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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
$1,823 SGD
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for 5 nights
$1,823 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
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
$1,646 SGD
Show price breakdown
for 5 nights
$1,646 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 120 reviews
4.98 (120)
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
20–25 Jun
20–25 Jun
$1,359 SGD
$1,142 SGD
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for 5 nights
Free cancellation
4.93 out of 5 average rating, 106 reviews
4.93 (106)
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
$918 SGD
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for 5 nights
$918 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 201 reviews
4.93 (201)
Guest favourite
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$965 SGD
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for 5 nights
$965 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 43 reviews
4.95 (43)
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
$646 SGD
Show price breakdown
for 5 nights
$646 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Home in Lewiston
Family Home with heated pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jun
19–24 Jun
$2,576 SGD
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for 5 nights
$2,576 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$6,020 SGD
$3,933 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 187 reviews
4.98 (187)
Apartment in Old Orchard Beach
Steps to Sand + Pier | Queen+Sofa Bed | OOB Gem
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–27 Jun
20–27 Jun
$3,156 SGD
$2,604 SGD
Show price breakdown
for 7 nights
New home discount
Free cancellation
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
$1,699 SGD
$1,290 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 54 reviews
4.94 (54)
Guest favourite
Guest favourite
Flat in Harpswell
Bayview Suite in Historic Shipbuilder’s Farmhouse
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,435 SGD
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for 5 nights
$1,435 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$2,016 SGD
$1,811 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 130 reviews
5.0 (130)
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
21–26 Jun
21–26 Jun
$661 SGD
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for 5 nights
$661 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 117 reviews
4.98 (117)
Top guest favourite
Guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,726 SGD
$1,458 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 508 reviews
4.96 (508)
Guest favourite
Guest favourite
Flat in Lewiston
The Alice and wonderland suite
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Jun – 5 Jul
30 Jun – 5 Jul
$1,344 SGD
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for 5 nights
$1,344 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 103 reviews
4.92 (103)
Top guest favourite
Guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$2,047 SGD
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for 5 nights
$2,047 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 83 reviews
4.98 (83)
Guest favourite
Guest favourite
Campsite in Durham
Camp with 4 Micro Cabins, Sauna & Disc Golf Course
4 bedrooms
4 bedrooms
,
·
4 queen beds
4 queen beds
,
·
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$2,474 SGD
Show price breakdown
for 5 nights
$2,474 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Top guest favourite
Guest favourite
Farm stay in Cumberland
Stay on a Working Dairy Goat Farm
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$2,658 SGD
Show price breakdown
for 5 nights
$2,658 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 140 reviews
4.99 (140)
Guest favourite
Guest favourite
Home in Windham
Peaceful Garden Retreat
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Jun
21–26 Jun
$1,633 SGD
Show price breakdown
for 5 nights
$1,633 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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