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Search results; Over 1,000 homes in Deer Isle

Top guest favourite

Cottage in Deer Isle

Beachfront Guest Cottage - Year-round Hot Tub!

2 bedrooms, 4 beds, 1 private bathroom

10–15 Jul

$1,736 SGD for 5 nights

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4.94 out of 5 average rating, 419 reviews

Superhost

Home in Deer Isle

Silver Oak/Ocean Frontage

4 bedrooms, 9 beds

5–10 Sept

$8,685 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Brooklin

Oceanfront Oasis on Eggemoggin Reach

4 bedrooms, 5 beds

29 Aug – 3 Sept

5.0 out of 5 average rating, 7 reviews

Top guest favourite

Home in Deer Isle

A Victorian Gem on Deer Isle

3 bedrooms, 4 beds

18–23 Jul

$2,877 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 47 reviews

Top guest favourite

Home in Deer Isle

Small Farmhouse on Tidal Cove

3 bedrooms, 4 beds

29 Aug – 5 Sept

$4,909 SGD for 7 nights

4.83 out of 5 average rating, 64 reviews

Guest favourite

Home in Deer Isle

Two Birches, Hardys Hill Rd

2 bedrooms, 3 beds

12–17 Aug

$1,675 SGD for 5 nights

4.89 out of 5 average rating, 19 reviews

Top guest favourite

Home in Stonington

The Stronghold

4 bedrooms, 5 beds

8–15 Jul

$8,197 SGD for 7 nights

4.97 out of 5 average rating, 34 reviews

Top guest favourite

Cabin in Deer Isle

Downseast on Greenlaw Cove: A Secluded Getaway

4 bedrooms, 3 queen beds

11–16 Oct

$1,903 SGD for 5 nights

4.96 out of 5 average rating, 48 reviews

Guest favourite

Home in Stonington

Waterfront Cottage in Stonington (with Kayaks)

3 bedrooms, 5 beds

11–16 Sept

$3,428 SGD for 5 nights

4.97 out of 5 average rating, 31 reviews

Guest favourite

Flat in Deer Isle

Deer Isle House

2 bedrooms, 4 beds

14–19 Sept

$1,249 SGD for 5 nights

4.91 out of 5 average rating, 11 reviews

Top guest favourite

Cottage in Brooklin

Hayes Cottage -- Ideal Seaside Retreat

5 bedrooms, 8 beds

29 Aug – 4 Sept

$2,984 SGD for 6 nights

4.97 out of 5 average rating, 38 reviews

Top guest favourite

Home in Deer Isle

Cozy Deer Isle Farmhouse Retreat

2 bedrooms, 2 beds

1–6 Jan

$1,367 SGD for 5 nights

4.98 out of 5 average rating, 83 reviews

Top guest favourite

Home in Stonington

Blue Arches: waterfront vacation home on 18+ acres

4 bedrooms, 7 beds

18–23 Oct

$2,535 SGD for 5 nights

4.95 out of 5 average rating, 173 reviews

Top guest favourite

Cottage in Stonington

Just Within Reach!

1 bedroom, 2 beds

31 Aug – 5 Sept

$1,538 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Top guest favourite

Home in Deer Isle

Sunset Sisters The Walker House

3 bedrooms, 4 beds

8–13 Sept

$2,397 SGD for 5 nights

5.0 out of 5 average rating, 13 reviews

Top guest favourite

Flat in Brooklin

Apartment in Brooklin

1 bedroom, 3 beds

4–9 Sept

$1,462 SGD for 5 nights

5.0 out of 5 average rating, 33 reviews

Top guest favourite

Home in Deer Isle

The Pines

2 bedrooms, 3 beds

15–20 Aug

$3,250 SGD for 5 nights

5.0 out of 5 average rating, 29 reviews

Top guest favourite

Cottage in Stonington

Short walking distance to the Town of Stonington

2 bedrooms, 3 beds

7–12 Sept

$2,535 SGD for 5 nights

4.98 out of 5 average rating, 48 reviews

Home in Stonington

Kate's House at Spruce Harbor

4 bedrooms, 7 single beds

5–11 Sept

$3,349 SGD for 6 nights

5.0 out of 5 average rating, 4 reviews