Freeport vacation rentals

We found 1,223 vacation rentals — enter your dates for availability

Discover a selection of 31 homes, 15 apartments, and other vacation rentals in Freeport that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the amenities you need and want, which might include parking and a garden. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Freeport

Showing deals for:Jul 10 - Jul 17

Image gallery for Charming home on Montsweag Bay.

Exterior
10 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)

Charming home on Montsweag Bay.

Woolwich

8% off
Price is $512
$3,585 for 7 nights
All fees included
Charming home on Montsweag Bay.

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Find out more about Freeport

Why visit Freeport

  • Outdoor Adventures: Enjoy a variety of activities like hiking, beach outings, and exploring nearby national parks.
  • Charming Streets: Stroll through friendly neighborhoods filled with vibrant shops and local culture.
  • Family-Friendly Activities: Freeport offers attractions suitable for visitors of all ages, ensuring fun for everyone.
  • Scenic Beaches: Relax at beautiful nearby beaches, perfect for a day in the sun.
  • Cozy Accommodations: Choose from private homes, charming cottages, and cozy condos for a memorable stay.

Popular types of accommodation in Freeport

If you're searching for the perfect getaway in Freeport, look no further. Our top vacation rental options include houses, charming cottages, and cozy condos. Whether you're after spacious house rentals or intimate bedroom vacation rentals, you'll find accommodations that suit your needs. With a variety of suitable amenities to enhance your stay, you're sure to enjoy a relaxing and memorable experience in Freeport.

  • Houses: These spacious and fully-equipped homes are the top choice for travelers seeking comfort and privacy in Freeport, perfect for families or groups.
  • Cottages: Charming and cozy, these quaint retreats offer a delightful experience, ideal for those wanting a peaceful escape near the coast.
  • Condos: Modern and convenient, condos provide a great blend of amenities and location, making them a popular option for vacationers.
  • Apartments: Offering flexibility and affordability, apartments are perfect for travelers looking for a home-like atmosphere.
  • Cabins: Rustic and inviting, cabins are a favorite for those wanting a connection to nature while enjoying their stay in Freeport.**

Top attractions in and around Freeport

Freeport, Maine, is a fantastic destination for outdoor and family-friendly vacations, offering stunning scenery and a variety of activities. Visitors can explore beautiful beaches, nearby national parks, and charming islands, making it perfect for those seeking cultural experiences or a day at the shore. Whether you're traveling solo, with family, or friends, Freeport has something for everyone to enjoy during your stay.

  • Bowdoin College: A historic college with stunning architecture and rich cultural vibes, Bowdoin College offers a glimpse into academic life and history. Enjoy walking through its beautiful campus, which is just 8 miles from Freeport.
  • Wolfe's Neck Woods State Park: Nestled within Freeport, this national park is perfect for outdoor enthusiasts. Experience adventure through hiking trails, stunning scenery, and diverse wildlife in a serene natural setting.
  • Harrington House: Located in Freeport, this historic house showcases local culture and history. Explore its charming architecture and learn about its significance in the community.

Things to do recommended for couples

Planning a romantic getaway in Freeport? Enjoy a thrilling adventure at Paddleworks, just 9 miles away, with exciting water sports. Then, immerse yourselves in the vibrant atmosphere of Port City Music Hall, 16 miles away, for a memorable night of live music and entertainment.

Things to do recommended for families

Your family vacation in Freeport, Maine, will be delightful. Enjoy sweet treats at Wilbur's of Maine Chocolate Confections, relax at Twin Brook Recreation Area, and explore the fun at Portland Observatory. Each location offers a unique experience perfect for creating lasting memories together.

Things to do recommended for groups

Groups visiting Freeport can shop at the iconic LL Bean Flagship Store, enjoy outdoor adventures at the Desert of Maine campground, and experience culture and entertainment at the Maine State Music Theater, located a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Freeport

If you're planning a trip with a group, family, or pets, or if you're considering extended stays, it's important to prioritize your needs while filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Freeport with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Freeport with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities suited for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Freeport: For many families, a trip wouldn’t feel complete without their furry companion. If you can relate, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Freeport: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Freeport

Freeport, Maine, offers a delightful mix of outdoor adventures and family-friendly activities. Explore the charming streets filled with friendly locals and vibrant shops, or escape to tranquil beaches nearby for a relaxing day in the sun. With options for excursions and cultural experiences, Freeport serves as a perfect base for discovering the surrounding area's romantic and secluded spots. Whether you're seeking a vacation home or just a day trip, Freeport is sure to provide memorable experiences for all travelers.

