Freeport, ME Vacation Rentals

Our Favorite Vacation Rentals in Freeport

  • Tentrr - Widgeon Cove
     Country House
  • True St Freeport
     2br Home/Apartment
  • Tentrr - Your Own Private Meadow
     Country House
  • Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
     3br Home/Apartment
  • Tentrr – Hill Top Camp
     Country House
  • Beautiful Seaside Island Home
     3br Home/Apartment
  • Tentrr - Your Own Private Meadow
  • In Town Apartment Short Walk to Shops
    Excellent2br Home/Apartment

Check prices for these upcoming dates

Freeport Vacation Rentals with a Pool

  • 3-BR Townhouse w/ LR and Kitchen
    Good3br Home/Apartment
  • Tentrr – Hill Top Camp

Freeport Vacation Rentals with Wi-Fi

  • Cozy, Quiet, and Close to downtown Freeport
    Excellent2br Home/Apartment
  • Wolf Neck Loft minutes to the coast and village
  • Freeport family condo
    Excellent4br Home/Apartment
  • Classic Antique Cape in Freeport
    Excellent2br Home/Apartment

Freeport Pet-Friendly Vacation Rentals

  • Peaceful & Secluded Oceanfront House on Casco Bay
    Excellent3br Home/Apartment
  • Cozy & Private Studio Apartment (Pet Friendly!)
  • The Mothership
  • Sunny & private suite w/private entrance & parking

Freeport Travel Guide

Home to world-class shopping, authentic Maine lobster, farm fresh meat, and scenic coastal views, Freeport is truly a unique village and a great place to spend time with family. Boasting old-school brick buildings -- some of which date back to the early 18th century -- coastal charm, and a tight-knit community of business-minded people, the small town of Freeport, oozes charm.

Things to Do in Freeport

Conveniently located along the coast, Freeport is home to Seacoast Tours, which is a local company that offers scenic cruises on the Casco Bay and features wildlife cruises.

Pettengill Farm, Freeport’s oldest saltwater farm, offers a number of nature trails, gardens, and fields for the public to enjoy, while the Fire Department Museum makes for a unique learning experience, offering fire memorabilia and informational exhibits.

Visitors to Freeport can also spend their time hiking in Bradbury Mountain State Park, bird watching and snowshoeing (when applicable) in Wolfe’s Neck Woods State Park, and boating or camping at Winslow Park & Campground.

If you love to shop head to the stores in the Freeport Shopping Outlet, which is a mile long strip of stores including Ralph Lauren, Clinique, Totes, L.L Bean, and many more.

Best Places to Stay in Freeport

Many of Freeport’s various vacation rentals are located in the downtown area or on Main Street. However, there are also rental homes located on the edges of the city and closer to the ocean.

Best Time to Visit Freeport

The best time to visit Freeport is from June to September, as this is when the summer weather is at its peak.

Best Events in Freeport

A few of the events that Freeport holds each year include the Fall Festival, Sparkle Celebration, Northern Lights Celebration, and Flavors of Freeport. Celebrating all things cheese, the Maine Cheese Festival offers cheese tastings and shopping, as well as a variety of craft beer and food vendors.

Things to Do for Families in Freeport

L.L Bean’s Outdoor Discovery School has been offering family-friendly outdoor fun for years. The discovery school offers archery, fly fishing, stand up paddle boarding, clay shooting and more for only $20 per person. Smudge Art Studio for Kids is a fun place to take young children as it encourages their creative sides through shaving cream painting, finger painting, clay molding, and plenty of other creative projects.

Price and Availability in Freeport

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The cheapest day to stay at a vacation rental in Freeport tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Freeport tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Freeport is in August, while the cheapest month is in February. The most popular time to book a vacation rental in Freeport is in the high season in August. Freeport has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Freeport

Rainy days
88 º38
82 º27
58 º4
54 º4
50 º-13
60 º-1
52 º8
61 º20
87 º32
83 º44
95 º51
89 º54
Rainy days

This climate histogram shows you the weather patterns in Freeport. The hottest month in Freeport is June, when temperatures peak at 95 ˚F. The coolest month is December, when temperatures drop to -13 ˚F. The wettest month in Freeport is February with 5.03 inches of rain, while the driest month is August with 0.62 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    JazThe Life of a Social Butterfly
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Vacation Rentals in Freeport

Browse rentals from all your favorite providers including Airbnb, Priceline, Bed and Breakfast and more at AllTheRooms has 383 vacation rentals, hotels and other great places to stay during your time in Freeport, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. A vacation in Freeport can be affordable - our cheapest price vacation rental is available at $19 per night. An average rental in Freeport costs on average $265 per night.

If you want an internet connection during your time in Freeport, then you can choose from over 159 places to stay that have WiFi internet. We have 42 accommodations that include a breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 8 accommodations that have gym facilities. Driving to Freeport? Then choose one of the 162 places to stay that comes with a parking spot included. 9 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then make sure to select one of the 32 pet-friendly accommodations available.

We combine a wide variety of Freeport accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 123 places to stay from Airbnb, 6 accommodations from Priceline and 5 places to stay from Bed and Breakfast.

222 of the accommodations in Freeport have been reviewed and rated. 67% are rated excellent or good. 107 places to stay in are instantly bookable.

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