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Homes in Cumberland County
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Search results; Over 1,000 homes
Over 1,000 homes
Guest favourite
Guest favourite
Island in Cumberland
Island Cottage Getaway in Casco Bay!!
2 bedrooms
,
·
6 beds
,
·
1 private bathroom
19–24 Jul
19–24 Jul
$2,823 SGD
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for 5 nights
$2,823 SGD for 5 nights
,
·
4.89 out of 5 average rating, 85 reviews
4.89 (85)
Top guest favourite
Guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
4.99 out of 5 average rating, 292 reviews
4.99 (292)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Oct
3–8 Oct
$1,214 SGD
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for 5 nights
$1,214 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews
4.93 (137)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
No bathroom
No bathroom
2–7 Aug
2–7 Aug
$1,477 SGD
$1,218 SGD
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for 5 nights
Top guest favourite
Guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 178 reviews
4.99 (178)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$3,739 SGD
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for 5 nights
$3,739 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Cumberland
Cozy 1BR Near Portland, Freeport & Maine’s Coast
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,190 SGD
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for 5 nights
$1,190 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 465 reviews
4.99 (465)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,335 SGD
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for 5 nights
$2,335 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
4.91 out of 5 average rating, 593 reviews
4.91 (593)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$3,696 SGD
$3,342 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Limerick
The Fish Bowl-Waterfront Tiny House
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Sept
12–17 Sept
$1,184 SGD
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for 5 nights
$1,184 SGD for 5 nights
Pay $0 today
Free cancellation
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$3,284 SGD
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for 5 nights
$3,284 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 355 reviews
4.96 (355)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$4,409 SGD
$3,891 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
4.97 out of 5 average rating, 232 reviews
4.97 (232)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$1,564 SGD
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for 5 nights
$1,564 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
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2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$1,120 SGD
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for 5 nights
$1,120 SGD for 5 nights
Pay $0 today
Free cancellation
Flat in Casco
1BR - on Pleasant Lake, beach & boat launch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,363 SGD
$1,107 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cabin in Freeport
Large, luxurious geodesic dome - 07
4.97 out of 5 average rating, 38 reviews
4.97 (38)
,
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$3,554 SGD
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for 5 nights
$3,554 SGD for 5 nights
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 273 reviews
4.96 (273)
,
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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
Pay $0 today
Free cancellation
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$2,364 SGD
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for 5 nights
$2,364 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
4.93 out of 5 average rating, 204 reviews
4.93 (204)
,
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1 bedroom
1 bedroom
,
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3 beds
3 beds
,
·
Toilet with sink
Toilet with sink
26–31 Jul
26–31 Jul
$1,021 SGD
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for 5 nights
$1,021 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 189 reviews
4.98 (189)
,
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,932 SGD
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for 5 nights
$1,932 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Freeport
Casco Bay Beachfront Retreat
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$5,573 SGD
Show price breakdown
for 5 nights
$5,573 SGD for 5 nights
Free cancellation
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