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Search results; Over 1,000 homes in Oakland

Top guest favourite
Guest suite in Oakland
Cozy Studio Flat, Belgrade Lakes Region
1 bedroom, 1 bed, 1 private bathroom
18–23 Sept
,
4.98 out of 5 average rating, 281 reviews
Top guest favourite
Cabin in Oakland
Cozy Lakeside Cottage in Oakland, ME
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Oakland
Lakefront 3 bedroom pet friendly on Messalonski
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 93 reviews
Top guest favourite
Apartment in Oakland
Home away from home cozy new Apartment in Oakland
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 111 reviews
Home in Oakland
Lakefront Home w/ an optional add-on Cabin Rental
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Cottage in Oakland
Lakefront camp with kayaks, swimming and views!
4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Home in Oakland
Lake Front with Amazing Sunset on McGrath Pond
4 bedrooms, 5 beds, 2 bathrooms
5–10 Sept
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Home in Oakland
Quaint Little Cottage
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 90 reviews
Home in Oakland
3BR Lakefront Home w/ Shared Dock, Deck + Fire Pit
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Oakland
Rustic lakefront cabin on beautiful Belgrade Lakes
4 bedrooms, 5 beds, 1 bathroom
1–6 Sept
4.9 out of 5 average rating, 10 reviews
Guest favourite
Cabin in Oakland
Sister a-frame in Woods (B)
1 bedroom, 4 beds, 1 bathroom
24–29 Aug
4.84 out of 5 average rating, 49 reviews
Cottage in Oakland
Belgrade Lakes McGrath Pond
3 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.88 out of 5 average rating, 16 reviews
Place to stay in Oakland
The Ell Suite
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
Flat in Oakland
2BR Charming apartment w/ Lakeside Firepit & Dock
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.63 out of 5 average rating, 8 reviews
Superhost
Flat in Winslow
Entire 3 BR apartment in Winslow| 2nd FL | 3 BR
3 bedrooms, 3 queen beds, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 7 reviews
Cabin in Oakland
2BR lakefront - featured on Maine Cabin Masters
2 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.27 out of 5 average rating, 15 reviews
Top guest favourite
Room in Waterville
Welcome to Anchor house!
2 beds, 1 bathroom
10–15 Oct
5.0 out of 5 average rating, 26 reviews
Cabin in Belgrade
Ellis Cove Cottages, Cottage One
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
New place to stay
Top guest favourite
Room in Oakland
Oakland
1 bed, 1 bathroom
17–22 Oct
4.99 out of 5 average rating, 472 reviews