  • Yarmouth: Located 6 miles from Freeport, Yarmouth is a charming city known for its scenic beauty and outdoor adventures. Visitors can enjoy a romantic atmosphere while exploring the local recreational areas and water parks. The nearby beach and lake are perfect for family outings, offering stunning views and a relaxing environment. Yarmouth's inviting landscapes make it an excellent destination for nature lovers and those looking to unwind in a picturesque setting.
  • Brunswick: Situated 8 miles from Freeport, Brunswick is a vibrant city that blends outdoor experiences with rich history. Known for its scenic beauty, this area attracts visitors seeking romantic getaways and educational opportunities. With a variety of recreational areas and a shopping mall center, Brunswick offers something for everyone. Explore its historic college campus, relax by the beach or lake, and immerse yourself in the local culture while enjoying the beautiful surroundings.
  • Pownal: Just 5 miles from Freeport, Pownal is a quaint city that boasts stunning natural landscapes ideal for outdoor enthusiasts. With activities like hiking trails and access to recreational areas, visitors can take advantage of the area's beautiful lakes and family-friendly beaches. The charming atmosphere and scenic views make Pownal an attractive destination for those looking to escape the hustle and bustle while enjoying peaceful outdoor experiences.

Best time to go to Freeport

If you're planning a trip to Freeport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly SunnyModerately LowSlightly Low
February26.1°F (-3.3°C)Light RainMostly SunnyAverageSlightly Low
March32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
May53.6°F (12.0°C)Light RainMostly SunnyAverageAverage
June61.7°F (16.5°C)Light RainMostly SunnyModerately HighSlightly High
July68.5°F (20.3°C)Light RainMostly SunnyModerately HighSlightly High
August68.0°F (20.0°C)Light RainMostly SunnyModerately HighSlightly High
September61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
October51.6°F (10.9°C)Light RainMostly SunnyAverageAverage
November40.5°F (4.7°C)Light RainMostly SunnyModerately LowAverage
December32.0°F (0.0°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming travel? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by choosing to book a longer stay. To discover the perfect Vrbo property within your budget, utilize our filters to narrow down options by price, location, and type of vacation rental. We're here to help you find the best deal for your next adventure.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a seamless way to plan your trips, allowing you to start new journeys, continue from where you paused, or review and manage your travel plans. You can easily find your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to friendly Freeport

The ocean views and other outdoor surroundings create an inviting atmosphere in Freeport. This welcoming city is known for its shopping, restaurants and bird watching. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

See the Desert of Maine

Besides outlet shipping, there are many things to keep you busy in town. From your Freeport vacation rental, you can venture out to the Desert of Maine, a natural and surreal phenomenon of exposed glacial silt created after overgrazing and lack of crop rotation during the 19th century. At the attraction, you can visit the sand and farm museum. The nearby Blueberry Pond Observatory offers nightly guided tours giving visitors the opportunity to use the powerful telescope which points up at the Orion Nebula, Milky Way, and the Andromeda galaxy.

Outdoorsy exploits in Freeport

Using a Freeport vacation rental as a base, you can get stuck into all kinds of outdoor activities near the picturesque harbor town. In the Bradbury Mountain State Park, you can spend a day hiking or mountain biking along the winding trails, stopping for picnics in the scenic woodlands. In the winter, the park gets covered in glistening powdery snow and can be explored on snowmobiles or with snow shoes. If you enjoy fishing, you can cast your line into the rivers around Freeport. Alternatively, glide across Casco Bay on paddle boards or sea kayaks.

A year-round destination

The town is a year-round destination with Freeport vacation rentals available throughout each season. For Maine, it has a relatively mild climate. Spring is characterized by warm and sunny days best spent hiking in the two nearby state parks or along the coast. The temperature soars during the summer, but the sea breeze cools down visitors and opens up opportunities for water sports in the bay. The heat begins to subside throughout fall before the landscape is carpeted with a blanket of snow during the winter months.

Observe majestic nesting ospreys

Nearby, the sprawling Wolfe's Neck Woods State Park has a variety of ecosystems including a rocky coastline, salt marsh estuary, and dense, atmospheric forests. During spring, the meadows and woods are awash with pretty mayflowers and lady slippers. It's easily accessible from your Freeport vacation rental and the park runs guided tours throughout the year. One of the biggest draws is the opportunity to see majestic ospreys nesting on Googins Island overlooking the White Pines Trail. Just remember to bring your binoculars.

