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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
Home in Cumberland
Rustic charm close to Portland
2 bedrooms
,
·
3 beds
,
·
2 shared bathrooms
26–31 Jul
26–31 Jul
$1,826 SGD
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for 5 nights
$1,826 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
Top guest favourite
Guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
Toilet with sink
Toilet with sink
22–27 Jun
22–27 Jun
$674 SGD
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for 5 nights
$674 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 117 reviews
4.98 (117)
Guest favourite
Guest favourite
Flat in New Gloucester
Cozy Winter Suite & Hot Tub
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Jun
23–28 Jun
$1,684 SGD
$1,198 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 55 reviews
4.95 (55)
Flat in Cumberland
Cozy 1BR Near Portland, Freeport & Maine’s Coast
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$1,262 SGD
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for 5 nights
$1,262 SGD for 5 nights
Free cancellation
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
11–16 Sept
11–16 Sept
$1,210 SGD
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for 5 nights
$1,210 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 287 reviews
4.99 (287)
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$647 SGD
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for 5 nights
$647 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Home in Yarmouth
Sugar Cube: Sweetest home in coastal Maine
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$1,796 SGD
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for 5 nights
$1,796 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
Toilet with sink
Toilet with sink
28 Jun – 3 Jul
28 Jun – 3 Jul
$919 SGD
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for 5 nights
$919 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 201 reviews
4.93 (201)
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
12–17 Sept
12–17 Sept
$1,085 SGD
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for 5 nights
$1,085 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 532 reviews
4.95 (532)
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
3–8 Jul
3–8 Jul
$1,507 SGD
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for 5 nights
$1,507 SGD for 5 nights
4.93 out of 5 average rating, 106 reviews
4.93 (106)
Top guest favourite
Guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$2,349 SGD
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for 5 nights
$2,349 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,400 SGD
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for 5 nights
$1,400 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 58 reviews
4.97 (58)
Top guest favourite
Guest favourite
Flat in Windham
Maple Brook
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Aug
25–30 Aug
$1,636 SGD
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for 5 nights
$1,636 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
Toilet with sink
Toilet with sink
21–26 Jun
21–26 Jun
$1,173 SGD
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for 5 nights
$1,173 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 111 reviews
4.98 (111)
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
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$3,508 SGD
$3,173 SGD
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for 5 nights
Book early to save
Free cancellation
4.96 out of 5 average rating, 252 reviews
4.96 (252)
Top guest favourite
Guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$1,655 SGD
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for 5 nights
$1,655 SGD for 5 nights
4.98 out of 5 average rating, 121 reviews
4.98 (121)
Guest favourite
Guest favourite
Tiny home in Casco
Casco Tiny house, and HOT TUB!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$1,103 SGD
$1,017 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Top guest favourite
Guest favourite
Room in Freeport
Wedgwood- A short walk to shops and has Wifi
2 single beds
2 single beds
,
·
1.5 bathrooms
1.5 bathrooms
21–26 Jun
21–26 Jun
$852 SGD
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for 5 nights
$852 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 145 reviews
4.95 (145)
Home in Bridgton
Pine Haven Bungalow
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,522 SGD
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for 5 nights
$1,522 SGD for 5 nights
Free cancellation
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