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Islesboro Vacation Rentals & Homes - 78 Rentals Available

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78 Vacation rentals

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(1)

1 / 18

Camden House - 9.6 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“A nice and quaint place to escape the business of everyday life. Really enjoyed the small town feel and be able to walk to so many places. My favorite part of the stay is enjoying the morning coffee on the deck over looking the marina. Hearing all...”
- Review left on 09/28/2014

$425.00

Excellent (1 reviews)

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from $425.00 / night

1 / 9

Owls Head House - 17.1 miles away

  • 3
  • 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 58 minutes

$458.00

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from $458.00 / night

(4)

1 / 10

Lincolnville Log cabin - 6.2 miles away

  • 2
  • 6
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden

Responds fast! Avg. 22 minutes

“We stayed for a full month and found the cabin very comfortable serving all our needs. Owners are very hospitable. Location (just off US 1) is a great base for sightseeing trips. Easy access to points of interest, shopping, dinning while...”
- Review left on 10/31/2016

$172.00

Excellent (4 reviews)

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from $172.00 / night

(2)

1 / 20

Little Deer Isle Cottage - 8.3 miles away

  • 5
  • 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
“Wonderful Place, the view was incredible. Would consider renting this home again. A few problems but owner took care of everything immediately...”
- Review left on 06/02/2016

$262.00

Excellent (2 reviews)

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from $262.00 / night

(4)

1 / 30

Swanville House - 16.7 miles away

  • 3
  • 8
  • 6 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Pet friendly

Responds fast! Avg. 3 hours 57 minutes

“My family and I recently stayed at The Round House. We had the most fabulous time! There was 6 adults and one 3 year old and there was plenty of room. My grandson loved the upstairs play area and all the Lincoln Logs he found!! The kitchen was...”
- Review left on 08/04/2016

$287.00

Excellent (4 reviews)

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from $287.00 / night

(16)

1 / 16

Swanville Cottage - 17.5 miles away

  • 1
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

Responds fast! Avg. 2 hours 48 minutes

“This beautiful camp on Swan Lake has it all--comfortable lodgings with all you will need, great dock if you have your own boat, and a private beach area for swimming and sunning yourself. A convenient store is just a mile or so up the road. It is dog...”
- Review left on 08/25/2019

$123.00

Excellent (16 reviews)

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from $123.00 / night

(6)

1 / 11

Belfast Cottage - 9.9 miles away

  • 2
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The ocean view was awesome. We watched seals swimming in the harbor. The sunsets and sunrises were breathtaking. We also enjoyed a campfire during the sunset. The cottage was very nice. Fran and Ellen were also very nice...”
- Review left on 10/11/2017

$281.00

Excellent (6 reviews)

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from $281.00 / night

(16)

1 / 19

Stockton Springs Log cabin - 14 miles away

  • 1
  • 2
  • 7 nights min
  • Ask about pets

Responds fast! Avg. 31 minutes

“We had a lovely vacation at Seacroft Cottage. It was very quaint and had everything we needed. It was locally situated where we could drive and explore the Maine Coast. The cottage is private, which we liked. We had a wonderful stay. We would...”
- Review left on 09/28/2016

$115.00

Very Good (16 reviews)

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from $115.00 / night

(4)

1 / 21

Rockland House - 14.9 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
“This is a lovely house, with an amazing view behind it. We had the most relaxing time. The house is beautifully decorated, and larger than the photos make it seem. Beds are comfortable, nice linens - felt very homey. The Rockland Breakwater...”
- Review left on 08/08/2014

$250.00

Excellent (4 reviews)

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from $250.00 / night

1 / 23

Searsport House - 10.2 miles away

  • 5
  • 10
  • 5 nights min
  • Nearest beach 25 mi
  • Child friendly
  • Air conditioning

$229.00

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from $229.00 / night

(49)

1 / 61

Sedgwick House - 11.6 miles away

  • 6
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly

$589.00

Excellent (49 reviews)

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from $589.00 / night

1 / 5

Searsport Apartment - 10.2 miles away

  • 1
  • 2
  • 5 nights min
  • Air conditioning
  • Pet friendly

$104.00

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from $104.00 / night

(2)

1 / 42

Stockton Springs House - 14 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

Responds fast! Avg. 2 hours 15 minutes

“We just got home from vacationing at Fort Point Cove Cottage with friends of ours. We had a great week. The house was very comfortable and did not lack anything from a well stocked kitchen, to a comfortable living room to king size beds. We really...”
- Review left on 09/21/2016

