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Freeport Holiday Rentals

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50 rentals in Freeport.
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Cozy cottage on the water not far from Freeport shopping and restaurants!, holiday rental in Freeport

Cozy cottage on the water not far from Freeport shopping and restaurants!

2 bedrooms
3 bathrooms
Sleeps 6
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Spacious Water Front Vacation Home with Stunning Views, 5 Bed, 3.5 Bath, holiday rental in Freeport

Spacious Water Front Vacation Home with Stunning Views, 5 Bed, 3.5 Bath

5 bedrooms
4 bathrooms
Sleeps 12
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Ocean Breezes 2br Freeport, Maine Apartment, holiday rental in Freeport

Ocean Breezes 2br Freeport, Maine Apartment

2 bedrooms
1 bathroom
Sleeps 4
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New Well Built Elegant Home on the Water 2 miles to Freeport, 9  to Portland!, holiday rental in Freeport

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

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming Waterfront Cabin in the Woods, holiday rental in Freeport

Charming Waterfront Cabin in the Woods

2 bedrooms
1 bathroom
Sleeps 5
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Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath, holiday rental in Freeport

Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath

5 bedrooms
4 bathrooms
Sleeps 12
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Oceanfront destination property for relaxing and working, for guests of all ages, holiday rental in Freeport

Oceanfront destination property for relaxing and working, for guests of all ages

7 bedrooms
5 bathrooms
Sleeps 20
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'Heron Cottage' on Casco Bay w/Deck & Dock Access!, holiday rental in Freeport

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

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable & Updated Home in the Heart of Freeport – Walk to Eateries & Shops!, holiday rental in Freeport

Adorable & Updated Home in the Heart of Freeport – Walk to Eateries & Shops!

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay, holiday rental in Freeport

Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Brunswick home near Bowdoin College, holiday rental in Freeport

Brunswick home near Bowdoin College

2 bedrooms
1 bathroom
Sleeps 5
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A Waterfront Casco Bay Retreat with Private Deep Water Dock.  Doggie Friendly!, holiday rental in Freeport

A Waterfront Casco Bay Retreat with Private Deep Water Dock. Doggie Friendly!

3 bedrooms
3 bathrooms
Sleeps 6
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Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views!, holiday rental in Freeport

Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views!

2 bedrooms
1 bathroom
Sleeps 4
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Quaint Guest Cottage Overlooking Potts Harbor, holiday rental in Freeport

Quaint Guest Cottage Overlooking Potts Harbor

1 bedroom
2 bathrooms
Sleeps 3
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Quaint antique island home, holiday rental in Freeport

Quaint antique island home

3 bedrooms
2 bathrooms
Sleeps 5
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Shady Potts Point Cottage Cooled by Ocean Breezes, holiday rental in Freeport

Shady Potts Point Cottage Cooled by Ocean Breezes

3 bedrooms
1 bathroom
Sleeps 6
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Gurnet Summer Home ~  'Beau Sejour', holiday rental in Freeport

Gurnet Summer Home ~ 'Beau Sejour'

3 bedrooms
2 bathrooms
Sleeps 6
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Charming Freshly Updated 1BR/1BA Villa with great location close to town & beach, holiday rental in Freeport

Charming Freshly Updated 1BR/1BA Villa with great location close to town & beach

1 bedroom
1 bathroom
Sleeps 4
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Spectacular Views, Peaceful & Private, holiday rental in Freeport

Spectacular Views, Peaceful & Private

1 bedroom
1 bathroom
Sleeps 4
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Charming Ocean-Front Guest House on Private 3-Acre Peninsula, holiday rental in Freeport

Charming Ocean-Front Guest House on Private 3-Acre Peninsula

2 bedrooms
1 bathroom
Sleeps 4
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Family & Pet Friendly Log House On Casco Bay, holiday rental in Freeport

Family & Pet Friendly Log House On Casco Bay

3 bedrooms
2 bathrooms
Sleeps 6
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Stover's Cove Beach Coastal Retreat, holiday rental in Freeport

Stover's Cove Beach Coastal Retreat

6 bedrooms
3 bathrooms
Sleeps 14
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A cottage with a view and so much more!, holiday rental in Freeport

A cottage with a view and so much more!