Transportation to and around Freeport

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 17.8 mi (28.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 16.1 mi (25.9 km) away.

If you prefer train travel, you can make your way to Freeport Station.

Frequently asked questions

What is the best area to stay in Freeport, Maine, United States of America when booking a vacation rental?
One of the best areas to stay in Freeport, Maine, is the downtown district, which is vibrant and full of charm. Here, you'll find a delightful mix of boutique shops, restaurants, and local attractions that capture the essence of this coastal town. A highlight of the area is the famous L.L. Bean flagship store, which is a must-visit for outdoor enthusiasts and shoppers alike. Nearby, you can enjoy the picturesque views of the Casco Bay, making it a great spot for leisurely strolls.

Another great option is the area around Wolfe's Neck Woods State Park. This beautiful natural setting offers opportunities for hiking, birdwatching, and enjoying the serene landscapes of Maine's coastline. Staying here allows you to immerse yourself in nature while still being a short drive from the bustling downtown.
How much does it cost to rent a vacation home in Freeport?
Prices for vacation rentals in Freeport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Freeport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Freeport vacation house rentals?
You can find great discounts on house rentals in Freeport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Freeport?
For renting a beach house in Freeport, Maine, travelers should consider the picturesque areas along the coastline, particularly near the town of South Freeport, which offers charming waterfront properties with easy access to sandy beaches. Many of these rentals come with amenities such as private decks, outdoor grills, and spacious living areas, ideal for families or groups looking to enjoy a relaxing seaside vacation.

Additionally, the nearby Winslow Park provides opportunities for outdoor activities, including hiking and picnicking, and is a great spot for those who love nature. Rentals in this area often feature amenities like kayaks or beach gear, allowing guests to fully embrace the coastal experience.

For those interested in exploring local culture, the historic downtown Freeport area is vibrant, with many shops, restaurants, and attractions like the famous L.L. Bean flagship store. Properties here may offer conveniences such as proximity to dining options, Wi-Fi, and comfortable accommodations that make it easy to unwind after a day of exploration.
Where are the best Freeport ski resort rentals?
For ski resort rentals near Freeport, travelers should consider the nearby area of Bradbury Mountain State Park and the ski facilities at nearby Mt. Abrams, which is a short drive away. In Freeport itself, visitors can find a variety of cozy accommodations, including charming inns and vacation rentals that often feature amenities such as fireplaces, fully equipped kitchens, and outdoor spaces ideal for enjoying the picturesque Maine landscape.

In the vicinity of Freeport, you can explore the quaint neighborhoods that offer easy access to local shops and dining options, enriching the stay for those seeking both adventure and comfort. Many properties in this area cater to families or groups, often providing spacious living areas and multiple bedrooms.

For those looking to hit the slopes, rentals around the New Gloucester area also offer a range of options, including rustic cabins and modern lodges with amenities like hot tubs, game rooms, and proximity to hiking trails for winter exploration.
What is the most popular type of vacation rental accomodation in Freeport?
In Freeport, vacation houses are the most popular type of rental, with about 25 options available throughout the area. These homes are typically situated in peaceful neighborhoods, often featuring spacious layouts that include multiple bedrooms, fully equipped kitchens, and outdoor spaces like decks or patios for enjoying the scenic surroundings. Many of these rentals are conveniently located near points of interest, such as the Freeport Village, the L.L. Bean flagship store, and nearby parks.

Additionally, there are approximately 16 cabins available for those seeking a more rustic experience, often located in wooded areas, providing a cozy retreat with amenities like fireplaces and outdoor fire pits. Apartments, with around 14 options, offer a more compact stay, usually equipped with essential amenities for travelers wanting a convenient base close to local shops and restaurants. Cottages and condos are also present, although in fewer numbers, suiting those looking for charming, home-like accommodations.
Are there any family house rentals in Freeport?
In Freeport, Maine, families will find a variety of vacation rentals—there are 54 available throughout the area. Many of these homes are situated near the charming downtown, which offers unique shopping experiences and dining options, including the famous L.L. Bean flagship store. Properties often feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces great for kids to play.

In addition, visitors can enjoy amenities such as Wi-Fi, comfortable furnishings, and sometimes even outdoor grills or fire pits for evening gatherings. The proximity to nearby attractions like Wolfe's Neck Woods State Park and the beautiful Freeport coastline makes it easy for families to explore nature trails, beaches, and scenic views.
Can I rent a vacation home with a pool or hot tub in Freeport?
In Freeport, Maine, there are several vacation homes available for rent that offer pools and hot tubs, providing a refreshing retreat for travelers. This charming coastal town is known for its picturesque views and proximity to the ocean, making it an appealing destination for relaxation and outdoor activities.

