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Search results; Over 1,000 homes
Over 1,000 homes
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
17–22 Oct
17–22 Oct
$1,590 SGD
Show price breakdown
for 5 nights
$1,590 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 202 reviews
4.96 (202)
Photo 1 of 6
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
3–8 Sept
3–8 Sept
$3,661 SGD
$3,202 SGD
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for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 6
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
$2,244 SGD
$1,976 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 6
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
$1,270 SGD
$1,140 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 130 reviews
4.98 (130)
Photo 1 of 6
Room in Frye Island
Island Waterfront Yoga ~ Volunteer Room
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
$72 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)
Photo 1 of 6
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
$2,134 SGD
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for 5 nights
$2,134 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Raymond
Renovated New Waterfront Cottage on Crescent Lake!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$2,304 SGD
$1,787 SGD
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for 5 nights
4.88 out of 5 average rating, 8 reviews
4.88 (8)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Raymond
Beautiful Lakefront View, on Sebago Lake
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
15–20 Sept
15–20 Sept
$2,517 SGD
Show price breakdown
for 5 nights
$2,517 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Photo 1 of 6
Superhost
Superhost
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Nov
3–8 Nov
$877 SGD
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for 5 nights
$877 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 219 reviews
4.93 (219)
Photo 1 of 6
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
$1,548 SGD
$1,274 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 73 reviews
4.96 (73)
Photo 1 of 6
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
22–27 Sept
22–27 Sept
$1,094 SGD
$959 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 63 reviews
4.97 (63)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$2,270 SGD
Show price breakdown
for 5 nights
$2,270 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 54 reviews
4.93 (54)
Photo 1 of 6
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
$2,247 SGD
Show price breakdown
for 5 nights
$2,247 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 475 reviews
4.99 (475)
Photo 1 of 6
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
$2,987 SGD
$2,457 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 6
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
$2,180 SGD
$1,940 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 89 reviews
4.98 (89)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Standish
Dockside Dreams
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$4,219 SGD
$3,606 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Photo 1 of 6
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
$1,136 SGD
Show price breakdown
for 5 nights
$1,136 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 191 reviews
4.97 (191)
Photo 1 of 6
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
11–16 Sept
11–16 Sept
$5,846 SGD
$3,913 SGD
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for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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