Southport Vacation Rentals & Homes - 42 Rentals Available

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42 Vacation rentals

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1 / 17

Minutes from Popham Beach - Cozy Maine Coast Cottage

Phippsburg Cottage - 10.2 miles away

3 bedrooms 3
1 bathroom
sleeps 6 6
min stay varies

Child friendly
Pet friendly

“My wife and I along with our 36 yr old son stayed recently and had a wonderful time. The cottage was fully equipped, comfortable and meticulously clean. Water views and a very short walk to their waterfront. Another short walk or drive to Anna's...”

- Review left on 08/21/2016

$205.00

Very Good (9 reviews)

from $205.00 / night

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1 / 14

Newly renovated quiet, cozy cottage. Water accessible by stairs.

Wiscasset Cottage - 8.3 miles away

3 bedrooms 3
1 bathroom
sleeps 6 6
4 nights min

Nearest beach 25 mi
Child friendly
Private garden

$229.00

Excellent (2 reviews)

from $229.00 / night

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1 / 24

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor Cottage - 3.1 miles away

1 bedroom 1
1 bathroom
sleeps 2 2
4 nights min

Beach/lakeside relaxation
Car not necessary
Air conditioning

Responds fast! Avg. 2 hours 24 minutes

“In all aspects of the stay, this place was outstanding. The hosts, Nancy and Mac were very friendly and went out of their way to ensure we had everything we needed to make our stay the best it could be. The cottage was immaculate and decorated very...”

- Review left on 08/04/2015

$115.00

Excellent (21 reviews)

from $115.00 / night

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1 / 16

Cozy 2-bdrm w/ lg deck overlooking Round Pond cove

Round Pond House - 13.2 miles away

2 bedrooms 2
1 bathroom
sleeps 4 4
7 nights min

Beach/lakeside relaxation
Child friendly
Pet friendly

“If you are looking for the perfect spot and cottage to spend some relaxing days, please , please rent this cottage. The weather was perfect for us to ride our motorcycle. This cottage was supplied with absolutely everything. The sitting area in...”

- Review left on 09/25/2016

$75.00

Excellent (8 reviews)

from $75.00 / night

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1 / 12

Charming ocean front cottage in Harpswell

Harpswell Cottage - 12 miles away

2 bedrooms 2
1 bathroom
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Nearest beach 22 mi
Child friendly

Responds fast! Avg. 1 hour 39 minutes

“Originally we were just looking for accommodation within easy reach of Brunswick to enable us to visit relatives, but within a very short time we realised we had found so much more. Set in the pines with the tidal bay where we watched seals, sea...”

- Review left on 09/25/2015

$152.00

Excellent (11 reviews)

from $152.00 / night

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1 / 22

Georgetown (Back River) Vacation Home

Georgetown House - 4.9 miles away

5 bedrooms 5
3 bathrooms
sleeps 10 10
7 nights min

Beach/lakeside relaxation
Child friendly
Pet friendly

“The house is stunning, in a very private setting, right on the water, plenty big enough for 8-10 people. Great room is gorgeous with beautiful views of the river. Stone wall in the great room and outside(where you can drink your morning coffee in the...”

- Review left on 09/05/2019

$281.00

Excellent (9 reviews)

from $281.00 / night

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1 / 16

Tiny House Cottage

Boothbay Harbor House - 3.1 miles away

1 bedroom 1
1 bathroom
sleeps 2 2
3 nights min

Car not necessary
Air conditioning
Private garden

Responds fast! Avg. 2 hours 24 minutes

$86.00

from $86.00 / night

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1 / 25

Pet Friendly, Waterside Retreat with Spectacular Sunsets in Boothbay

Boothbay House - 4.5 miles away

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Pet friendly

$308.00

Excellent (1 reviews)

from $308.00 / night

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1 / 17

Charming, Single-Level Summer Cottage on Southport Island

Newagen House - 2.3 miles away

3 bedrooms 3
2 bathrooms
sleeps 4 4
min stay varies

Child friendly

$458.00

from $458.00 / night

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1 / 27

Bold Oceanfront Cottage on Southport Island

Southport House - 2.3 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Pet friendly