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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HARPSWELL MAINE - The Cottage * AshPoint, holiday rental in Freeport

HARPSWELL MAINE - The Cottage * AshPoint

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Guest quarters three miles from Freeport, holiday rental in Freeport

Guest quarters three miles from Freeport

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Updated waterfront cottage w/private deck, gas grill & dock access, holiday rental in Freeport

Updated waterfront cottage w/private deck, gas grill & dock access

2 bedrooms
1 bathroom
Sleeps 6
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Great Internet Access! Quick stroll to beach, come relax & get away on Orr’s Is!, holiday rental in Freeport

Great Internet Access! Quick stroll to beach, come relax & get away on Orr’s Is!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!, holiday rental in Freeport

Classic Summer Cottage With Full Amenities For Your Maine Island Vacation!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Oceanfront Cottage with Spectacular Sunset Views, holiday rental in Freeport

Charming Oceanfront Cottage with Spectacular Sunset Views

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Crane Farm on the Cousins River, holiday rental in Freeport

Crane Farm on the Cousins River

4 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Stunning views and comfort complete your ultimate Maine island vacation getaway., holiday rental in Freeport

Stunning views and comfort complete your ultimate Maine island vacation getaway.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Relax in the serenity of this accommodating waterfront home., holiday rental in Freeport

Relax in the serenity of this accommodating waterfront home.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront cottage with stunning sunrises over the Cribstone Bridge, holiday rental in Freeport

Oceanfront cottage with stunning sunrises over the Cribstone Bridge

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2King Bed BR Private Apt Downtown Brunswick, holiday rental in Freeport

2King Bed BR Private Apt Downtown Brunswick

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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New listing! Waterfront home w/ a furnished deck, ocean views, & a full kitchen, holiday rental in Freeport

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Little Lincoln Lovely Home, holiday rental in Freeport

Little Lincoln Lovely Home

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious Property located on a private, waterfront peninsula with multiple cotta, holiday rental in Freeport

Spacious Property located on a private, waterfront peninsula with multiple cotta

7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Charming cottage on Basin Cove just a short drive to the Dolphin Marina, holiday rental in Freeport

Charming cottage on Basin Cove just a short drive to the Dolphin Marina

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Classic Oceanfront Cottage on Orr's Island, holiday rental in Freeport

Classic Oceanfront Cottage on Orr's Island

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Peaceful Waterfront Apt w/Deck, 22 Mi to Portland!, holiday rental in Freeport

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

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious Freeport Home w/ 2 Decks & Water View!, holiday rental in Freeport

Spacious Freeport Home w/ 2 Decks & Water View!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historical New England 2Bedroom with 2 King beds Brick Building, holiday rental in Freeport

Historical New England 2Bedroom with 2 King beds Brick Building

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Tentrr Signature Site - Your Own Private Meadow, holiday rental in Freeport

Tentrr Signature Site - Your Own Private Meadow

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Vacation Creation Downtown Brunswick 2King Beds, holiday rental in Freeport

Vacation Creation Downtown Brunswick 2King Beds

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely renovated cottage with fabulous views of Lowell`s Cove, just a short walk, holiday rental in Freeport

Lovely renovated cottage with fabulous views of Lowell`s Cove, just a short walk

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Rose Cottage - Cozy and Comfortable with Ocean Views on Orr's Island, holiday rental in Freeport

Sea Rose Cottage - Cozy and Comfortable with Ocean Views on Orr's Island

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Brand New Modern-Style, Open Concept Suite, holiday rental in Freeport

Brand New Modern-Style, Open Concept Suite

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront, Mere Point year round home Brunswick, holiday rental in Freeport

Oceanfront, Mere Point year round home Brunswick

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Adorable cottage with million dollar view and short walk to stunning beach., holiday rental in Freeport

Adorable cottage with million dollar view and short walk to stunning beach.

2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Delightful 3BR Downtown Brunswick All King Beds

0 bedrooms
0 bathrooms
Sleeps 0
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