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Search results; Over 1,000 homes
Over 1,000 homes
Top guest favourite
Guest favourite
Home in Cumberland
Water views, privacy, decks, minutes to Portland
4 bedrooms
,
·
4 beds
,
·
3.5 private bathrooms
31 Jan – 5 Feb
31 Jan – 5 Feb
$6,184 SGD
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for 5 nights
$6,184 SGD for 5 nights
,
·
4.99 out of 5 average rating, 105 reviews
4.99 (105)
Top guest favourite
Guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$837 SGD
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for 5 nights
$837 SGD for 5 nights
4.93 out of 5 average rating, 221 reviews
4.93 (221)
Top guest favourite
Guest favourite
Home in Raymond
Lake front home on Little Sebago
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$2,518 SGD
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for 5 nights
$2,518 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Guest house in Yarmouth
Charming Guest House: Accessible
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
28 Oct – 2 Nov
28 Oct – 2 Nov
$2,230 SGD
$1,964 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$1,530 SGD
$1,266 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 74 reviews
4.96 (74)
Top guest favourite
Guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
24–29 Oct
24–29 Oct
$2,185 SGD
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for 5 nights
$2,185 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Top guest favourite
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,087 SGD
$953 SGD
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for 5 nights
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Top guest favourite
Guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,129 SGD
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for 5 nights
$1,129 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 192 reviews
4.97 (192)
Top guest favourite
Guest favourite
Home in Standish
Dockside Dreams
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$3,918 SGD
$2,854 SGD
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for 5 nights
5.0 out of 5 average rating, 38 reviews
5.0 (38)
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
25–30 Oct
25–30 Oct
$2,233 SGD
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for 5 nights
$2,233 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 479 reviews
4.99 (479)
Top guest favourite
Guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
24–29 Oct
24–29 Oct
$2,286 SGD
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for 5 nights
$2,286 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 88 reviews
4.98 (88)
Top guest favourite
Guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$2,314 SGD
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for 5 nights
$2,314 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Flat in Windham
The Nest
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,180 SGD
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for 5 nights
$2,180 SGD for 5 nights
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Top guest favourite
Guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Nov
7–12 Nov
$1,251 SGD
$1,117 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 131 reviews
4.98 (131)
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
8–13 Sept
8–13 Sept
$2,859 SGD
$2,163 SGD
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for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Room in Frye Island
Island Waterfront Yoga ~ Volunteer Room
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$71 SGD
$65 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.81 out of 5 average rating, 16 reviews
4.81 (16)
Top guest favourite
Guest favourite
Cottage in Standish
Sebago Lake Cottage | Rare Private Beach & Views
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Sept
8–13 Sept
$3,358 SGD
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for 5 nights
$3,358 SGD for 5 nights
4.98 out of 5 average rating, 88 reviews
4.98 (88)
Top guest favourite
Guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Oct
5–10 Oct
$2,167 SGD
$1,926 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 90 reviews
4.98 (90)
Top guest favourite
Guest favourite
Cabin in Raymond
Lakefront Family-friendly cabin in Raymond, ME
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$1,730 SGD
$1,427 SGD
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for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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