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Search results; Over 1,000 homes

Top guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms, 2 beds, 2 private bathrooms
6–11 Oct
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4.96 out of 5 average rating, 72 reviews
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 65 reviews
Superhost
Home in Raymond
Cozy Modern Lakefront — Foliage, Skiing, Skating
2 bedrooms, 2 beds, 1.5 bathrooms
21–28 Jun
New place to stay
Superhost
Treehouse in Casco
Nestled Treehouse | 65 Acres, Pond + Kayak
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
New place to stay
Guest favourite
Flat in New Gloucester
Cozy Winter Suite & Hot Tub
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.92 out of 5 average rating, 62 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Cottage in Raymond
Lovely Lakefront Cottage - Book Your Fall GetAway!
3 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 95 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
22–27 Sept
4.97 out of 5 average rating, 137 reviews
Guest favourite
Room in Cumberland
Solar Powered Cape close to Portland/Maine Coast.
1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 336 reviews
Top guest favourite
Flat in Gray
Two bedroom duplex across st from crystal lake
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.96 out of 5 average rating, 180 reviews
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 194 reviews
Top guest favourite
Flat in Windham
Christmas Tree Farm apartment
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 474 reviews
Guest favourite
Home in Naples
Trickey Moose Family Retreat | Fire Pit Kayaks
4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 72 reviews
Room in Frye Island
Island Waterfront Yoga ~ #1
2 beds, 1 bathroom
27 Aug – 1 Sept
New place to stay
Home in Raymond
Lakeside Cabin
2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews