Deer Isle Rentals

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496 Houses

(1) Excellent 

15

INSMERE - Stonington

Deer Isle / Stonington

Stonington house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children

Price per night from

$241

Price per night from

$241

26

The Pickering House - an 1854 Harbor View Home

DownEast and Acadia Maine / Deer Isle

Deer Isle farmhouse

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$360

Responds fast!
avg. 26 minutes

Price per night from

$360

(2) Excellent 

12

CAMPRENE - Stonington

Deer Isle / Stonington

Stonington house

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$115

Price per night from

$115

(3) Average 

14

GRAY HOUSE - Stonington

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$149

Price per night from

$149

12

SEABREEZE BOW - Stonington

Deer Isle / Stonington

Stonington house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$126

Price per night from

$126

15

HATTIE`S COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$121

Price per night from

$121

12

COVE VIEW APARTMENT - Stonington

Deer Isle / Stonington

Stonington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$115

Price per night from

$115

29

AT PEACE DOWNEAST - Deer Isle

DownEast and Acadia Maine / Deer Isle

Deer Isle house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children

Price per night from

$281

Price per night from

$281

27

PAINTERS PARADISE - Stonington

Deer Isle / Stonington

Stonington cottage

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$218

Price per night from

$218

7

Blue House Cottage in Very Private Location

Deer Isle / Sunset

Sunset house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly

Price per night from

$113

Price per night from

$113

13

HOMESTEAD COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$115

Price per night from

$115

13

COTTAGE AT LILY POND - Deer Isle

DownEast and Acadia Maine / Deer Isle

Deer Isle house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$184

Price per night from

$184

15

Waterfront Cottage with Spectacular Views of Penobscot Bay!

Deer Isle / Sunset

Sunset house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$119

Price per night from

$119

16

Cozy Maine waterfront cottage w/ breathtaking views of the ocean!

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$144

Price per night from

$144

(1) Very Good 

19

FISHERMAN`S LOFT - Stonington

Deer Isle / Stonington

Stonington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$149

Price per night from

$149

(1) Excellent 

16

SAM`S COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$136

Price per night from

$136

(1) Excellent 

25

FIFIELD POINT GUEST COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$172

Price per night from

$172

17

PISCEAN PATH - Stonington

Deer Isle / Stonington

Stonington house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children

Price per night from

$107

Price per night from

$107

38

Charming 3 bedroom Shorefront Cottage, stunning, panoramic views of the water

Deer Isle / Stonington

Stonington house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly

Price per night from

$247

Price per night from

$247

13

WEST HARBOR NEST - Stonington

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$98

Price per night from

$98

25

CHANGING TIDES - Deer Isle

DownEast and Acadia Maine / Deer Isle

Deer Isle house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$149

Price per night from

$149

(1) Very Good 

10

CABIN ON PRESSEY COVE - Deer Isle

Deer Isle / Sunset

Sunset house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$103

Price per night from

$103

9

EAST COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children

Price per night from

$115

Price per night from

$115

(1) Excellent 

12

BURNT COVE LOFT - Stonington

Deer Isle / Stonington

Stonington house

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$86

Price per night from

$86

9

SAND BEACH COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$115

Price per night from

$115

8

Sunny and Charming Studio apartment in boat-house near the Water's Edge

Deer Isle / Stonington

Stonington house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly

Price per night from

$121

Price per night from

$121

16

OCEAN BREEZE - Stonington

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$140

Price per night from

$140

9

WEST COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children

Price per night from

$103

Price per night from

$103

(1) Very Good 

20

HARBOR VIEW HOUSE - Stonington

Deer Isle / Stonington

Stonington house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Ask about children

Price per night from

$229

Price per night from

$229

18

Holmes-Caldwell Cottage - House

Deer Isle / Sunset

Sunset house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly

Price per night from

$163

Price per night from

$163

(1) Excellent 

26

BLACK SWAN - Stonington

Deer Isle / Stonington

Stonington house

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Ask about children

Price per night from

$184

Price per night from

$184

21

BECKS CAMP - Deer Isle

Deer Isle / Sunset

Sunset house

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$184

Price per night from

$184

12

Beautiful New House overlooking Stonington Harbor

Deer Isle / Stonington

Stonington house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$245

Price per night from

$245

42

Blue Arches

Deer Isle / Stonington

Stonington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$221

Price per night from

$221

18

ALLEN COVE COTTAGE - Stonington

Deer Isle / Stonington

Stonington house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$138

Price per night from

$138

18

MUIR POINT - Stonington

Deer Isle / Stonington

Stonington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children

Price per night from

$332

Price per night from

$332

17

THE COFFEE LOFT - Stonington

Deer Isle / Stonington

Stonington house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$103

Price per night from

$103

20

Lovely Home with Spectacular Views of Penobscot Bay & Free Internet

Deer Isle / Stonington

Stonington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$139

Price per night from

$139