$486.00

from $486.00 / night

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1 / 20

Dash_Inn_East_Boothbay

East Boothbay House - 4.4 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning
Pet friendly

$317.00

Excellent (2 reviews)

from $317.00 / night

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1 / 14

Edge_Of_The_Sea_East_Boothbay

East Boothbay House - 2.8 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Pet friendly

$328.00

Excellent (1 reviews)

from $328.00 / night

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1 / 27

Bella_Vista_Westport_Island

Wiscasset House - 7.1 miles away

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning
Pet friendly

$311.00

Excellent (2 reviews)

from $311.00 / night

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1 / 17

Cozy_Cottage_Southport_Island

Southport House - 1.3 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
4 nights min

Child friendly
Air conditioning

$193.00

from $193.00 / night

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1 / 30

Captains_Quarters_East_Boothbay

East Boothbay House - 4.3 miles away

8 bedrooms 8
3 bathrooms
sleeps 16 16
min stay varies

Child friendly
Pet friendly

$943.00

Excellent (1 reviews)

from $943.00 / night

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1 / 32

Historic East Boothbay Home on Ocean Point

Boothbay House - 3.4 miles away

5 bedrooms 5
3 bathrooms
sleeps 10 10
min stay varies

Child friendly
Pet friendly

$443.00

Very Good (4 reviews)

from $443.00 / night

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1 / 30

Cozy four bedroom summer cottage overlooking Linekin Bay

East Boothbay House - 4.4 miles away

4 bedrooms 4
2 bathrooms
sleeps 7 7
min stay varies

Child friendly
Pet friendly

$279.00

from $279.00 / night

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1 / 21

Mollys_Cape_Southport

Southport House - 1.3 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Pet friendly

$358.00

from $358.00 / night

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1 / 9

OCEAN WAY ON SOUTHPORT ISLAND | QUIET WOODLAND RETREAT NEAR BEACH

Southport House - 1.3 miles away

2 bedrooms 2
1 bathroom
sleeps 4 4
14 nights min

Ask about children
Pet friendly

$165.00

from $165.00 / night

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1 / 32

Fairview_Boothbay

Boothbay House - 4.1 miles away

3 bedrooms 3
3 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning
Pet friendly

$311.00

Excellent (3 reviews)

from $311.00 / night

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1 / 24

Pet Friendly Summer Home on Ocean Point

East Boothbay House - 5.2 miles away

4 bedrooms 4
3 bathrooms
sleeps 7 7
min stay varies

Child friendly
Pet friendly

$343.00

from $343.00 / night

Inquire

1 / 19

Bluefin_Georgetown

Georgetown House - 5.2 miles away

2 bedrooms 2
2 bathrooms
sleeps 6 6
min stay varies

Child friendly

$343.00

from $343.00 / night

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1 / 25

MERWICK COTTAGE | GEORGETOWN, MAINE |WATERFRONT | PRIVATE DOCK AND FLOAT

Georgetown House - 1.8 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
4 nights min

Ask about children
Pet friendly

$344.00

from $344.00 / night

Inquire

1 / 26

Vintage Oceanfront Log Cabin Overlooking Linekin Bay

Boothbay Harbor House - 3.9 miles away

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly

$333.00

Excellent (2 reviews)

from $333.00 / night

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1 / 18

A_Lucky_Cast_Westport Island

Wiscasset House - 12.4 miles away

4 bedrooms 4
3 bathrooms
sleeps 10 10
min stay varies

Child friendly
Pet friendly

$360.00

Excellent (2 reviews)

from $360.00 / night

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1 / 17

Private Beach Front Cottage on Indian Point in Georgetown, Maine

Georgetown House - 6 miles away

2 bedrooms 2
1 bathroom
sleeps 4 4
min stay varies

Child friendly
Pet friendly

$215.00

Very Good (4 reviews)

