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South Freeport Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in South Freeport.
New Well Built Elegant Home on the Water 2 miles to Freeport, 9  to Portland!, vacation rental in South Freeport
New Well Built Elegant Home on the Water 2 miles to Freeport, 9  to Portland!, vacation rental in South Freeport
New Well Built Elegant Home on the Water 2 miles to Freeport, 9  to Portland!, vacation rental in South Freeport

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bowman Island rustic sea cabin/ “glamping” getaway, vacation rental in South Freeport
Bowman Island rustic sea cabin/ “glamping” getaway, vacation rental in South Freeport
Bowman Island rustic sea cabin/ “glamping” getaway, vacation rental in South Freeport

Bowman Island rustic sea cabin/ “glamping” getaway

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of South Freeport match all your filters:
Spacious 4 bedroom waterfront home on Casco Bay, vacation rental in South Freeport
Spacious 4 bedroom waterfront home on Casco Bay, vacation rental in South Freeport
Spacious 4 bedroom waterfront home on Casco Bay, vacation rental in South Freeport

Spacious 4 bedroom waterfront home on Casco Bay

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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The Outlet House, Comfortable Cottage, vacation rental in South Freeport
The Outlet House, Comfortable Cottage, vacation rental in South Freeport
The Outlet House, Comfortable Cottage, vacation rental in South Freeport

The Outlet House, Comfortable Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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In- town house for rent, vacation rental in South Freeport
In- town house for rent, vacation rental in South Freeport
In- town house for rent, vacation rental in South Freeport

In- town house for rent

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious yet cozy 3 bedroom unit close to it all, vacation rental in South Freeport
Spacious yet cozy 3 bedroom unit close to it all, vacation rental in South Freeport
Spacious yet cozy 3 bedroom unit close to it all, vacation rental in South Freeport

Spacious yet cozy 3 bedroom unit close to it all

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Spacious 4 bedroom luxury Condo, vacation rental in South Freeport
Spacious 4 bedroom luxury Condo, vacation rental in South Freeport
Spacious 4 bedroom luxury Condo, vacation rental in South Freeport

Spacious 4 bedroom luxury Condo

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Waterfront, Luxury, Spacious home in Freeport!, vacation rental in South Freeport
Waterfront, Luxury, Spacious home in Freeport!, vacation rental in South Freeport
Waterfront, Luxury, Spacious home in Freeport!, vacation rental in South Freeport

Waterfront, Luxury, Spacious home in Freeport!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The Nest ~ Quiet location close to shops, dining and Downtown Freeport., vacation rental in South Freeport
The Nest ~ Quiet location close to shops, dining and Downtown Freeport., vacation rental in South Freeport
The Nest ~ Quiet location close to shops, dining and Downtown Freeport., vacation rental in South Freeport

The Nest ~ Quiet location close to shops, dining and Downtown Freeport.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Freeport Escape - 3 King Beds, Fire-pit, vacation rental in South Freeport
Freeport Escape - 3 King Beds, Fire-pit, vacation rental in South Freeport
Freeport Escape - 3 King Beds, Fire-pit, vacation rental in South Freeport

Freeport Escape - 3 King Beds, Fire-pit

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Bright townhome with private deck, full kitchen, WiFi, & washer/dryer, vacation rental in South Freeport
Bright townhome with private deck, full kitchen, WiFi, & washer/dryer, vacation rental in South Freeport
Bright townhome with private deck, full kitchen, WiFi, & washer/dryer, vacation rental in South Freeport

Bright townhome with private deck, full kitchen, WiFi, & washer/dryer

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront, 7.5 acres of Privacy, 5 min to LL Bean!, vacation rental in South Freeport
Waterfront, 7.5 acres of Privacy, 5 min to LL Bean!, vacation rental in South Freeport
Waterfront, 7.5 acres of Privacy, 5 min to LL Bean!, vacation rental in South Freeport

