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Search results; Over 1,000 homes

Top guest favourite
Home in Cumberland
Rustic charm close to Portland
2 bedrooms, 3 beds, 2 shared bathrooms
26–31 Jul
,
4.95 out of 5 average rating, 333 reviews
Top guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
4.98 out of 5 average rating, 84 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 168 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
Guest favourite
Cottage in Windham
Cozy camp near highland lake
4.84 out of 5 average rating, 164 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Sept
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
4.98 out of 5 average rating, 124 reviews, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Naples
Trickey Moose Family Retreat | Fire Pit Kayaks
4.94 out of 5 average rating, 67 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Flat in Brunswick
New Modern Townhouse by Bowdoin College & DT(#1)
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2.5 bathrooms
16–21 Aug
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
4.95 out of 5 average rating, 192 reviews, 2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
New place to stay, 2 bedrooms, 4 beds, 1 bathroom
9–14 Jul
Home in Old Orchard Beach
3BR 2BA Home w/Pool, Dog Ok, 5 Min Drive to Beach
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Flat in Portland
The Yankee Dugout
4.98 out of 5 average rating, 186 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Top guest favourite
Home in Raymond
Lake front home on Little Sebago
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
18–23 Jul
Top guest favourite
Home in Casco
All seasons Thompson Lake house
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
4.9 out of 5 average rating, 96 reviews, 3 bedrooms, 4 beds, 1 bathroom
25–30 Aug