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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
$1,842 SGD
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for 5 nights
$1,842 SGD for 5 nights
,
·
4.95 out of 5 average rating, 332 reviews
4.95 (332)
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
$1,363 SGD
$1,259 SGD
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for 5 nights
Free cancellation
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
$1,650 SGD
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for 5 nights
$1,650 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
,
·
1 bathroom
1 bathroom
14–19 Oct
14–19 Oct
$1,285 SGD
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for 5 nights
$1,285 SGD for 5 nights
Free cancellation
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
$956 SGD
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for 5 nights
$956 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 201 reviews
4.93 (201)
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
$1,979 SGD
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for 5 nights
$1,979 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 179 reviews
4.98 (179)
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
$1,768 SGD
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for 5 nights
$1,768 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 61 reviews
4.89 (61)
Guest favourite
Guest favourite
Tiny home in Lewiston
Firefly Cottage at Forest Orchard Farm
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
No bathroom
No bathroom
4–9 Jul
4–9 Jul
$585 SGD
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for 5 nights
$585 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 46 reviews
4.96 (46)
Superhost
Superhost
Flat in New Gloucester
Golden Summer Suite & Hot Tub
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,838 SGD
$1,565 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Top guest favourite
Guest favourite
Flat in Windham
Maple Brook
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,561 SGD
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for 5 nights
$1,561 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Cabin in Sebago
Quiet, Cozy Cabin Tucked in the Woods
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$1,686 SGD
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for 5 nights
$1,686 SGD for 5 nights
4.94 out of 5 average rating, 53 reviews
4.94 (53)
Guest favourite
Guest favourite
Place to stay in North Yarmouth
Take Me Tenting (Conifer Site)
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$1,180 SGD
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for 5 nights
$1,180 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 139 reviews
4.94 (139)
Top guest favourite
Guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$1,401 SGD
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for 5 nights
$1,401 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 58 reviews
4.97 (58)
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,360 SGD
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for 5 nights
$2,360 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 458 reviews
4.99 (458)
Top guest favourite
Guest favourite
Cabin in Oxford
Glamping A-Frame Cabin with Cold Plunge + Hot Tub
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$2,065 SGD
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for 5 nights
$2,065 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 45 reviews
4.98 (45)
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,641 SGD
Show price breakdown
for 5 nights
$2,641 SGD for 5 nights
Free cancellation
New place to stay
New
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
5–10 Jul
5–10 Jul
$1,704 SGD
$1,471 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 55 reviews
4.95 (55)
Top guest favourite
Guest favourite
Room in Freeport
Wedgwood- A short walk to shops and has Wifi
2 single beds
2 single beds
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$857 SGD
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for 5 nights
$857 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 145 reviews
4.95 (145)
Top guest favourite
Guest favourite
Flat in Brunswick
Brunswick Apartment- close to Bowdoin
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,150 SGD
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for 5 nights
$1,150 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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