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South Freeport Vacation Rentals

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50 rentals in South Freeport.
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New listing! Waterfront home w/ a furnished deck, ocean views, & a full kitchen

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
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Bowman Island rustic sea cabin/ “glamping” getaway

Rental Home
1 bedroom
1 bathroom
Sleeps 2
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A Waterfront Casco Bay Retreat with Private Deep Water Dock. Doggie Friendly!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
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Spacious 4 bedroom waterfront home on Casco Bay

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Charming Freshly Updated 1BR/1BA Villa with great location close to town & beach

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
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Dramatic Oceanfront House w/ Private Swimming Cove & Dock

Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
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Spacious Water Front Vacation Home with Stunning Views, 5 Bed, 3.5 Bath

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Sunny Seaside Cottage with Beautiful Sunset Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Ocean Breezes 2br Freeport, Maine Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Peaceful Waterfront Apt w/Deck, 22 Mi to Portland!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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In- town house for rent

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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The Nest ~ Quiet location close to shops, dining and Downtown Freeport.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Waterfront Cottage: Spectacular Views! Includes Kayaks, Bikes, Grill, Fire Pit

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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Charming Waterfront Cabin in the Woods

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Walk the Beautiful Beaches of Chebeague Island. Accepting Reservations for 2021

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Full Moon on the Harraseeket, Freeport, Maine

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Spectacular Views, Peaceful & Private

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Spacious Freeport Home w/ 2 Decks & Water View!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Sunset House on Chebeague Island Maine

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
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Guest quarters three miles from Freeport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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'Osprey Cottage' South Freeport Home on Casco Bay!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Updated waterfront cottage w/private deck, gas grill & dock access

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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The Great Escape to Maine

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
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A Sun-Drenched, Family-Friendly Oceanfront-Oasis

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
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Howard Family Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Charming Oceanfront Cottage with Spectacular Sunset Views

Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Classic cottage and cabin on beautiful 8 acres with sunset water views

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Stunning views and comfort complete your ultimate Maine island vacation getaway.

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Oceanfront destination property for relaxing and working, for guests of all ages

Rental Home
8 bedrooms
5 bathrooms
Sleeps 16
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Birder's paradise! Stunning views! Private Dock! Hot Tub!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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1 bedroom apartment beautiful location on pond in South Freeport

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Tentrr State Park Site - Bradbury State Park 2

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Waterfront Studio Apartment In Freeport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Beautiful winterized cottage on the Bay on Cousins Island , Yarmouth, Maine

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Elegant Country Cape on 5 secluded acres

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
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Once in a lifetime opportunity to rent the Chebeague Island Inn

Rental Home
21 bedrooms
16 bathrooms
Sleeps 42
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Tentrr State Park Site - Bradbury Mountain State

Rental Home
1 bedroom
1 bathroom
Sleeps 6
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Freeport Heron House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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8 acres overlooking casco bay

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
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Littlejohn Preserve Cottage

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
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Fall to Spring Furnished Home on the Coast of Maine

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Home in Freeport Maine

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Tentrr State Park Site - Maine Bradbury State Park - Site 2 - Single Camp

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr State Park Site - Maine Bradbury State Park - Site 1 - Single Camp

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Are you yearning for some small-town New England charm?

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Casco Bay Getaway

Rental Home
4 bedrooms
5 bathrooms
Sleeps 6
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