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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
$1,844 SGD
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for 5 nights
$1,844 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
22–27 Jun
22–27 Jun
$675 SGD
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for 5 nights
$675 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 Windham
Cottage on Black Brook Preserve
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
11–16 Sept
11–16 Sept
$1,211 SGD
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for 5 nights
$1,211 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 288 reviews
4.99 (288)
Home in Yarmouth
Sugar Cube: Sweetest home in coastal Maine
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
4–9 Oct
4–9 Oct
$1,851 SGD
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for 5 nights
$1,851 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
267
Reviews
4.96
Stars
Rating
12
Years hosting
Room in Freeport
Freeport, Maine
1 queen bed
1 queen bed
17–22 Oct
17–22 Oct
$648 SGD
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for 5 nights
$648 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom
1 bedroom
,
·
3 beds
3 beds
28 Jun – 3 Jul
28 Jun – 3 Jul
$921 SGD
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for 5 nights
$921 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
12–17 Sept
12–17 Sept
$1,087 SGD
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for 5 nights
$1,087 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 532 reviews
4.95 (532)
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
23–28 Aug
23–28 Aug
$3,513 SGD
$3,177 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)
Guest favourite
Guest favourite
109
Reviews
4.94
Stars
Rating
6
Months hosting
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom
1 bedroom
,
·
2 beds
2 beds
3–8 Jul
3–8 Jul
$1,453 SGD
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for 5 nights
$1,453 SGD for 5 nights
4.94 out of 5 average rating, 109 reviews
4.94 (109)
Guest favourite
Guest favourite
139
Reviews
4.94
Stars
Rating
9
Years hosting
Place to stay in North Yarmouth
Take Me Tenting (Conifer Site)
1 bedroom
1 bedroom
,
·
1 bed
1 bed
20–25 Jun
20–25 Jun
$1,181 SGD
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for 5 nights
$1,181 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 139 reviews
4.94 (139)
Flat in Cumberland
Cozy 1BR Near Portland, Freeport & Maine’s Coast
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
3–8 Jul
3–8 Jul
$1,263 SGD
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for 5 nights
$1,263 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom
1 bedroom
,
·
2 beds
2 beds
20–25 Sept
20–25 Sept
$1,402 SGD
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for 5 nights
$1,402 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
25–30 Aug
25–30 Aug
$1,638 SGD
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for 5 nights
$1,638 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
25–30 Oct
25–30 Oct
$2,352 SGD
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for 5 nights
$2,352 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
5–10 Jul
5–10 Jul
$1,257 SGD
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for 5 nights
$1,257 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 182 reviews
4.98 (182)
Top guest favourite
Guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
3 beds
10–15 Aug
10–15 Aug
$1,648 SGD
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for 5 nights
$1,648 SGD for 5 nights
4.98 out of 5 average rating, 121 reviews
4.98 (121)
Guest favourite
Guest favourite
Tiny home in Pownal
Cottage at Maine Mystic Gardens
1 bedroom
1 bedroom
,
·
2 beds
2 beds
14–19 Oct
14–19 Oct
$1,286 SGD
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for 5 nights
$1,286 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Home in Windham
Windham Lake Retreat | Knotty Pine Cabin Fire pit
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
3–8 Oct
3–8 Oct
$1,790 SGD
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for 5 nights
$1,790 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 60 reviews
4.93 (60)
Guest favourite
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,921 SGD
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for 5 nights
$1,921 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 61 reviews
4.89 (61)
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