Freeport, Maine

Vacation Rentals in Freeport, Maine

Discover 40 vacation rental properties in Freeport. From 1 to 6 bedrooms. Average $481/night. 100% have pools.

40 verified listings Book securely on VRBO Prices updated March 2026

40 properties available

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

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

2 beds 1 bath
PoolA/CWiFiBalcony
$653/night
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The Nest ~ Quiet location close to shops, dining and Downtown Freeport.

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

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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The Outlet House, Comfortable Cottage

The Outlet House, Comfortable Cottage

2 beds
PoolA/CWiFiBalcony
$201/night
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The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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In- town house for rent

In- town house for rent

2 beds 1 bath
PoolA/CWiFiBalcony
$226/night
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Dramatic Oceanfront House w/ Private Swimming Cove & Dock

Dramatic Oceanfront House w/ Private Swimming Cove & Dock

6 beds 2 baths
PoolA/CWiFiBalcony
$893/night
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Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland

Peaceful Waterfront Apt w/ Deck, 22 Mi to Portland

1 bed 1 bath
PoolA/CWiFiBalcony
$202/night
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'Osprey Cottage' South Freeport Home on Casco Bay!

'Osprey Cottage' South Freeport Home on Casco Bay!

2 beds 1 bath
PoolA/CWiFiBalcony
$380/night
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Coastal Freeport Flat - 5 minutes from town

Coastal Freeport Flat - 5 minutes from town

2 beds 1 bath
PoolA/CWiFiBalcony
$150/night
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Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck

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

4 beds 3 baths
PoolA/CWiFiBalcony
$476/night
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Waterfront Private Apartment, minutes from LLBean!

Waterfront Private Apartment, minutes from LLBean!

1 bed 1 bath
PoolA/CWiFiBalcony
$323/night
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Cozy Cottage in the heart of Freeport - 5 minute walk to outlets

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

1 bed 1 bath
PoolA/CWiFiBalcony
$193/night
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'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!

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

1 bed 1 bath
PoolA/CWiFiBalcony
$380/night
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Clean, cozy apartment, 5-minute walk to downtown Freeport.

Clean, cozy apartment, 5-minute walk to downtown Freeport.

1 bed 1 bath
PoolA/CWiFiBalcony
$197/night
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Cozy 2 bedroom new apartment

Cozy 2 bedroom new apartment

2 beds 1 bath
PoolA/CWiFiBalcony
$239/night
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Beautiful oceanfront three-bedroom home overlooking Wolfe's Neck State Park.

Beautiful oceanfront three-bedroom home overlooking Wolfe's Neck State Park.

3 beds 2 baths
PoolA/CWiFiBalcony
$862/night
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Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03

1 bed 1 bath
PoolA/CWiFiBalcony
$395/night
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Charming Waterfront Cabin in the Woods

Charming Waterfront Cabin in the Woods

2 beds 1 bath
PoolA/CWiFiBalcony
$215/night
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Modern, luxurious cabin in the woods - 19

Modern, luxurious cabin in the woods - 19

1 bed 1 bath
PoolA/CWiFiBalcony
$390/night
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Waterfront Cottage in Freeport

Waterfront Cottage in Freeport

3 beds 1 bath
PoolA/CWiFiBalcony
$268/night
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Private 1st Floor Studio in Victorian Home - Steps to LL Bean, Downtown Freeport

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

1 bed 1 bath
PoolA/CWiFiBalcony
$198/night
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Sunny historic home on quiet street. Walk to all of Freeport Village!

Sunny historic home on quiet street. Walk to all of Freeport Village!

3 beds 1 bath
PoolA/CWiFiBalcony
$452/night
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Beautiful farmhouse with hiking trails/kayaking. 5 minutes to town or ocean!

Beautiful farmhouse with hiking trails/kayaking. 5 minutes to town or ocean!

4 beds 2 baths
PoolA/CWiFiBalcony
$803/night
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Freeport Escape - 3 King Beds, Fire-pit

Freeport Escape - 3 King Beds, Fire-pit

3 beds 2 baths
PoolA/CWiFiBalcony
$458/night
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Spacious Country Home Freeport, Only 5 min to LL Bean!

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

5 beds 2 baths
PoolA/CWiFiBalcony
$1,080/night
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Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

4 beds 3 baths
PoolA/CWiFiBalcony
$427/night
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Spacious Waterfront Luxury Home

Spacious Waterfront Luxury Home

4 beds 4 baths
PoolA/CWiFiBalcony
$1,002/night
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Modern, Luxurious Cabin in the Woods - 01

Modern, Luxurious Cabin in the Woods - 01

1 bed 1 bath
PoolA/CWiFiBalcony
$391/night
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Beautiful 3-Bed 2.5 bath in downtown Freeport

Beautiful 3-Bed 2.5 bath in downtown Freeport

3 beds 1 bath
PoolA/CWiFiBalcony
$552/night
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Guest room with private bath and gourmet breakfast served daily

Guest room with private bath and gourmet breakfast served daily

1 bed 1 bath
PoolA/CWiFiBalcony
$276/night
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Waterfront, Luxury, Spacious home in Freeport!

Waterfront, Luxury, Spacious home in Freeport!

5 beds 3 baths
PoolA/CWiFiBalcony
$1,895/night
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Modern, luxurious cabin in the woods - 21

Modern, luxurious cabin in the woods - 21

1 bed 1 bath
PoolA/CWiFiBalcony
$390/night
View Details → Book on VRBO
*NEW LISTING* Cozy Rock Cabin #thewaylifeshouldbe

*NEW LISTING* Cozy Rock Cabin #thewaylifeshouldbe

2 beds 1 bath
PoolA/CWiFiBalcony
$443/night
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Modern, luxurious cabin in the woods - 20

Modern, luxurious cabin in the woods - 20

1 bed 1 bath
PoolA/CWiFiBalcony
$391/night
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Modern, Luxurious, Cabin in the Woods - 17 (ADA)

Modern, Luxurious, Cabin in the Woods - 17 (ADA)

1 bed 1 bath
PoolA/CWiFiBalcony
$399/night
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Last House on Point in Casco Bay

Last House on Point in Casco Bay

3 beds 2 baths
PoolA/CWiFiBalcony
$352/night
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Spacious yet cozy 3 bedroom unit close to it all

Spacious yet cozy 3 bedroom unit close to it all

3 beds 1 bath
PoolA/CWiFiBalcony
$376/night
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Spacious 1-Bedroom Apartment With Gorgeous Yard!

Spacious 1-Bedroom Apartment With Gorgeous Yard!

2 beds 1 bath
PoolA/CWiFiBalcony
$189/night
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Waterfront Spacious Luxury Home, 5 min to LL Bean!

Waterfront Spacious Luxury Home, 5 min to LL Bean!

4 beds 3 baths
PoolA/CWiFiBalcony
$1,737/night
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Spacious 4 bedroom luxury Condo

Spacious 4 bedroom luxury Condo

4 beds 3 baths
PoolA/CWiFiBalcony
$427/night
View Details → Book on VRBO

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