from $215.00 / night

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1 / 19

SUNSET | BOOTHBAY | WATER VIEWS | PRIVATE DOCK & FLOAT| RIVER VIEWS OF BACK RIVE

Boothbay House - 7.3 miles away

2 bedrooms 2
2 bathrooms
sleeps 4 4
4 nights min

Ask about children
Pet friendly

$304.00

from $304.00 / night

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1 / 23

Nautica_Georgetown

Georgetown House - 5.5 miles away

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Child friendly

$343.00

Excellent (1 reviews)

from $343.00 / night

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1 / 18

Quiet_Spot_East_Boothbay

East Boothbay House - 3.5 miles away

3 bedrooms 3
2 bathrooms
sleeps 8 8
min stay varies

Child friendly

$235.00

from $235.00 / night

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1 / 17

Two Bedroom, Classic Summer Cottage on Southport Island

Southport House - 1.5 miles away

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Child friendly
Air conditioning
Pet friendly

$334.00

from $334.00 / night

Inquire

1 / 12

Pet Friendly Cottage in Boothbay Harbor, Just a Short Walk From Downtown.

Boothbay Harbor House - 3.2 miles away

2 bedrooms 2
1 bathroom
sleeps 4 4
min stay varies

Child friendly
Air conditioning
Pet friendly

$191.00

from $191.00 / night

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1 / 20

Pet Friendly, Waterfront Cottage on Spruce Point

Boothbay Harbor House - 2.4 miles away

4 bedrooms 4
2 bathrooms
sleeps 7 7
min stay varies

Child friendly
Air conditioning
Pet friendly

$315.00

Very Good (1 reviews)

from $315.00 / night

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1 / 27

Ocean-view Colonial 6 Bedroom Home on Spruce Point

Boothbay Harbor House - 2.4 miles away

7 bedrooms 7
4 bathrooms
sleeps 11 11
min stay varies

Child friendly
Air conditioning
Pet friendly

$714.00

from $714.00 / night

Inquire

1 / 28

Spruce_Point_Landing_Boothbay_Harbor

Boothbay Harbor House - 2.4 miles away

5 bedrooms 5
4 bathrooms
sleeps 10 10
min stay varies

Child friendly
Pet friendly

$867.00

from $867.00 / night

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1 / 20

Oceanfront Cottage on Southport Island with Private Dock and Float

East Boothbay House - 3.9 miles away

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Child friendly
Air conditioning

$333.00

from $333.00 / night

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1 / 30

Pet Friendly, Historic Farmhouse on Sawyer's Island

Boothbay House - 3.1 miles away

4 bedrooms 4
2 bathrooms
sleeps 10 10
min stay varies

Child friendly
Pet friendly

$300.00

Very Good (3 reviews)

from $300.00 / night

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1 / 17

SUNRISE | BOOTHBAY | WATER VIEWS | DOCK & FLOAT | VIEWS OF OVENS MOUTH | PET-FRI

Boothbay House - 7.6 miles away

1 bedroom 1
1 bathroom
sleeps 2 2
4 nights min

Ask about children
Air conditioning
Pet friendly

$288.00

from $288.00 / night

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1 / 24

Classic Maine Cottage on Southport Island

Southport House - 1.2 miles away

5 bedrooms 5
3 bathrooms
sleeps 10 10
min stay varies

Child friendly
Pet friendly

$380.00

from $380.00 / night

Inquire

1 / 20

Ocean_Peek_East_Boothbay_Maine

Squirrel Island House - 3.5 miles away

4 bedrooms 4
2 bathrooms
sleeps 8 8
4 nights min

Child friendly
Pet friendly

$243.00

from $243.00 / night

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1 / 24

Merry_Island_Cottage_Edgecomb

Walpole House - 10.3 miles away

3 bedrooms 3
3 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning

$343.00

from $343.00 / night

Inquire

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Mid Coast Maine