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Search results; Over 1,000 homes in Westport Island

Guest favourite
Holiday home in Westport
Stunning Nature Escape, 50 acres, 2 rivers & Pool!
3 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
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5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Wiscasset
Cozy Midcoast Island Cottage
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Cottage in Westport Island
Cozy cottage w. dock on Westport Isl./Wiscasset ME
3 bedrooms, 5 beds, 1 bathroom
14–19 Sept
4.89 out of 5 average rating, 80 reviews
Top guest favourite
Home in Westport Island
Relax, listen to the waves, or play in the water
2 bedrooms, 2 queen beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Boothbay
Beautiful modern cabin
3 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
4.98 out of 5 average rating, 61 reviews
Superhost
Home in Wiscasset
Waterfront Retreat | Fire pit, grill & cornhole
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
New place to stay
Home in Westport Island
Classic Waterfront Summer Cottage-Bayside Oaks #7
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Sept
4.86 out of 5 average rating, 7 reviews
Superhost
Home in Edgecomb
1920s Riverfront Cottage – Historic Maine Charm
1 bedroom, 1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Boothbay
Tidewatch. Escape to the water.
4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Guest house in Wiscasset
T&L Home Port. Your gateway to Midcoast Maine
3 bedrooms, 3 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Boothbay
Peaceful & private waterfront cabin
1 bedroom, 2 double beds, 1 bathroom
10–15 May
4.94 out of 5 average rating, 241 reviews
Guest favourite
Cottage in Woolwich
Cottage on Montsweag Bay
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Boothbay
Peaceful Coastal Retreat in Boothbay
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.83 out of 5 average rating, 12 reviews
Guest favourite
Farm stay in Westport Island
The Stilt House
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.84 out of 5 average rating, 138 reviews
Guest favourite
Cottage in Edgecomb
River View Casita
2 bedrooms, 2 beds, 1 bathroom
15–20 Sept
4.82 out of 5 average rating, 67 reviews
Guest favourite
Home in Westport Island
CastleRock
3 bedrooms, 1 king bed, 3 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 8 reviews
Superhost
Farm stay in Wiscasset
1782 Homestead House with unique views & history
4 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Wiscasset
Whisper
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 54 reviews
Guest favourite
Home in Wiscasset
Perfectly located in the heart of Midcoast Maine!
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.84 out of 5 average rating, 148 reviews