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Search results; Over 1,000 homes in Deer Isle

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Top guest favourite
Home in Deer Isle
Cozy Deer Isle Farmhouse Retreat
2 bedrooms, 2 beds, 1.5 private bathrooms
24–29 Oct
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4.98 out of 5 average rating, 91 reviews
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Home in Stonington
Stonington Dream House
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 68 reviews
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Home in Deer Isle
A Victorian Gem on Deer Isle
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 52 reviews
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Home in Deer Isle
Eggemoggin School House
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 66 reviews
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Home in Stonington
Blue Heron
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 103 reviews
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Guest favourite
Home in Deer Isle
Margaret’s House
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
4.82 out of 5 average rating, 62 reviews
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Cottage in Deer Isle
Beachfront Guest Cottage - Year-round Hot Tub!
2 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 433 reviews
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Home in Stonington
Harbor Views • Walk to Town • Sunny 2BR Cottage
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 63 reviews
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Home in Deer Isle
The Pines
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 37 reviews
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Cottage in Stonington
Stonington Harbor Cottage
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 135 reviews
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Home in Stonington
The Stronghold
4 bedrooms, 5 beds, 3.5 bathrooms
1–8 Oct
4.97 out of 5 average rating, 36 reviews
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Room in Deer Isle
Studio Apartment w/ Shared Bath
1 double bed, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 167 reviews
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Cabin in Brooklin
Slice of Heaven
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 8 reviews
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Home in Sedgwick
The Chalet on Caterpillar Hill
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Stonington
Blue Arches: waterfront vacation home on 18+ acres
4 bedrooms, 7 beds, 2.5 bathrooms
18–23 Oct
4.95 out of 5 average rating, 175 reviews
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Home in Stonington
Oceanville Oasis on the Peaceful Island
2 bedrooms, 2 beds, 2 bathrooms
13–18 Oct
5.0 out of 5 average rating, 17 reviews
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Place to stay in Brooklin
Second floor suite overlooking Herrick Bay
2 bedrooms, 2 beds, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 41 reviews
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Nature lodge in Orland
Field Cabin at Lantern Camp Orland
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 41 reviews
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Home in Stonington
Historic Harbor Home • Roof Deck • Walk to Town
6 bedrooms, 8 beds, 4 bathrooms
26–31 Oct
4.96 out of 5 average rating, 25 reviews