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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
19–24 Jul
19–24 Jul
$2,823 SGD
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for 5 nights
$2,823 SGD for 5 nights
,
·
4.89 out of 5 average rating, 85 reviews
4.89 (85)
Guest favourite
Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
24–29 Aug
24–29 Aug
$2,099 SGD
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for 5 nights
$2,099 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Flat in Cumberland
Cozy 1BR Near Portland, Freeport & Maine’s Coast
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
24–29 Aug
24–29 Aug
$1,190 SGD
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for 5 nights
$1,190 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
3–8 Oct
3–8 Oct
$1,214 SGD
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for 5 nights
$1,214 SGD for 5 nights
4.99 out of 5 average rating, 292 reviews
4.99 (292)
Guest favourite
Guest favourite
137
Reviews
4.93
Stars
Rating
7
Months hosting
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
2–7 Aug
2–7 Aug
$1,477 SGD
$1,218 SGD
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for 5 nights
4.93 out of 5 average rating, 137 reviews
4.93 (137)
Top guest favourite
Guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom
1 bedroom
,
·
3 beds
3 beds
15–20 Jul
15–20 Jul
$3,739 SGD
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for 5 nights
$3,739 SGD for 5 nights
4.99 out of 5 average rating, 178 reviews
4.99 (178)
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom
1 bedroom
,
·
2 beds
2 beds
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,335 SGD
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for 5 nights
$2,335 SGD for 5 nights
4.99 out of 5 average rating, 465 reviews
4.99 (465)
Top guest favourite
Guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
20–25 Sept
20–25 Sept
$3,696 SGD
$3,342 SGD
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for 5 nights
Book early to save
4.91 out of 5 average rating, 593 reviews
4.91 (593)
Top guest favourite
Guest favourite
Home in Casco
All seasons Thompson Lake house
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
14–19 Oct
14–19 Oct
$1,959 SGD
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for 5 nights
$1,959 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Flat in Windham
Christmas Tree Farm apartment
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
16–21 Aug
16–21 Aug
$1,336 SGD
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for 5 nights
$1,336 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
15–20 Aug
15–20 Aug
$4,409 SGD
$3,891 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 355 reviews
4.96 (355)
Guest favourite
Guest favourite
Cabin in Freeport
Luna 22-ft dome w/ star loft & full bath - 07
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
16–21 Aug
16–21 Aug
$3,554 SGD
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for 5 nights
$3,554 SGD for 5 nights
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Guest favourite
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
19–24 Jul
19–24 Jul
$1,120 SGD
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for 5 nights
$1,120 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Poland
Max Pine Cove, Poland Maine
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
14–19 Jul
14–19 Jul
$3,656 SGD
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for 5 nights
$3,656 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Tiny home in Limerick
The Fish Bowl-Waterfront Tiny House
1 bedroom
1 bedroom
,
·
2 beds
2 beds
12–17 Sept
12–17 Sept
$1,184 SGD
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for 5 nights
$1,184 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom
1 bedroom
,
·
2 beds
2 beds
22–27 Jul
22–27 Jul
$1,564 SGD
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for 5 nights
$1,564 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 232 reviews
4.97 (232)
Top guest favourite
Guest favourite
273
Reviews
4.96
Stars
Rating
12
Years hosting
Room in Freeport
Freeport, Maine
1 queen bed
1 queen bed
17–22 Oct
17–22 Oct
$633 SGD
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for 5 nights
$633 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 273 reviews
4.96 (273)
Top guest favourite
Guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
11–16 Sept
11–16 Sept
$4,759 SGD
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for 5 nights
$4,759 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
10–15 Aug
10–15 Aug
$1,229 SGD
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for 5 nights
$1,229 SGD for 5 nights
4.98 out of 5 average rating, 190 reviews
4.98 (190)
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