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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
$1,801 SGD
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for 5 nights
$1,801 SGD for 5 nights
,
·
4.95 out of 5 average rating, 333 reviews
4.95 (333)
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
12–17 Jul
12–17 Jul
$1,352 SGD
$1,135 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
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
$1,212 SGD
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for 5 nights
$1,212 SGD for 5 nights
4.99 out of 5 average rating, 291 reviews
4.99 (291)
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
$659 SGD
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for 5 nights
$659 SGD for 5 nights
4.98 out of 5 average rating, 121 reviews
4.98 (121)
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
$3,811 SGD
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for 5 nights
$3,811 SGD for 5 nights
4.99 out of 5 average rating, 178 reviews
4.99 (178)
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
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,189 SGD
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for 5 nights
$1,189 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
5–10 Oct
5–10 Oct
$1,281 SGD
$1,171 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Dec
13–18 Dec
$1,799 SGD
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for 5 nights
$1,799 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$1,658 SGD
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for 5 nights
$1,658 SGD for 5 nights
4.98 out of 5 average rating, 124 reviews
4.98 (124)
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
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,203 SGD
$2,898 SGD
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for 5 nights
4.96 out of 5 average rating, 257 reviews
4.96 (257)
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
$1,982 SGD
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for 5 nights
$1,982 SGD for 5 nights
4.98 out of 5 average rating, 187 reviews
4.98 (187)
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
$633 SGD
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for 5 nights
$633 SGD for 5 nights
4.96 out of 5 average rating, 273 reviews
4.96 (273)
Guest favourite
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$6,531 SGD
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for 5 nights
$6,531 SGD for 5 nights
4.98 out of 5 average rating, 191 reviews
4.98 (191)
Top guest favourite
Guest favourite
Home in Casco
All seasons Thompson Lake house
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,816 SGD
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for 5 nights
$1,816 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$1,020 SGD
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for 5 nights
$1,020 SGD for 5 nights
4.93 out of 5 average rating, 204 reviews
4.93 (204)
Superhost
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
18–23 Jul
18–23 Jul
$3,430 SGD
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for 5 nights
$3,430 SGD for 5 nights
Home in Old Orchard Beach
3BR 2BA Home w/Pool, Dog Ok, 5 Min Drive to Beach
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$5,035 SGD
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for 5 nights
$5,035 SGD for 5 nights
New place to stay
New
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
15–20 Aug
15–20 Aug
$4,404 SGD
$3,887 SGD
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for 5 nights
4.96 out of 5 average rating, 354 reviews
4.96 (354)
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
12–17 Jul
12–17 Jul
$1,574 SGD
$1,250 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 132 reviews
4.96 (132)
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