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Southport Vacation Rentals
1-24 of 144 rentals

Island Pines

$229 avg / night (excludes fees and taxes)
Southport, ME
4.61 (31)
4 Bedrooms | 2.5 Bath | Sleeps 8

Saltwater Serenity

$218 avg / night (excludes fees and taxes)
NEW!
Southport, ME
5.0 (1)
2 Bedrooms | 2 Bath | Sleeps 6

Deep Cove Cabin

$330 avg / night (excludes fees and taxes)
Southport, ME
4.5 (18)
2 Bedrooms | 2 Bath | Sleeps 8

Serene Newagen House

$312 avg / night (excludes fees and taxes)
Southport, ME
4.4 (63)
3 Bedrooms | 2 Bath | Sleeps 6

Romley House

$209 avg / night (excludes fees and taxes)
Southport Island, ME
4.69 (29)
2 Bedrooms | 2 Bath | Sleeps 6

Sprucewold Beach House

$125 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.5 (48)
0 Bedrooms | 1 Bath | Sleeps 2

Mill Cove Cottage

$234 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.4 (77)
3 Bedrooms | 2 Bath | Sleeps 6

Coveside Carriage House

$129 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.98 (66)
1 Bedrooms | 1 Bath | Sleeps 4

Lobster Cove Cottage

$124 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.28 (25)
2 Bedrooms | 1.5 Bath | Sleeps 7

Fisher Hill Cottage

$212 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.51 (49)
2 Bedrooms | 1 Bath | Sleeps 4

Bayside Barn

$191 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.86 (36)
2 Bedrooms | 1 Bath | Sleeps 3

Cabin in the Pines

$219 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.0 (8)
3 Bedrooms | 1 Bath | Sleeps 6

Barrett's Watch Apartment

$176 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.57 (28)
1 Bedrooms | 1 Bath | Sleeps 4

Atlantic Gardens I

$801 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.38 (24)
7 Bedrooms | 5.5 Bath | Sleeps 14

Whale's Tale

$369 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.67 (24)
2 Bedrooms | 2 Bath | Sleeps 7

Lobster Trap

$108 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.51 (47)
2 Bedrooms | 1 Bath | Sleeps 6

Head of the Harbor I

$93 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.49 (70)
1 Bedrooms | 1 Bath | Sleeps 4

Boothbay Haven

$318 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.44 (36)
5 Bedrooms | 2 Bath | Sleeps 10

The Badger Den

$220 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.78 (37)
3 Bedrooms | 2 Bath | Sleeps 10

The Beach House at Wall Point

$314 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.13 (46)
3 Bedrooms | 1 Bath | Sleeps 6

Sunset Sanctuary

$373 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.38 (8)
3 Bedrooms | 2 Bath | Sleeps 6

Pine Ledge

$341 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.86 (7)
5 Bedrooms | 2 Bath | Sleeps 10

Sprucewold Cabin

$246 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.77 (52)
3 Bedrooms | 2 Bath | Sleeps 8

Bay Cabin

$210 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.5 (2)
2 Bedrooms | 1 Bath | Sleeps 4
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