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Search results; Over 1,000 homes in Long Island

Superhost

Cottage in Long Island

Grace Cottage

2 bedrooms, 5 beds, 2 private bathrooms

6–11 Sept

$3,351 SGD for 5 nights

,

4.91 out of 5 average rating, 46 reviews

Home in Long Island

500Island

4 bedrooms, 5 beds, 2.5 bathrooms

23–30 Aug

$11,021 SGD for 7 nights

Pay $0 today

Free cancellation

New place to stay

Guest favourite

Cottage in Long Island

A Once in a Lifetime Oceanfront Escape

2 bedrooms, 3 beds, 1 bathroom

1–6 Sept

$6,777 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Home in Long Island

Spacious Long Island Retreat

4 bedrooms, 8 beds, 2 bathrooms

9–14 Sept

$3,163 SGD for 5 nights

Free cancellation

Superhost

Room in Portland

Aerie 2 reg:STHR-007375-2025 Peaks Island, Me

1 bed, 1 bathroom

30 Aug – 4 Sept

$1,170 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Cottage in Portland

Casco-Vista, Island Cottage

3 bedrooms, 3 beds, 1.5 bathrooms

6–11 Sept

$3,196 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 25 reviews

Superhost

Home in Portland

Gull Cottage: A Classic Peaks Island Charmer

3 bedrooms, 4 beds, 1 bathroom

6–13 Sept

Superhost

Home in Freeport

Casco Bay Beachfront Retreat

3 bedrooms, 5 beds, 2 bathrooms

9–14 Sept

$5,126 SGD for 5 nights

Free cancellation

New place to stay

Top guest favourite

Cottage in Portland

Captain's Quarters on Peaks Island

1 bedroom, 1 bed, 1 bathroom

1–6 Jan

$2,359 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 40 reviews

Superhost

Home in Harpswell

The Beach Pea - Waterfront cottage, Pet Friendly!

2 bedrooms, 3 beds, 1 bathroom

15–22 Aug

Weekly discount

Free cancellation

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Cabin in Freeport

Chickadee A-Frame

3 bedrooms, 3 beds, 2 bathrooms

18–23 Oct

$2,585 SGD for 5 nights

Pay $0 today

Free cancellation

4.97 out of 5 average rating, 79 reviews

Guest house in Chebeague Island

Wellhouse Cottage, A Peaceful Maine Getaway

1 bedroom, 1 double bed, 1 bathroom

10–15 Sept

$1,344 SGD for 5 nights

Pay $0 today

Free cancellation

Cottage in Windham

*NEW* Peaceful Waterfront Retreat

2 bedrooms, 4 beds, 1 bathroom

12–17 Aug

$3,275 SGD for 5 nights

Free cancellation

New place to stay

Top guest favourite

Cabin in Gray

Chickadee Cottage

2 bedrooms, 4 beds, 1 bathroom

2–7 Jun

$2,255 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 12 reviews

Guest favourite

Guest suite in Yarmouth

Ash + Timber | Forest Sauna Suite Near Portland

1 bedroom, 2 beds, 1 bathroom

20–25 Oct

$2,399 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 5 reviews

Cottage in Portland

Spectacular Direct Oceanfront New Modern Home

3 bedrooms, 4 beds, 1 bathroom

7–12 Sept

$6,350 SGD for 5 nights

4.7 out of 5 average rating, 20 reviews

Superhost

Home in Raymond

Renovated New Waterfront Cottage on Crescent Lake!

2 bedrooms, 3 beds, 1 bathroom

27 Aug – 1 Sept

$2,326 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

2 bedrooms, 2 beds, 1 bathroom

28 Aug – 2 Sept

$5,109 SGD for 5 nights

4.99 out of 5 average rating, 382 reviews

Guest favourite

Apartment in Gorham

The Maine Adventure

3 bedrooms, 5 beds, 2 bathrooms

14–19 Sept

$2,858 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 14 reviews