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Southport Island Vacation Rentals
1-24 of 154 rentals

Romley House

$282 avg / night (excludes fees and taxes)
Southport Island, ME
4.72 (25)
2 Bedrooms | 2 Bath | Sleeps 6

Deep Cove Cabin

$637 avg / night (excludes fees and taxes)
Southport, ME
4.5 (16)
2 Bedrooms | 2 Bath | Sleeps 8

Serene Newagen House

$642 avg / night (excludes fees and taxes)
Southport, ME
4.57 (51)
3 Bedrooms | 2 Bath | Sleeps 6

Island Pines

$545 avg / night (excludes fees and taxes)
Southport, ME
4.62 (24)
4 Bedrooms | 2.5 Bath | Sleeps 8

Cape Newagen Retreat

$391 avg / night (excludes fees and taxes)
Southport, ME
4.38 (13)
3 Bedrooms | 1 Bath | Sleeps 6

Saltwater Serenity

$565 avg / night (excludes fees and taxes)
NEW!
Southport, ME
2 Bedrooms | 2 Bath | Sleeps 6

Mill Cove Cottage

$685 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.42 (71)
3 Bedrooms | 2 Bath | Sleeps 6

The Coal Shack

$387 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.9 (119)
1 Bedrooms | 1 Bath | Sleeps 2

Coveside Carriage House

$413 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.98 (48)
1 Bedrooms | 1 Bath | Sleeps 4

Atlantic Gardens I

$960 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.28 (18)
7 Bedrooms | 5.5 Bath | Sleeps 14

Sweet Haven

$810 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.59 (37)
2 Bedrooms | 1.5 Bath | Sleeps 4

The Beach House at Wall Point

$446 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.22 (40)
3 Bedrooms | 1 Bath | Sleeps 6

Atlantic Gardens II

$548 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.67 (12)
5 Bedrooms | 3.5 Bath | Sleeps 11

Beaver Run Cabin

$603 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.45 (33)
4 Bedrooms | 2.5 Bath | Sleeps 15

Sprucewold Cabin

$488 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.76 (49)
3 Bedrooms | 2 Bath | Sleeps 8

Portside

$830 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.81 (37)
2 Bedrooms | 2 Bath | Sleeps 4

Maine Stay

$550 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.5 (22)
4 Bedrooms | 2 Bath | Sleeps 10

Boothbay Lookout

$804 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.94 (36)
4 Bedrooms | 4 Bath | Sleeps 8

Appalachee Pond Waterfront Cottage

$463 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.62 (40)
3 Bedrooms | 1.5 Bath | Sleeps 6

Harbor's End Unit B

$857 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
5.0 (4)
3 Bedrooms | 3 Bath | Sleeps 6

Lisa Jean's Lookout

$283 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.6 (55)
2 Bedrooms | 1 Bath | Sleeps 4

Barrett's Watch Main House

$564 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.9 (20)
2 Bedrooms | 1 Bath | Sleeps 4

Fisher Hill Cottage

$413 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
4.54 (37)
2 Bedrooms | 1 Bath | Sleeps 4

Sea View

$558 avg / night (excludes fees and taxes)
Boothbay Harbor, ME
3.71 (7)
2 Bedrooms | 2 Bath | Sleeps 6
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