Many of the rental properties in Freeport come equipped with amenities such as private pools, hot tubs, spacious decks for outdoor dining, and fully equipped kitchens, ideal for preparing meals after a day of exploration. Some homes may also feature lush gardens, fire pits, and easy access to nearby attractions, including local shops and the scenic coastline.
Can I find long-stay vacation rentals in Freeport?
A long-stay vacation rental in Freeport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Freeport?
In Freeport, travelers will find a variety of pet-friendly house rentals available, with around 31 options to choose from. Many of these vacation homes come equipped with comfortable amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The town is known for its charming atmosphere and proximity to several parks and outdoor areas that welcome pets. For example, the nearby Winslow Park offers scenic walking trails and open spaces, superb for enjoying nature with your furry friends. Additionally, the area boasts pet-friendly establishments, including cafes and shops, ideal for those traveling with pets.

Freeport's coastal location also provides opportunities for outdoor activities such as hiking and exploring the beautiful coastline, making it a great destination for pet owners looking to combine relaxation with adventure.
Are there any remote work vacation rentals in Freeport?
In Freeport, Maine, there are numerous vacation rentals suitable for remote work, with around 67 options available. Travelers can expect properties equipped with essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable desk chairs, making it easy to stay productive during their stay. Many rentals also provide cozy living areas, fully equipped kitchens, and outdoor spaces for relaxation after work hours.

The town is well-known for its charming atmosphere, with nearby attractions including the famous L.L. Bean flagship store and various local shops and restaurants. The proximity to scenic areas like Wolfe's Neck Woods State Park offers opportunities for outdoor activities, enhancing the overall experience while balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Freeport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Freeport with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Freeport?
In Freeport, popular rental amenities include kitchens, which allow travelers to prepare their own meals, and onsite parking for convenience. Many rentals also feature coffee and tea makers for a cozy start to the day, along with decks or patios that provide a lovely outdoor space to relax. Additionally, a number of properties permit pets, making it easier for guests to bring their furry companions along for the trip.
When is the best time to visit Freeport for a vacation rental?
The peak season for visiting Freeport, Maine, runs from June to August, with July being the most popular month. During this vibrant time, travelers flock to the area to enjoy long, sunny days great for outdoor activities like hiking along picturesque coastal trails or indulging in leisurely shopping at the famous L.L. Bean flagship store and surrounding outlets. The lively option is enhanced by local events and festivals, making it a wonderful time for travelers.

With average temperatures ranging from the mid-60s to low 80s Fahrenheit, visitors can comfortably engage in sightseeing, from exploring the charming shops downtown to taking scenic walks along the beautiful coastline. The pleasant weather also invites opportunities to enjoy fresh seafood at local restaurants, adding a delightful culinary experience to your stay.

For those considering a more budget-friendly option, December offers a unique charm with fewer crowds. While temperatures can dip into the low 30s Fahrenheit, the holiday season brings enchanting decorations and cozy indoor activities. This quieter month can be great for those seeking a peaceful getaway with the chance to enjoy winter festivities without the hustle and bustle of peak season.

Ultimately, the best time to visit Freeport depends on your preference for lively summer activities or a serene winter escape.
How early should I book a Freeport vacation rental?
Book your Freeport vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Freeport, Maine, United States of America?
In Freeport, Maine, visitors can explore a variety of attractions that highlight the area's charm and natural beauty. One of the main draws is the iconic L.L. Bean flagship store, located in the heart of the town, which not only offers outdoor gear but also features a unique indoor archery range and various outdoor events throughout the year. Nearby, the Freeport Historical Society provides insights into the town's rich history and heritage.

The area is also close to the beautiful Wolfe's Neck Woods State Park, where travelers can enjoy walking trails, birdwatching, and stunning views of Casco Bay. For a taste of local culture, the nearby Freeport Village offers quaint shops, restaurants, and galleries, making it superb for leisurely strolls. Additionally, just a short drive away, the coastal town of Brunswick provides further attractions, including the Bowdoin College Museum of Art, which showcases a diverse collection of art and artifacts.

For those looking to enjoy the outdoors, the nearby beaches and parks along the coastline offer opportunities for kayaking, sailing, and enjoying the stunning views of the Maine coastline.
Can I change or cancel my Freeport home rental booking on Vrbo?
To find Freeport vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Freeport vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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