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Islesboro Island
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Search results; Over 1,000 places
Over 1,000 places
Top guest favorite
Guest favorite
Cottage in Islesboro
"The Dory" on Penobscot Bay, Mid-Coast Maine
10 min drive
10 min drive
May 12 – 17
May 12 – 17
ﺩ.ﺇ7,102
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ﺩ.ﺇ7,102 for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Cottage in Islesboro
Sweet, three bedroom cape on peaceful cove
13 min walk
13 min walk
May 11 – 16
May 11 – 16
ﺩ.ﺇ7,319
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ﺩ.ﺇ7,319 for 5 nights
for 5 nights
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Home in Islesboro
Cottage on lovely island
10 min drive
10 min drive
May 26 – 31
May 26 – 31
ﺩ.ﺇ5,812
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ﺩ.ﺇ5,812 for 5 nights
for 5 nights
New place to stay
New
Guest favorite
Guest favorite
Cottage in Islesboro
Islesboro Boathouse
10 min drive
10 min drive
May 13 – 18
May 13 – 18
ﺩ.ﺇ10,654
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ﺩ.ﺇ10,654 for 5 nights
for 5 nights
5.0 out of 5 average rating, 99 reviews
5.0 (99)
Guest favorite
Guest favorite
Home in Islesboro
Island Waterfront Cottage Islesboro, Maine
11 min walk
11 min walk
Jul 12 – 18
Jul 12 – 18
ﺩ.ﺇ7,749
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ﺩ.ﺇ7,749 for 6 nights
for 6 nights
4.96 out of 5 average rating, 56 reviews
4.96 (56)
Guest favorite
Guest favorite
Home in Islesboro
"The Gables" on Penobscot Bay, Mid-Coast Maine
10 min drive
10 min drive
May 13 – 18
May 13 – 18
ﺩ.ﺇ7,318
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ﺩ.ﺇ7,318 for 5 nights
for 5 nights
4.89 out of 5 average rating, 71 reviews
4.89 (71)
Home in Islesboro
Blue Moon Cottage
10 min drive
10 min drive
May 17 – 22
May 17 – 22
ﺩ.ﺇ3,552
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ﺩ.ﺇ3,552 for 5 nights
for 5 nights
4.73 out of 5 average rating, 15 reviews
4.73 (15)
Guest favorite
Guest favorite
Home in Islesboro
MASSIVE Oceanfront Dark Harbor Home on ISLESBORO
10 min drive
10 min drive
May 11 – 16
May 11 – 16
ﺩ.ﺇ11,623
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ﺩ.ﺇ11,623 for 5 nights
for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favorite
Guest favorite
Cottage in Lincolnville
Sunny 2 Bedroom cottage - Walk to the beach!
30 min drive
30 min drive
May 13 – 18
May 13 – 18
ﺩ.ﺇ4,209
ﺩ.ﺇ3,651
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ﺩ.ﺇ3,651 for 5 nights, originally ﺩ.ﺇ4,209
for 5 nights
5.0 out of 5 average rating, 74 reviews
5.0 (74)
Cottage in Islesboro
Ocean Front Island Cottage
10 min drive
10 min drive
May 24 – 29
May 24 – 29
ﺩ.ﺇ3,766
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ﺩ.ﺇ3,766 for 5 nights
for 5 nights
4.81 out of 5 average rating, 52 reviews
4.81 (52)
Top guest favorite
Guest favorite
Cottage in Northport
"Eagles Nest" Waterfront Cottage
50 min drive
50 min drive
May 13 – 18
May 13 – 18
ﺩ.ﺇ10,654
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ﺩ.ﺇ10,654 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Apartment in Northport
Lone Star Lodge - Newly Renovated Studio
50 min drive
50 min drive
May 26 – 31
May 26 – 31
ﺩ.ﺇ3,620
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ﺩ.ﺇ3,620 for 5 nights
for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Apartment in Lincolnville
Ashgrove Garden on the Ocean
30 min drive
30 min drive
Jun 7 – 12
Jun 7 – 12
ﺩ.ﺇ2,583
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ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Guest favorite
Guest favorite
Home in Northport
Sternman's Cottage
40 min drive
40 min drive
May 13 – 18
May 13 – 18
ﺩ.ﺇ4,792
ﺩ.ﺇ3,874
Show price breakdown
ﺩ.ﺇ3,874 for 5 nights, originally ﺩ.ﺇ4,792
for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
9
Reviews
5.0
Stars
Rating
11
Years hosting
Room in Islesboro
Islesboro Island Getaway. Private BR.
11 min walk
11 min walk
May 11 – 16
May 11 – 16
ﺩ.ﺇ2,152
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ﺩ.ﺇ2,152 for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Apartment in Lincolnville
Beach den
30 min drive
30 min drive
May 11 – 16
May 11 – 16
ﺩ.ﺇ3,164
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ﺩ.ﺇ3,164 for 5 nights
for 5 nights
New place to stay
New
Top guest favorite
Guest favorite
Guesthouse in Islesboro
Islesboro Island Oceanfront Cottage
20 min drive
20 min drive
May 12 – 17
May 12 – 17
ﺩ.ﺇ6,350
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ﺩ.ﺇ6,350 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Home in Lincolnville
Cozy Retreat in Ducktrap Village
30 min drive
30 min drive
May 29 – Jun 3
May 29 – Jun 3
ﺩ.ﺇ5,199
ﺩ.ﺇ4,391
Show price breakdown
ﺩ.ﺇ4,391 for 5 nights, originally ﺩ.ﺇ5,199
for 5 nights
New place to stay
New
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