favorite
Home in Oakland
1880s home with a wrap-around porch
5.0 out of 5 average rating, 8 reviews, 6 bedrooms, 7 beds, 2.5 baths
Oct 18 – 23