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Search results; Over 1,000 homes in Deer Isle

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Guest favourite

Cabin in Deer Isle

19th Century Island Cottage

4 bedrooms, 5 beds, No bathroom

2–7 Oct

$1,248 SGD for 5 nights

,

4.97 out of 5 average rating, 32 reviews

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Top guest favourite

Home in Stonington

Stonington Dream House

3 bedrooms, 4 beds, 2 bathrooms

18–23 Oct

$1,980 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 70 reviews

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Top guest favourite

Home in Deer Isle

A Victorian Gem on Deer Isle

3 bedrooms, 4 beds, 1.5 bathrooms

13–18 Oct

$1,823 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 53 reviews

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Top guest favourite

Home in Deer Isle

Cozy Deer Isle Farmhouse Retreat

2 bedrooms, 2 beds, 1.5 bathrooms

17–22 Apr

$1,466 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 92 reviews

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Top guest favourite

Home in Stonington

Blue Heron

3 bedrooms, 4 beds, 1 bathroom

4–9 Oct

$2,867 SGD for 5 nights

4.94 out of 5 average rating, 104 reviews

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Guest favourite

Home in Deer Isle

Margaret’s House

3 bedrooms, 3 beds, 1.5 bathrooms

1–6 Oct

$1,178 SGD for 5 nights

4.82 out of 5 average rating, 62 reviews

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Top guest favourite

Home in Deer Isle

The Pines

2 bedrooms, 3 beds, 1.5 bathrooms

18–23 Oct

$1,904 SGD for 5 nights

5.0 out of 5 average rating, 38 reviews

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Guest favourite

Cottage in Deer Isle

Beachfront Guest Cottage - Year-round Hot Tub!

2 bedrooms, 4 beds, 1 bathroom

25–30 Oct

$1,531 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 435 reviews

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Top guest favourite

Cottage in Stonington

Stonington Harbor Cottage

1 bedroom, 1 queen bed, 1 bathroom

11–16 Oct

$1,434 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 136 reviews

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Top guest favourite

Home in Stonington

Harbor Views • Walk to Town • Sunny 2BR Cottage

2 bedrooms, 3 beds, 1 bathroom

1–6 Oct

Extended stay discount

4.92 out of 5 average rating, 63 reviews

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Cottage in Sedgwick

The Binnery: A cozy cottage on the coast of Maine

3 bedrooms, 6 beds, 1.5 bathrooms

12–17 Oct

$1,588 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 20 reviews

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Top guest favourite

Home in Deer Isle

Eggemoggin School House

5 bedrooms, 8 beds, 2.5 bathrooms

1–6 Oct

$4,812 SGD for 5 nights

5.0 out of 5 average rating, 67 reviews

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Top guest favourite

Room in Deer Isle

Studio Apartment w/ Shared Bath

1 double bed, 1 bathroom

18–23 Oct

$634 SGD for 5 nights

4.95 out of 5 average rating, 167 reviews

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Top guest favourite

Home in Stonington

Blue Arches: waterfront vacation home on 18+ acres

4 bedrooms, 7 beds, 2.5 bathrooms

18–23 Oct

$2,449 SGD for 5 nights

4.95 out of 5 average rating, 175 reviews

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Top guest favourite

Cabin in Brooklin

Slice of Heaven

2 bedrooms, 3 beds, 1 bathroom

1–6 Nov

$1,717 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 9 reviews

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Top guest favourite

Home in Stonington

Oceanville Oasis on the Peaceful Island

2 bedrooms, 2 beds, 2 bathrooms

21–26 Oct

$1,760 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 17 reviews

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Cabin in Deer Isle

Bridges Camp - ocean beach!

2 bedrooms, 3 beds, 1 bathroom

1–8 Oct

$2,423 SGD for 7 nights

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Guest favourite

Home in Stonington

The Stronghold

4 bedrooms, 5 beds, 3.5 bathrooms

1–8 Oct

$5,604 SGD for 7 nights

4.97 out of 5 average rating, 36 reviews

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Top guest favourite

Home in Stonington

Historic Harbor Home • Roof Deck • Walk to Town

6 bedrooms, 8 beds, 4 bathrooms

26–31 Oct

Extended stay discount

4.96 out of 5 average rating, 25 reviews