Southport Vacation Rentals & Homes - 48 Rentals Available
48 Vacation rentals

DOCS PLACE ON SOUTHPORT ISLAND | CAPE NEWAGEN | STONE FIREPLACE | PRIVATE DOCK &
Southport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Pet friendly
$419.00
from $419.00 / night

COZY COTTAGE | SOUTHPORT ISLAND | MAINE | THREE BEDROOMS | FAMILY GETAWAY
Southport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$263.00
from $263.00 / night

LEDGEMERE ON SOUTHPORT ISLAND | PET-FRIENDLY | BOLD OCEANFRONT | BEACH ACCESS |
Southport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$410.00
from $410.00 / night

MOLLYS CAPE | SOUTHPORT ISLAND | OCEAN VIEWS | SHARED BEACH | KAYAKERS DREAM | F
Southport House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Pet friendly
$466.00
from $466.00 / night

BARNACLES COTTAGE ON SOUTHPORT ISLAND | PET FRIENDLY, OCEANFRONT & PRIVATE BEACH
Southport House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$436.00
from $436.00 / night
PIFFI BIFF ON SOUTHPORT ISLAND | NEAR CAPE NEWAGEN | PET FRIENDLY | FAMILY VACAT
Southport House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 4 nights min
- Ask about children
- Pet friendly
$411.00
from $411.00 / night
Your search has been expanded 13.4 miles to include more rentals
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
$218.00
from $218.00 / night
Beachfront Cottage on Indian Point
Georgetown Cottage - 6.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Pet friendly
$279.00
from $279.00 / night
Newly renovated quiet, cozy cottage
Wiscasset Cottage - 8.3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 4 nights min
- Child friendly
$229.00
from $229.00 / night
Victorian Cottage on Westport Island
Wiscasset Cottage - 8.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Beach/lakeside relaxation
- Child friendly
- Private garden
$229.00
from $229.00 / night
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 25 minutes
$144.00
from $144.00 / night
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
$75.00
from $75.00 / night
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. 3 hours 10 minutes
$152.00
from $152.00 / night
LUXURY PRIVATE BEACH KAYAKS/SUP/CANOE/SWIM,60' SMART TV,BOOTHBAY, FREEPORT, MORE
Bath House - 13.4 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$500.00
from $500.00 / night
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
Responds fast! Avg. 3 hours 39 minutes
$281.00
from $281.00 / night
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 25 minutes
$86.00
from $86.00 / night
SEASIDE HIDEAWAY | BOOTHBAY | PRIVATE GETAWAY | DOCK & FLOAT | PET FRIENDLY | CO
Boothbay House - 4.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Pet friendly
$325.00
from $325.00 / night
THE LEDGE ON SOUTHPORT ISLAND | TIDAL OCEAN FRONT | CHARMING SUMMER COTTAGE |
Newagen House - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$464.00
from $464.00 / night
EDGE OF THE SEA | OCEANFRONT | OCEAN POINT | EAST BOOTHBAY MAINE | LIGHTHOUSES |
East Boothbay House - 2.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Pet friendly
$423.00
from $423.00 / night
DASH INN | EAST BOOTHBAY | PET FRIENDLY | GARDEN | ROMANTIC GETAWAY | KAYAKERS D
East Boothbay House - 4.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$351.00
from $351.00 / night
QUAHOG BAY | HARPSWELL, MAINE | OCEANFRONT | BOATING | DOCK & FLOAT | FAMILY VAC
Harpswell House - 12.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$358.00
from $358.00 / night
LINEKIN BREEZE IN EAST BOOTHBAY | Ocean View Pet-Friendly Maine Cottage
East Boothbay House - 4.4 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 4 nights min
- Ask about children
- Pet friendly
$287.00
from $287.00 / night
BELLA VISTA ON WESTPORT ISLAND | PET-FRIENDLY | SALT WATER RIVER | PRIVATE DOCK
Wiscasset House - 7.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$342.00
from $342.00 / night
CLEARVIEW | EAST BOOTHBAY, MAINE | OCEAN POINT | FAMILY VACATION | PET FRIENDLY
East Boothbay House - 5.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 4 nights min
- Ask about children
- Pet friendly
$347.00
from $347.00 / night
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
THE VILLA | EAST BOOTHBAY, MAINE | OCEAN POINT | FAMILY VACATION | WATER VIEWS |
Boothbay House - 3.4 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$406.00
from $406.00 / night
FAIRVIEW COTTAGE| BOOTHBAY MAINE | PET FRIENDLY | SALT WATER RIVER | PRIVATE DOC
Boothbay House - 4.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$316.00
from $316.00 / night
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
EBB AND FLOW | WATERFRONT | EAST BOOTHBAY | RELAXING | KAYAKING | BOATING | FAMI
East Boothbay House - 4.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- 4 nights min
- Ask about children
- Pet friendly
$432.00
from $432.00 / night
A LUCKY CAST ON WESTPORT ISLAND - SHEEPSCOTT RIVER
Wiscasset House - 12.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$416.00
from $416.00 / night
ATLANTIC SUNSET IN BOOTHBAY HARBOR | SPRUCE POINT | OCEAN FRONT | KAYAKING | PET
Boothbay Harbor House - 2.4 miles away
- 7 bedrooms 7
- 3 bathrooms
- sleeps 11 11
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$747.00
from $747.00 / night
QUIET SPOT - EAST BOOTHBAY | VIEWS OF LINEKIN BAY & SPRUCE POINT | FAMILY VACATI
East Boothbay House - 3.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 4 nights min
- Ask about children
- Pet friendly
$246.00
from $246.00 / night
NAUTICA | GEORGETOWN | CONTEMPORARY | INDIAN POINT | BEACH ACCESS
Georgetown House - 5.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$352.00
from $352.00 / night
LAZY DAYS | SPRUCE POINT | BOOTHBAY HARBOR, MAINE | WATER-FRONT| VIEWS INTO HARB
Boothbay Harbor House - 2.4 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 4 nights min
- Ask about children
- Pet friendly
$358.00
from $358.00 / night
BAY STREET COTTAGE IN BOOTHBAY HARBOR | PET FRIENDLY | WALK TO TOWN | QUIET RETR
Boothbay Harbor House - 3.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$306.00
from $306.00 / night
CAPTAIN KENTS PLACE ON SAWYER'S ISLAND | PET-FRIENDLY, HISTORIC FARMHOUSE, PRIVA
Boothbay House - 3.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$358.00
from $358.00 / night
PINE CLIFF DWELLER ON SOUTHPORT ISLAND | OCEAN FRONT COTTAGE | PRIVATE DOCK & FL
East Boothbay House - 3.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$394.00
from $394.00 / night
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
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
THANKFULNEST | EAST BOOTHBAY, MAINE | OCEAN POINT | GRIMES COVE BEACH & BOAT LAU
Boothbay Harbor House - 4.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 4 nights min
- Ask about children
- Pet friendly
$294.00
from $294.00 / night
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