$287.00

Excellent (2 reviews)

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from $287.00 / night

(5)

1 / 21

Swanville Log cabin - 18.9 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We stayed here last summer and had a blast! The cabin was charming and rustic, with a woodstove and a great view of the lake. At night it was dark enough to see the stars and quiet enough to hear the frogs croaking and the cicadas singing. Our kids...”
- Review left on 05/04/2017

$140.00

Average (5 reviews)

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from $140.00 / night

(8)

1 / 8

Deer Isle House - 11 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden

Responds fast! Avg. 3 hours 36 minutes

“Secluded location. Huge yard for our dog to romp and play. Beautiful deck overlooking the bay with many wonderful sunsets framed between the trees. We did not see anyone on the beach the 8 days we were there! Where else could you have a private beach...”
- Review left on 06/19/2016

$197.00

Excellent (8 reviews)

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from $197.00 / night

1 / 10

Searsport Apartment - 10.2 miles away

  • 1
  • 2
  • 5 nights min
  • Pet friendly

$126.00

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from $126.00 / night

(1)

1 / 25

Deer Isle House - 13.4 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Pet friendly
  • Private garden
“My husband Carl and I have been staying at Dry Cove Cottage every October since 2008. We come to celebrate our anniversary, the beautiful Maine foilage and Carl's birthday. The cottage is perfectly secluded but yet not too far from anything. You...”
- Review left on 10/27/2012

$138.00

Excellent (1 reviews)

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from $138.00 / night

(4)

1 / 16

Rockland House - 14.9 miles away

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
“The cottage we stayed at was overlooking the bay. We could sit on the deck for hours and watch the beautiful view. One night we sat on the deck.It was so dark you couldn't see your hand in front of your face. We looked up at the sky and saw more star...”
- Review left on 07/14/2016

$250.00

Very Good (4 reviews)

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from $250.00 / night

(1)

1 / 6

Camden House - 9.2 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$351.00

Excellent (1 reviews)

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from $351.00 / night

1 / 9

Rockport House - 10.9 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly

$143.00

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from $143.00 / night

1 / 14

Camden Apartment - 9.7 miles away

  • 1
  • 2
  • 7 nights min
  • Child friendly
  • Air conditioning

$129.00

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from $129.00 / night

1 / 24

Harborside House - 8.4 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly

$215.00

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from $215.00 / night

(1)

1 / 36

Northport House - 7 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$360.00

Excellent (1 reviews)

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from $360.00 / night

(1)

1 / 21

Camden House - 9.8 miles away

  • 4
  • 6
  • 7 nights min
  • Child friendly

$193.00

Excellent (1 reviews)

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from $193.00 / night

1 / 19

Camden Apartment - 9.7 miles away

  • 1
  • 2
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$179.00

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from $179.00 / night

1 / 16

Rockland House - 17 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Pet friendly

$172.00

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from $172.00 / night

1 / 25

Brooklin House - 18.3 miles away

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Pet friendly

$272.00

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from $272.00 / night

1 / 14

Camden Apartment - 9.7 miles away

  • 1
  • 2
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$150.00

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from $150.00 / night

1 / 30

Hope House - 9.8 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$286.00

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from $286.00 / night

1 / 18

Union House - 19.5 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$172.00

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from $172.00 / night

1 / 35

Belfast House - 10.3 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$500.00

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from $500.00 / night

1 / 21

Camden House - 10.1 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Private garden

$172.00

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from $172.00 / night

1 / 19

Camden House - 9.8 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Ask about pets

$286.00

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from $286.00 / night

(1)

1 / 29

Blue Hill House - 18.1 miles away

  • 4
  • 9
  • 7 nights min
  • Ask about children
  • Ask about pets

$701.00

Excellent (1 reviews)

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from $701.00 / night

1 / 27

Lincolnville House - 5.7 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly

$258.00

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from $258.00 / night

1 / 22

Camden House - 8.1 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$322.00

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from $322.00 / night

1 / 8

Camden House - 9.1 miles away

  • 1
  • 2
  • 7 nights min
  • Ask about children
  • Ask about pets

$172.00

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from $172.00 / night

1 / 22

Rockport Condo - 12.9 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly

$176.00

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from $176.00 / night

1 / 16

Rockport House - 10.7 miles away

  • 3
  • 6
  • 4 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden

$220.00

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from $220.00 / night

1 / 6

Camden House - 10.1 miles away

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$140.00

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from $140.00 / night