Waterfront, 7.5 acres of Privacy, 5 min to LL Bean!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Guest room with private bath and gourmet breakfast served daily, vacation rental in South Freeport
Guest room with private bath and gourmet breakfast served daily, vacation rental in South Freeport
Guest room with private bath and gourmet breakfast served daily, vacation rental in South Freeport

Guest room with private bath and gourmet breakfast served daily

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious 1-Bedroom Apartment With Gorgeous Yard!, vacation rental in South Freeport
Spacious 1-Bedroom Apartment With Gorgeous Yard!, vacation rental in South Freeport
Spacious 1-Bedroom Apartment With Gorgeous Yard!, vacation rental in South Freeport

Spacious 1-Bedroom Apartment With Gorgeous Yard!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern, luxurious cabin in the woods - 20, vacation rental in South Freeport
Modern, luxurious cabin in the woods - 20, vacation rental in South Freeport
Modern, luxurious cabin in the woods - 20, vacation rental in South Freeport

Modern, luxurious cabin in the woods - 20

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Cottage in the heart of Freeport - 5 minute walk to outlets, vacation rental in South Freeport
Cozy Cottage in the heart of Freeport - 5 minute walk to outlets, vacation rental in South Freeport
Cozy Cottage in the heart of Freeport - 5 minute walk to outlets, vacation rental in South Freeport

Cozy Cottage in the heart of Freeport - 5 minute walk to outlets

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!, vacation rental in South Freeport
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!, vacation rental in South Freeport
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!, vacation rental in South Freeport

'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Private Apartment, minutes from LLBean!, vacation rental in South Freeport
Waterfront Private Apartment, minutes from LLBean!, vacation rental in South Freeport
Waterfront Private Apartment, minutes from LLBean!, vacation rental in South Freeport

Waterfront Private Apartment, minutes from LLBean!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Peaceful Waterfront Apt w/Deck, 22 Mi to Portland!, vacation rental in South Freeport
Peaceful Waterfront Apt w/Deck, 22 Mi to Portland!, vacation rental in South Freeport
Peaceful Waterfront Apt w/Deck, 22 Mi to Portland!, vacation rental in South Freeport

Peaceful Waterfront Apt w/Deck, 22 Mi to Portland!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private 1st Floor Studio in Victorian Home - Steps to LL Bean, Downtown Freeport, vacation rental in South Freeport
Private 1st Floor Studio in Victorian Home - Steps to LL Bean, Downtown Freeport, vacation rental in South Freeport
Private 1st Floor Studio in Victorian Home - Steps to LL Bean, Downtown Freeport, vacation rental in South Freeport

Private 1st Floor Studio in Victorian Home - Steps to LL Bean, Downtown Freeport

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Waterfront Cabin in the Woods, vacation rental in South Freeport
Charming Waterfront Cabin in the Woods, vacation rental in South Freeport
Charming Waterfront Cabin in the Woods, vacation rental in South Freeport

Charming Waterfront Cabin in the Woods

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy 2 bedroom new apartment, vacation rental in South Freeport
Cozy 2 bedroom new apartment, vacation rental in South Freeport
Cozy 2 bedroom new apartment, vacation rental in South Freeport

Cozy 2 bedroom new apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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1 bedroom apartment beautiful location on pond in South Freeport, vacation rental in South Freeport
1 bedroom apartment beautiful location on pond in South Freeport, vacation rental in South Freeport
1 bedroom apartment beautiful location on pond in South Freeport, vacation rental in South Freeport

1 bedroom apartment beautiful location on pond in South Freeport

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Waterfront, Newly Built, Spacious Apartment!, vacation rental in South Freeport
Waterfront, Newly Built, Spacious Apartment!, vacation rental in South Freeport
Waterfront, Newly Built, Spacious Apartment!, vacation rental in South Freeport

Waterfront, Newly Built, Spacious Apartment!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'Osprey Cottage' South Freeport Home on Casco Bay!, vacation rental in South Freeport
'Osprey Cottage' South Freeport Home on Casco Bay!, vacation rental in South Freeport
'Osprey Cottage' South Freeport Home on Casco Bay!, vacation rental in South Freeport

