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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
$1,857 SGD
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for 5 nights
$1,857 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
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
$1,216 SGD
Show price breakdown
for 5 nights
$1,216 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 288 reviews
4.99 (288)
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
$1,388 SGD
$1,227 SGD
Show price breakdown
for 5 nights
Free cancellation
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
$1,918 SGD
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for 5 nights
$1,918 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 Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
Toilet with sink
Toilet with sink
27 Jul – 1 Aug
27 Jul – 1 Aug
$678 SGD
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for 5 nights
$678 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 118 reviews
4.98 (118)
Guest favourite
Guest favourite
Tiny home in Pownal
Cottage at Maine Mystic Gardens
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Oct
14–19 Oct
$1,372 SGD
$1,178 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Jul
8–13 Jul
$1,278 SGD
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for 5 nights
$1,278 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
12–17 Jul
12–17 Jul
$927 SGD
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for 5 nights
$927 SGD for 5 nights
4.93 out of 5 average rating, 201 reviews
4.93 (201)
Home in Bridgton
Pine Haven Bungalow
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,530 SGD
Show price breakdown
for 5 nights
$1,530 SGD for 5 nights
Free cancellation
New place to stay
New
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
$1,667 SGD
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for 5 nights
$1,667 SGD for 5 nights
4.98 out of 5 average rating, 122 reviews
4.98 (122)
Guest favourite
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,847 SGD
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for 5 nights
$1,847 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 61 reviews
4.89 (61)
Top guest favourite
Guest favourite
Home in Gray
Coveside on Little Sebago
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$3,327 SGD
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for 5 nights
$3,327 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Home in Old Orchard Beach
Old Orchard Beach Neighborhood Home!
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$4,606 SGD
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for 5 nights
$4,606 SGD for 5 nights
Free cancellation
New place to stay
New
Home in Portland
Historic West End Townhouse with Expansive Garden
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$7,067 SGD
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for 5 nights
$7,067 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
15–20 Sept
15–20 Sept
$651 SGD
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for 5 nights
$651 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 268 reviews
4.96 (268)
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,989 SGD
Show price breakdown
for 5 nights
$1,989 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 182 reviews
4.98 (182)
Guest favourite
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
17–22 Sept
17–22 Sept
$1,583 SGD
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for 5 nights
$1,583 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 138 reviews
4.96 (138)
Guest favourite
Guest favourite
Home in Lyman
Charming home steps from Pond
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,545 SGD
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for 5 nights
$1,545 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Guest favourite
Guest favourite
Home in Freeport
The Outlet Studio, Rustic Comfort w Fireplace
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,570 SGD
$1,408 SGD
Show price breakdown
for 5 nights
Free cancellation
4.96 out of 5 average rating, 129 reviews
4.96 (129)
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