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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
Guest house in Cumberland
Cottage Under a Crabapple Tree
Studio
,
·
1 bed
,
·
1 private bathroom
10–15 Aug
10–15 Aug
$1,577 SGD
Show price breakdown
for 5 nights
$1,577 SGD for 5 nights
,
·
4.95 out of 5 average rating, 297 reviews
4.95 (297)
Top guest favourite
Guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
4.99 out of 5 average rating, 297 reviews
4.99 (297)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Oct
13–18 Oct
$1,208 SGD
Show price breakdown
for 5 nights
$1,208 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 468 reviews
4.99 (468)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,302 SGD
Show price breakdown
for 5 nights
$2,302 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 183 reviews
4.99 (183)
,
·
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$3,697 SGD
Show price breakdown
for 5 nights
$3,697 SGD for 5 nights
Superhost
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Sept
5–10 Sept
$3,894 SGD
$3,113 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 12 reviews
5.0 (12)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jun
12–17 Jun
$2,162 SGD
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for 5 nights
$2,162 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Apartment in Gorham
The Maine Adventure
4.93 out of 5 average rating, 14 reviews
4.93 (14)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$2,849 SGD
Show price breakdown
for 5 nights
$2,849 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Windham
Maine Vacation Home on the Water
5.0 out of 5 average rating, 61 reviews
5.0 (61)
,
·
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$5,931 SGD
Show price breakdown
for 5 nights
$5,931 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
4.97 out of 5 average rating, 30 reviews
4.97 (30)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
17–22 Oct
17–22 Oct
$2,325 SGD
$2,086 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Windham
Cozy Camp on the lake
5.0 out of 5 average rating, 53 reviews
5.0 (53)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
$2,064 SGD
Show price breakdown
for 5 nights
$2,064 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Place to stay in North Yarmouth
Take Me Tenting (Conifer Site)
4.94 out of 5 average rating, 141 reviews
4.94 (141)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,178 SGD
Show price breakdown
for 5 nights
$1,178 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
4.89 out of 5 average rating, 65 reviews
4.89 (65)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,701 SGD
$1,544 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
4.97 out of 5 average rating, 79 reviews
4.97 (79)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
$2,597 SGD
Show price breakdown
for 5 nights
$2,597 SGD for 5 nights
Free cancellation
Home in Westbrook
Cozy Cape in the Brook
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,279 SGD
Show price breakdown
for 5 nights
$2,279 SGD for 5 nights
Free cancellation
Superhost
Superhost
Cabin in Oxford
Glamping Cabin with Hot Tub and Onsite Sauna
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,733 SGD
Show price breakdown
for 5 nights
$1,733 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Tiny home in Pownal
Cottage at Maine Mystic Gardens
5.0 out of 5 average rating, 18 reviews
5.0 (18)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 May
1–6 May
$1,228 SGD
Show price breakdown
for 5 nights
$1,228 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Earthen home in Sanford
Luxury Year-round Hobbit House w/ private hot tub
4.91 out of 5 average rating, 126 reviews
4.91 (126)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Nov
15–20 Nov
$2,352 SGD
$2,133 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Top guest favourite
Guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 276 reviews
4.96 (276)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$631 SGD
Show price breakdown
for 5 nights
$631 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Oct
20–25 Oct
$2,354 SGD
Show price breakdown
for 5 nights
$2,354 SGD for 5 nights
Free cancellation
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