'Osprey Cottage' South Freeport Home on Casco Bay!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Full Moon on the Harraseeket, Freeport, Maine, vacation rental in South Freeport
Full Moon on the Harraseeket, Freeport, Maine, vacation rental in South Freeport
Full Moon on the Harraseeket, Freeport, Maine, vacation rental in South Freeport

Full Moon on the Harraseeket, Freeport, Maine

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Wonderful Home nestled in Wolfe's Neck Woods  “The Eagles Nest”, vacation rental in South Freeport
Wonderful Home nestled in Wolfe's Neck Woods  “The Eagles Nest”, vacation rental in South Freeport
Wonderful Home nestled in Wolfe's Neck Woods  “The Eagles Nest”, vacation rental in South Freeport

Wonderful Home nestled in Wolfe's Neck Woods “The Eagles Nest”

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Serene Freeport Cottage on Harraseeket River!, vacation rental in South Freeport
Serene Freeport Cottage on Harraseeket River!, vacation rental in South Freeport
Serene Freeport Cottage on Harraseeket River!, vacation rental in South Freeport

Serene Freeport Cottage on Harraseeket River!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New listing! Waterfront home w/ a furnished deck, ocean views, & a full kitchen, vacation rental in South Freeport
New listing! Waterfront home w/ a furnished deck, ocean views, & a full kitchen, vacation rental in South Freeport
New listing! Waterfront home w/ a furnished deck, ocean views, & a full kitchen, vacation rental in South Freeport

New listing! Waterfront home w/ a furnished deck, ocean views, & a full kitchen

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Home in Freeport Maine, vacation rental in South Freeport
Beautiful Home in Freeport Maine, vacation rental in South Freeport
Beautiful Home in Freeport Maine, vacation rental in South Freeport

Beautiful Home in Freeport Maine

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful 3-Bed 2.5 bath in downtown Freeport, vacation rental in South Freeport
Beautiful 3-Bed 2.5 bath in downtown Freeport, vacation rental in South Freeport
Beautiful 3-Bed 2.5 bath in downtown Freeport, vacation rental in South Freeport

Beautiful 3-Bed 2.5 bath in downtown Freeport

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Cottage:  Spectacular Views!  Includes Kayaks, Grill, Fire Pit, vacation rental in South Freeport
Waterfront Cottage:  Spectacular Views!  Includes Kayaks, Grill, Fire Pit, vacation rental in South Freeport
Waterfront Cottage:  Spectacular Views!  Includes Kayaks, Grill, Fire Pit, vacation rental in South Freeport

Waterfront Cottage: Spectacular Views! Includes Kayaks, Grill, Fire Pit

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Last House on Point in Casco Bay, vacation rental in South Freeport
Last House on Point in Casco Bay, vacation rental in South Freeport
Last House on Point in Casco Bay, vacation rental in South Freeport

Last House on Point in Casco Bay

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Après Ski inspired home, bespoke pool & tennis court!, vacation rental in South Freeport
Après Ski inspired home, bespoke pool & tennis court!, vacation rental in South Freeport
Après Ski inspired home, bespoke pool & tennis court!, vacation rental in South Freeport

Après Ski inspired home, bespoke pool & tennis court!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck, vacation rental in South Freeport
Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck, vacation rental in South Freeport
Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck, vacation rental in South Freeport

Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Oceanfront three-bedroom home overlooking Wolfe's Neck State Park, vacation rental in South Freeport
Oceanfront three-bedroom home overlooking Wolfe's Neck State Park, vacation rental in South Freeport
Oceanfront three-bedroom home overlooking Wolfe's Neck State Park, vacation rental in South Freeport

Oceanfront three-bedroom home overlooking Wolfe's Neck State Park

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Country Home Freeport, Only 5 min to LL Bean!, vacation rental in South Freeport
Spacious Country Home Freeport, Only 5 min to LL Bean!, vacation rental in South Freeport
Spacious Country Home Freeport, Only 5 min to LL Bean!, vacation rental in South Freeport

