Freeport, ME Vacation Rentals

Our Favorite Vacation Rentals in Freeport

  • Casa Alchimia
     Family Stay
  • True St Freeport
     2br Home/Apartment
  • Portland Area Cottage w/OCEAN VIEWS ~ pet friendly
     3br Home/Apartment
  • Classic Colonial in the Heart of Town!!
     3br Home/Apartment
  • Freeport Village Sunny Studio
  • Cozy Cottage-Near Harbor & Park
  • Lime Twist and Orange Crush - Fun Freeport Duplex!
    Excellent2br Home/Apartment
  • Sunny, family friendly apartment on a working farm
    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

Freeport Vacation Rentals with Wi-Fi

  • Beautifully Renovated Coastal Farmhouse
    Excellent5br Farmhouse
  • Perfect Summer Getaway
  • New! Private Freeport 2nd Floor Barn Apartment
    Excellent2br Home/Apartment
  • Peaceful & Secluded Oceanfront House on Casco Bay
    Excellent3br Home/Apartment

Freeport Pet-Friendly Vacation Rentals

  • Cozy & Private Studio Apartment (Pet Friendly!)
  • Large, Spacious, Sunny, Cozy Country Home
    Excellent4br Home/Apartment
  • Spacious apartment in Upper Yarmouth Village
    Excellent2br Home/Apartment
  • Sunny Apartment on the Ocean.

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
49° -3°
61° 24°
71° 35°
83° 43°
92° 54°
84° 48°
82° 38°
66° 33°
62° 10°
Rainy days

This climate histogram shows you the weather patterns in Freeport. The hottest month in Freeport is June, when temperatures peak at 92 ˚F. The coolest month is December, when temperatures drop to -3 ˚F. The wettest month in Freeport is January with 5.52 inches of rain, while the driest month is April with 1.02 inches of rain.

What Expert Travelers Think

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum

Vacation Rentals in Freeport

At we have rentals from all of the best providers - Airbnb, Priceline, Agoda and many more. AllTheRooms has 351 vacation rentals, hotels and other great places to stay while you enjoy Freeport, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. For those trying to save money, the lowest priced place to stay in Freeport is only $25 a night. The average price of an accommodation is $272 per night.

If you need to stay connected during your vacation, then you can choose from over 133 accommodations in Freeport that have WiFi. 41 of our accommodations include a breakfast in the price. Choose from 9 accommodations that provide gym facilities, so you won't miss a single workout. Driving to Freeport? Then choose one of the 139 places to stay that comes with a parking spot included. We track 10 vacation rentals that have a pool or jacuzzi.

AllTheRooms has 31 pet-friendly places to stay in Freeport, so if you're traveling with your pet you won't have any trouble.

In Freeport AllTheRooms currently compares hotels, vacation rentals, hostels from more than 5 providers, including 127 places to stay from Airbnb, 3 accommodations from Priceline and 3 places to stay from Agoda.

202 accommodations in Freeport have been reviewed; 67% are rated highly. You can instantly book any of 104 places to stay right now.

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