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Southport Vacation Rentals
1-24 of 149 rentals

Saltwater Serenity

$295 avg / night (excludes fees and taxes)
NEW!
Southport, ME
2 Bedrooms | 2 Bath | Sleeps 6

Deep Cove Cabin

$327 avg / night (excludes fees and taxes)
Southport, ME
4.5 (16)
2 Bedrooms | 2 Bath | Sleeps 8

Island Pines

$333 avg / night (excludes fees and taxes)
Southport, ME
4.63 (27)
4 Bedrooms | 2.5 Bath | Sleeps 8

Serene Newagen House

$434 avg / night (excludes fees and taxes)
Southport, ME
4.42 (60)
3 Bedrooms | 2 Bath | Sleeps 6

Romley House

$176 avg / night (excludes fees and taxes)
Southport Island, ME
4.7 (27)
2 Bedrooms | 2 Bath | Sleeps 6

Coveside Carriage House

$236 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.98 (60)
1 Bedrooms | 1 Bath | Sleeps 4

Sprucewold Beach House

$166 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.47 (43)
0 Bedrooms | 1 Bath | Sleeps 2

Barrett's Watch Apartment

$211 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.62 (21)
1 Bedrooms | 1 Bath | Sleeps 4

Fisher Hill Cottage

$277 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.56 (41)
2 Bedrooms | 1 Bath | Sleeps 4

Snug Harbor I

$138 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.49 (69)
1 Bedrooms | 1 Bath | Sleeps 4

Sea View

$310 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
3.71 (7)
2 Bedrooms | 2 Bath | Sleeps 6

Lobster Cove Cottage

$168 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.22 (23)
2 Bedrooms | 1.5 Bath | Sleeps 7

Whale's Tale

$404 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.65 (20)
2 Bedrooms | 2 Bath | Sleeps 7

Firehouse Cottage

$253 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.59 (34)
3 Bedrooms | 1.5 Bath | Sleeps 6

Sweet Haven

$392 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.63 (41)
2 Bedrooms | 1.5 Bath | Sleeps 4

Pine Ledge

$447 avg / night (excludes fees and taxes)
NEW!
Boothbay Harbor, ME
5.0 (2)
5 Bedrooms | 2 Bath | Sleeps 10

Mill Cove Cottage

$415 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.41 (74)
3 Bedrooms | 2 Bath | Sleeps 6

Lobster Trap

$186 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.56 (43)
2 Bedrooms | 1 Bath | Sleeps 6

Harbor's End Unit B

$537 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.71 (7)
3 Bedrooms | 3 Bath | Sleeps 6

Little Cottage in the Woods

$201 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.83 (24)
2 Bedrooms | 1 Bath | Sleeps 4

Sasanoa Retreat at Sprucewold

$222 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.68 (22)
3 Bedrooms | 1 Bath | Sleeps 6

Snug Harbor II

$273 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.48 (27)
3 Bedrooms | 1 Bath | Sleeps 8

Cabin in the Pines

$240 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.0 (5)
3 Bedrooms | 1 Bath | Sleeps 6

The Coal Shack

$375 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.9 (122)
1 Bedrooms | 1 Bath | Sleeps 2
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