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Search results; Over 1,000 homes

Top guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 221 reviews
Top guest favourite
Home in Raymond
Lake front home on Little Sebago
4 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
24–29 Oct
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Guest house in Yarmouth
Charming Guest House: Accessible
2 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Guest suite in Cumberland
Easy Access To Portland | King Bed + Kitchen
1 bedroom, 1 king bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
4.96 out of 5 average rating, 74 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, 88 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, 479 reviews
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 192 reviews
Room in Frye Island
Island Waterfront Yoga ~ Volunteer Room
1 double bed, 1 bathroom
20–25 Sept
4.81 out of 5 average rating, 16 reviews
Top guest favourite
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 11 reviews
Room in Frye Island
Waterfront Island Yoga ~ Outdoor Space
1 bed, 1 bathroom
7–12 Sept
New place to stay
Top guest favourite
Flat in Windham
The Nest
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Room in Standish
The Blue Dragonfly
1 queen bed, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.98 out of 5 average rating, 131 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Freeport
Limoges - A short walk to shops and has Wifi
1 queen bed, 1.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 231 reviews