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Homes in Cumberland County
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Search results; Over 1,000 homes
Over 1,000 homes
Guest favourite
Guest favourite
Island in Cumberland
Island Cottage Getaway in Casco Bay!!
2 bedrooms
,
·
6 beds
,
·
1 private bathroom
7–12 Sept
7–12 Sept
$2,815 SGD
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for 5 nights
$2,815 SGD for 5 nights
,
·
4.9 out of 5 average rating, 87 reviews
4.9 (87)
Guest favourite
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 158 reviews
4.92 (158)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,473 SGD
$1,214 SGD
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for 5 nights
Guest favourite
Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Aug
24–29 Aug
$2,093 SGD
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for 5 nights
$2,093 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
4.99 out of 5 average rating, 294 reviews
4.99 (294)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,210 SGD
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for 5 nights
$1,210 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
5.0 out of 5 average rating, 94 reviews
5.0 (94)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
21–26 Sept
21–26 Sept
$3,462 SGD
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for 5 nights
$3,462 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
5.0 out of 5 average rating, 57 reviews
5.0 (57)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$2,830 SGD
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for 5 nights
$2,830 SGD for 5 nights
Home in Westbrook
Cozy Cape in the Brook
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$2,185 SGD
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for 5 nights
$2,185 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Oct
20–25 Oct
$2,399 SGD
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for 5 nights
$2,399 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,514 SGD
$2,986 SGD
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for 5 nights
Pay $0 today
Free cancellation
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$3,275 SGD
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for 5 nights
$3,275 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
4.97 out of 5 average rating, 30 reviews
4.97 (30)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
17–22 Oct
17–22 Oct
$2,344 SGD
$2,152 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Harpswell
The Salt Meadow Farm at Harpswell
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–30 Oct
23–30 Oct
$2,724 SGD
$2,489 SGD
Show price breakdown
for 7 nights
Weekly discount
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
4.96 out of 5 average rating, 235 reviews
4.96 (235)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,933 SGD
$1,585 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
4.97 out of 5 average rating, 79 reviews
4.97 (79)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
$2,585 SGD
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for 5 nights
$2,585 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Cumberland
Rustic charm close to Portland
4.96 out of 5 average rating, 334 reviews
4.96 (334)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,651 SGD
Show price breakdown
for 5 nights
$1,651 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Windham
Maine Vacation Home on the Water
5.0 out of 5 average rating, 60 reviews
5.0 (60)
,
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4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$5,940 SGD
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for 5 nights
$5,940 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 193 reviews
4.98 (193)
,
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,926 SGD
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for 5 nights
$1,926 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Windham
Cozy Camp on the lake
5.0 out of 5 average rating, 53 reviews
5.0 (53)
,
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3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
$2,049 SGD
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for 5 nights
$2,049 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 275 reviews
4.96 (275)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$632 SGD
Show price breakdown
for 5 nights
$632 SGD for 5 nights
Pay $0 today
Free cancellation
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