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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)
Guest favourite
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$3,418 SGD
$2,473 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 350 reviews
4.96 (350)
Top guest favourite
Guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
4–9 Sept
4–9 Sept
$5,201 SGD
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for 5 nights
$5,201 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
$6,120 SGD
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for 5 nights
$6,120 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 57 reviews
5.0 (57)
Home in Portland
Portland Pool House - Minutes to the Old Port!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$4,587 SGD
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for 5 nights
$4,587 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Home in Raymond
Cozy 4BR Lakeside House, Fireplace, Garage
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Jul
1–6 Jul
$4,273 SGD
$3,846 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Windham
Windham Lake Retreat | Knotty Pine Cabin Fire pit
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$1,793 SGD
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for 5 nights
$1,793 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 61 reviews
4.93 (61)
Top guest favourite
Guest favourite
Home in Windham
Stunning, pets ok, private lake-house with dock.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
15–22 Aug
15–22 Aug
$7,974 SGD
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for 7 nights
$7,974 SGD for 7 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Top guest favourite
Guest favourite
Home in Gray
La Casita: Little Sebago Lake with hot tub!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$5,036 SGD
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for 5 nights
$5,036 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Home in Portland
Home in Portland
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
1.5 bathrooms
1.5 bathrooms
30 Oct – 4 Nov
30 Oct – 4 Nov
$3,014 SGD
$2,529 SGD
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for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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
12–17 Sept
12–17 Sept
$2,500 SGD
Show price breakdown
for 5 nights
$2,500 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 28 reviews
4.96 (28)
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
$1,670 SGD
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for 5 nights
$1,670 SGD for 5 nights
4.98 out of 5 average rating, 123 reviews
4.98 (123)
Home in Freeport
NEW! Charming 2-Bedroom in Beautiful Freeport!
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$2,287 SGD
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for 5 nights
$2,287 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Jul
8–13 Jul
$1,226 SGD
Show price breakdown
for 5 nights
$1,226 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Standish
Arthur's Place • Sebago Lakefront • Near Windham
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
22–27 Aug
22–27 Aug
$3,819 SGD
Show price breakdown
for 5 nights
$3,819 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
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
$2,212 SGD
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for 5 nights
$2,212 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Cabin in Frye Island
Sebago Lake Waterfront Log Cabin on Frye Island
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
8–13 Sept
8–13 Sept
$6,783 SGD
Show price breakdown
for 5 nights
$6,783 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 43 reviews
4.98 (43)
Cottage in Harpswell
Private Waterfront, Fully Refreshed 1890s Cottage
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$6,843 SGD
$5,257 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Oct
20–25 Oct
$2,758 SGD
Show price breakdown
for 5 nights
$2,758 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 646 reviews
4.96 (646)
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