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Homes in Cumberland County
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Search results; Over 1,000 homes
Over 1,000 homes
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom
,
·
3 beds
,
·
0.5 private bathroom
26–31 Jul
26–31 Jul
$998 SGD
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for 5 nights
$998 SGD for 5 nights
,
·
4.93 out of 5 average rating, 204 reviews
4.93 (204)
Guest favourite
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,138 SGD
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for 5 nights
$1,138 SGD for 5 nights
4.93 out of 5 average rating, 137 reviews
4.93 (137)
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,336 SGD
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for 5 nights
$2,336 SGD for 5 nights
4.99 out of 5 average rating, 465 reviews
4.99 (465)
Superhost
Superhost
Flat in New Gloucester
Cozy Winter Suite & Hot Tub
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,645 SGD
$1,222 SGD
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for 5 nights
4.91 out of 5 average rating, 57 reviews
4.91 (57)
Top guest favourite
Guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Dec
1–6 Dec
$981 SGD
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for 5 nights
$981 SGD for 5 nights
4.95 out of 5 average rating, 541 reviews
4.95 (541)
Top guest favourite
Guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,211 SGD
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for 5 nights
$1,211 SGD for 5 nights
4.99 out of 5 average rating, 293 reviews
4.99 (293)
Superhost
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$3,930 SGD
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for 5 nights
$3,930 SGD for 5 nights
Top guest favourite
Guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$3,707 SGD
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for 5 nights
$3,707 SGD for 5 nights
4.99 out of 5 average rating, 179 reviews
4.99 (179)
Top guest favourite
Guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$2,834 SGD
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for 5 nights
$2,834 SGD for 5 nights
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favourite
Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Aug
24–29 Aug
$2,095 SGD
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for 5 nights
$2,095 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Sept
14–19 Sept
$1,485 SGD
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for 5 nights
$1,485 SGD for 5 nights
4.98 out of 5 average rating, 126 reviews
4.98 (126)
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
,
·
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$3,793 SGD
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for 5 nights
$3,793 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 355 reviews
4.96 (355)
Home in Poland
Max Pine Cove, Poland Maine
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
30 Jul – 4 Aug
30 Jul – 4 Aug
$3,650 SGD
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for 5 nights
$3,650 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Brunswick
Cozy Post & Beam Farmhouse
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,620 SGD
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for 5 nights
$2,620 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,928 SGD
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for 5 nights
$1,928 SGD for 5 nights
4.98 out of 5 average rating, 190 reviews
4.98 (190)
Top guest favourite
Guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$5,947 SGD
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for 5 nights
$5,947 SGD for 5 nights
5.0 out of 5 average rating, 59 reviews
5.0 (59)
Top guest favourite
Guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Oct
9–14 Oct
$4,443 SGD
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for 5 nights
$4,443 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$2,365 SGD
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for 5 nights
$2,365 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Falmouth
The little blue cottage
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,761 SGD
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for 5 nights
$1,761 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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