5 Best Vacation Rentals in Freeport - Holiday Lettings - Cabins

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177 Vacation rentals

(1) Excellent 

21

Freeport Vacation home rental

Maine / Freeport

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Sunrise or moonrise, it's your choice! Sip your coffee or wine while you sit on the patio of this spectacular waterfront home. You will be treated to an ever-changing natural drama from this recently built home on Flying Point overlooking Casco Bay. Herons, gulls, and o …see more

from $450 / night

$3,150 - $3,850 / week

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from $450 / night

12

Freeport Vacation home rental

Maine / Freeport

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Nearest beach 9 mi
  • Child friendly
  • Private garden
Vacation Rental, Spacious Water Front Property with stunning views of Maquoit Bay, Freeport Maine (Greater Portland and Casco Bay area) Spacious home with lots of upgrades, located on 6 acres - quite solitude, great for family vacations. This furnished water front ho …see more

from $670 / night

$3,950 / week

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from $670 / night

19

Vacation home in Freeport

Maine / Freeport

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
This bright and spacious, comfortable home offers sweeping ocean views from nearly every window. Two master bedrooms at opposite ends of the house makes it ideal for two couples - with or without children. Set on a beautiful, forested 5 acre lot near one of Maine's …see more

from $275 / night

$1,800 - $3,950 / week

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from $275 / night

31

Vacation home in Freeport

Maine / Freeport

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
Escape to the picturesque and historic shores of Freeport when you stay at this roomy vacation rental house. The 1,728-square-foot interior has 3 bedrooms and 2 bathrooms to comfortably accommodate 6 guests. Unwind surrounded by rustic charm indoors or step outside to e …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 40 minutes

from $150 / night

23

Freeport Vacation home rental

Maine / Freeport

6 10 7 nights min

  • 6 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Private garden
NEW: Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock. Available for weekly rentals (Sun-Sun) in summer and fall and 3+ day rentals off-season. Gather your family and friends for an authentic Maine vacation to remember. This gorgeous country home …see more

from $858 / night

$6,000 / week

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from $858 / night

(1) Excellent 

23

Freeport Vacation home rental

Maine / Freeport

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This charming four bedroom cottage features 350’ of unobstructed ocean views toward Casco Bay and the islands, located just 5 miles from Freeport's hundreds of outlet stores and restaurants, and just 30 minutes from Portland. The cottage is set just 75 feet from the s …see more

from $422 / night

$2,950 / week

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from $422 / night

28

Freeport ski apartment to rent.

Maine / Freeport

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Ski
  • Child friendly
*Please note that the homeowner lives in the main house with a completely separate entrance, and shares some outdoor amenities* Escape to 'Harraseeket River View Apartment' and explore the Casco Bay Area from this 1-bed, 1-bath unit sleeping 3 guests just outside of …see more

from $105 / night

$735 / week

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Responds fast!
avg. 40 minutes

from $105 / night

14

Vacation apartment in Freeport

Maine / Freeport

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
For those on the go, you will be minutes to Freeport's shopping and dinning district. Bradbury Mountain or Wolfe's Neck State Park for enjoying the outdoors with views to Casco Bay and the Harraseeket River, is another 10 minutes away. If you have a flexible schedule, h …see more

from $125 / night

$1,000 - $1,140 / week

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from $125 / night