Vacation rentals in Southport Island
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Top-rated vacation rentals in Southport Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southport Island vacation rentals
Other great vacation rentals in Southport Island
Guest favorite
Guesthouse in Orland
4.99 out of 5 average rating, 103 reviewsCozy cottage in Orland Village-Penobscot Bay area
Jan 17 – 24
G$20,522 GYD per night
Superhost
Cabin in Boothbay Harbor
4.87 out of 5 average rating, 108 reviewsSebasco Sprucewold Cabin@ the Beach
Oct 5 – 12
G$36,047 GYD per night
Guest favorite
Cabin in Boothbay
4.95 out of 5 average rating, 402 reviewsSimple Boothbay Log Cabin on Water
Sep 4 – 11
G$35,874 GYD per night
Guest favorite
Cottage in Edgecomb
4.9 out of 5 average rating, 105 reviewsSpectacular Water View Cottage
May 6 – 13
G$25,011 GYD per night
Guest favorite
Guest suite in Boothbay
4.95 out of 5 average rating, 87 reviewsLinekin Guest Suite
May 10 – 17
G$15,990 GYD per night
Guest favorite
Apartment in Boothbay Harbor
5.0 out of 5 average rating, 60 reviewsHarbor for Two
Oct 28 – Nov 4
G$28,783 GYD per night
Guest favorite
Tiny home in Georgetown
5.0 out of 5 average rating, 58 reviewsStudio Cabin on Pond+Near Beach+Porch+AC+FirePit
Nov 22 – 29
G$35,338 GYD per night
Guest favorite
Apartment in Boothbay
5.0 out of 5 average rating, 25 reviewsThe Chickadee's Nest
Nov 1 – 8
G$30,156 GYD per night
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