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Search results; Over 1,000 homes
Over 1,000 homes
Photo 1 of 29
Top guest favourite
Guest favourite
Yurt in Cumberland
Tree Yurt
1 bedroom
,
·
3 beds
,
·
0.5 private bathroom
4–9 Oct
4–9 Oct
£629 total
Show price breakdown
£629 total
,
·
4.93 out of 5 average rating, 212 reviews
4.93 (212)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
11–16 Oct
11–16 Oct
£1,869
£1,489 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
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
3–8 Oct
3–8 Oct
£1,926
£1,705 total
Show price breakdown
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Photo 1 of 29
Top guest favourite
Guest favourite
Chalet in Standish
Blueberry Hill
5 bedrooms
5 bedrooms
,
·
10 beds
10 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–20 Oct
15–20 Oct
£1,467
£1,291 total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 263 reviews
4.96 (263)
Photo 1 of 10
Top guest favourite
Guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Oct
13–18 Oct
£563 total
Show price breakdown
£563 total
4.93 out of 5 average rating, 224 reviews
4.93 (224)
Photo 1 of 29
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
18–23 Oct
18–23 Oct
£3,545
£3,150 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 67 reviews
5.0 (67)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Harpswell
Updated Historic Cottage, Private Waterfront, 5BR
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
16–21 Oct
16–21 Oct
£3,446
£2,524 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 29
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
1–6 Nov
1–6 Nov
£2,763
£2,224 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms
3 bedrooms
,
·
10 beds
10 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Oct
25–30 Oct
£1,704 total
Show price breakdown
£1,704 total
Free cancellation
4.92 out of 5 average rating, 305 reviews
4.92 (305)
Photo 1 of 29
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
£797 total
Show price breakdown
£797 total
4.96 out of 5 average rating, 76 reviews
4.96 (76)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Oct
25–30 Oct
£1,187 total
Show price breakdown
£1,187 total
Free cancellation
4.96 out of 5 average rating, 237 reviews
4.96 (237)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
£353 total
Show price breakdown
£353 total
Free cancellation
4.95 out of 5 average rating, 113 reviews
4.95 (113)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Oct
16–21 Oct
£1,979 total
Show price breakdown
£1,979 total
Free cancellation
5.0 out of 5 average rating, 98 reviews
5.0 (98)
Photo 1 of 29
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
£1,343 total
Show price breakdown
£1,343 total
Free cancellation
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Photo 1 of 6
Guest favourite
Guest favourite
Flat in Cumberland
Brand new 1 Bedroom. Close to Portland
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£934
£821 total
Show price breakdown
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
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
24–31 Oct
24–31 Oct
£4,976 total
Show price breakdown
£4,976 total
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Photo 1 of 18
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
20–25 Oct
20–25 Oct
£1,625
£1,358 total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 380 reviews
4.96 (380)
Photo 1 of 20
Top guest favourite
Guest favourite
Home in Raymond
Lakeside Cabin
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 May
1–6 May
£1,743 total
Show price breakdown
£1,743 total
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Raymond
37(A) Shore Rd, Raymond ME
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
£2,508 total
Show price breakdown
£2,508 total
Free cancellation
4.97 out of 5 average rating, 30 reviews
4.97 (30)
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