Spacious Country Home Freeport, Only 5 min to LL Bean!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Newly Furnished and Renovated Waterfront Home, vacation rental in South Freeport
Newly Furnished and Renovated Waterfront Home, vacation rental in South Freeport
Newly Furnished and Renovated Waterfront Home, vacation rental in South Freeport

Newly Furnished and Renovated Waterfront Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Quiet of the Maine Coast, vacation rental in South Freeport
The Quiet of the Maine Coast, vacation rental in South Freeport
The Quiet of the Maine Coast, vacation rental in South Freeport

The Quiet of the Maine Coast

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Freeport Heron House, vacation rental in South Freeport
Freeport Heron House, vacation rental in South Freeport
Freeport Heron House, vacation rental in South Freeport

Freeport Heron House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Estate Setting With Private Beaches, Bold Oceanfront, Deep Water Dock and More, vacation rental in South Freeport
Estate Setting With Private Beaches, Bold Oceanfront, Deep Water Dock and More, vacation rental in South Freeport
Estate Setting With Private Beaches, Bold Oceanfront, Deep Water Dock and More, vacation rental in South Freeport

Estate Setting With Private Beaches, Bold Oceanfront, Deep Water Dock and More

Rental Home
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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Dramatic Oceanfront House w/ Private Swimming Cove & Dock, vacation rental in South Freeport
Dramatic Oceanfront House w/ Private Swimming Cove & Dock, vacation rental in South Freeport
Dramatic Oceanfront House w/ Private Swimming Cove & Dock, vacation rental in South Freeport

Dramatic Oceanfront House w/ Private Swimming Cove & Dock

Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Oceanfront Destination Home for Relaxing and Working, vacation rental in South Freeport
Oceanfront Destination Home for Relaxing and Working, vacation rental in South Freeport
Oceanfront Destination Home for Relaxing and Working, vacation rental in South Freeport

Oceanfront Destination Home for Relaxing and Working

Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Sophisticated Suite for Business & Leisure Trips!, vacation rental in South Freeport
Sophisticated Suite for Business & Leisure Trips!, vacation rental in South Freeport
Sophisticated Suite for Business & Leisure Trips!, vacation rental in South Freeport

Sophisticated Suite for Business & Leisure Trips!

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Outlet Studio, Rustic Comfort w Fireplace, vacation rental in South Freeport
The Outlet Studio, Rustic Comfort w Fireplace, vacation rental in South Freeport
The Outlet Studio, Rustic Comfort w Fireplace, vacation rental in South Freeport

The Outlet Studio, Rustic Comfort w Fireplace

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A Dazzling Room for Your Crew! W/ Modern Amenities, vacation rental in South Freeport
A Dazzling Room for Your Crew! W/ Modern Amenities, vacation rental in South Freeport
A Dazzling Room for Your Crew! W/ Modern Amenities, vacation rental in South Freeport

A Dazzling Room for Your Crew! W/ Modern Amenities

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modern, Luxurious Cabin in the Woods - 03, vacation rental in South Freeport
Modern, Luxurious Cabin in the Woods - 03, vacation rental in South Freeport
Modern, Luxurious Cabin in the Woods - 03, vacation rental in South Freeport

Modern, Luxurious Cabin in the Woods - 03

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport, vacation rental in South Freeport
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport, vacation rental in South Freeport
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport, vacation rental in South Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Brewster House Bed & Breakfast, vacation rental in South Freeport
Brewster House Bed & Breakfast, vacation rental in South Freeport
Brewster House Bed & Breakfast, vacation rental in South Freeport

Brewster House Bed & Breakfast

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Entire House Downtown Freeport, Walking Distance to Everything!, vacation rental in South Freeport
Entire House Downtown Freeport, Walking Distance to Everything!, vacation rental in South Freeport
Entire House Downtown Freeport, Walking Distance to Everything!, vacation rental in South Freeport

Entire House Downtown Freeport, Walking Distance to Everything!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about South Freeport