Freeport vacation rentals

We found 1,189 vacation rentals — enter your dates for availability

Discover a selection of 31 homes, 14 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:Mar 20 - Mar 27

Image gallery for Entire House - three suites - conferences, reunions, retreats

Great Room
9.6 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook, ME

9% off
Price is $807
$5,650 for 7 nights
All fees included
Entire House - three suites - conferences, reunions, retreats

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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.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on your entire booking. It truly benefits you to be the planner. Become a member of our OneKey rewards program to unlock exclusive savings and accumulate OneKeyCash on qualifying stays. Sign up today and begin earning rewards.

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 when booking a vacation rental?
When looking for the best area to stay in Freeport, Maine, consider the charming downtown district. This vibrant area is known for its quaint shops, local eateries, and a strong sense of community. Staying in downtown Freeport allows you to easily explore the famous L.L. Bean flagship store, which is a must-see for any visitor, and enjoy the picturesque scenery of the nearby Freeport Village. The area typically offers a variety of vacation rental properties, ranging from cozy cottages to modern apartments, providing plenty of options for different tastes and budgets.

Another excellent choice is the area surrounding Wolfe's Neck Woods State Park. This location offers a more tranquil and natural setting with stunning views of the coastline and a number of outdoor activities. The park features hiking trails, birdwatching opportunities, and access to beautiful beaches, making it an ideal spot for nature lovers.
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 explore the areas along the picturesque coastline of Casco Bay. The area around Winslow Park offers a tranquil setting with access to sandy beaches and scenic picnic spots. Many vacation rentals here feature outdoor decks with views of the bay, private yards for family gatherings, and kitchens equipped for preparing fresh seafood from local markets.

Further along the coast, the vicinity of Wolfe's Neck State Park provides additional options, where you'll find charming cottages located among the trees, often with amenities such as fire pits, outdoor dining areas, and access to walking trails that lead to the beach. This area is superb for those looking to enjoy a blend of nature and waterfront activities.

In addition, the charming town center of Freeport offers a vibrant atmosphere with local shops and restaurants, making it convenient for travelers. Many beach rentals in this area come with amenities like Wi-Fi, laundry facilities, and proximity to iconic landmarks such as the Freeport Village and the nearby L.L. Bean flagship store, providing a unique blend of relaxation and local culture. Find your rental near the beach in Freeport.
What is the most popular type of vacation rental accomodation in Freeport?
In Freeport, vacation houses are the most popular type of accommodation, with about 30 available throughout the area. These houses often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families and groups. Many properties also include outdoor spaces such as decks or gardens, superb for enjoying the serene surroundings after a day of exploring local attractions like the iconic L.L. Bean flagship store and the nearby Wolfe's Neck Woods State Park.

Apartments are also a popular option, with around 13 rooms found in convenient locations near downtown. These typically come with modern amenities, cozy living areas, and easy access to shops and restaurants. Additionally, there are about 13 cabins and several cottages and condos, which offer a more rustic or cozy feel, often set in tranquil settings close to nature, suiting those looking for a peaceful retreat.
Are there any family house rentals in Freeport?
In Freeport, Maine, families will find a variety of homes suitable for their needs, with around 47 rentals available in the area. The charming neighborhoods of Freeport offer a mix of properties that cater to families, featuring ample living space, well-equipped kitchens for preparing meals together, and cozy outdoor areas for relaxation and play.

Many of these homes provide convenient amenities such as Wi-Fi, air conditioning, and laundry facilities. Visitors can enjoy the nearby attractions, including the famous L.L. Bean flagship store and the scenic coastline of Wolfe's Neck State Park, which is superb for hiking and outdoor activities. Additionally, the area's rich maritime heritage and local shops make for enjoyable family outings. See all family-friendly rentals in Freeport.
Can I rent a vacation home with a pool or hot tub in Freeport?
In Freeport, Maine, several vacation homes are available for rent that feature pools and hot tubs, providing a refreshing escape during the warmer months. This charming coastal town is known for its picturesque scenery and proximity to beautiful beaches and nature trails. Travelers can find properties in neighborhoods such as the scenic Harpswell area, which offers serene waterfront views, and the quaint downtown, where shops and restaurants are easily accessible.

Many of these rentals come equipped with amenities such as private pools, hot tubs, outdoor seating areas, and fully stocked kitchens, making them great for both relaxation and family gatherings. Some homes may also include features like fire pits and spacious backyards, ideal for enjoying Maine's beautiful evenings. Find your rental in Freeport with a pool or a hot tub.
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, Maine, there are several pet-friendly house rentals available, with around 24 options to choose from. This charming coastal town offers a variety of vacation homes that cater to travelers with pets, featuring amenities such as fenced yards, pet beds, and proximity to outdoor spaces. Many of these rentals come equipped with fully stocked kitchens, spacious living areas, and outdoor patios or decks, making them ideal for families or groups traveling with pets.

The area around Freeport is also home to several pet-friendly points of interest. Nearby, the Wolfe's Neck State Park provides beautiful walking trails and scenic views of Casco Bay, superb for leisurely strolls with your furry companions. Additionally, the town itself has pet-friendly shops and cafes, allowing you to explore the local culture while keeping your pets by your side. See all pet-friendly rentals in Freeport.
Are there any remote work vacation rentals in Freeport?
In Freeport, Maine, there are a variety of remote work vacation rentals available, with around 57 options to choose from. The area is well-suited for remote work, offering properties equipped with essential amenities such as Wi-Fi, dedicated workspaces including desks and office chairs, and often computer monitors to enhance productivity. Many rentals feature cozy interiors, allowing for a comfortable working environment while enjoying the charm of this coastal town.

Freeport is known for its vibrant shopping scene, particularly at the famous L.L. Bean flagship store, as well as access to beautiful outdoor spaces like Wolfe's Neck Woods State Park. These locations provide excellent opportunities for breaks and relaxation after a productive day of work. 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 vacation rental amenities include WiFi, kitchens, coffee and tea makers, patios, and blenders. These features cater to travelers looking for convenience and comfort during their stay, allowing guests to prepare their own meals, enjoy outdoor spaces, and stay connected.
When is the best time to visit Freeport for a vacation rental?
The best time to book a vacation rental in Freeport is during the peak summer season, specifically from June to August. This vibrant period draws travelers eager to explore the charming coastal town known for its unique shops, outdoor adventures, and beautiful waterfront scenery. With temperatures ranging from the mid-60s to the low 80s Fahrenheit, the warm weather creates an inclusive setting for outdoor activities such as hiking in nearby parks, sailing, or simply strolling along the picturesque streets lined with boutiques and eateries.

July stands out as the most popular month to visit Freeport, bringing together families and friends who seek the excitement of summer festivities. The town buzzes with energy, making it the superb time to enjoy local events, like the famous Freeport Summer Festival, which features live music, food vendors, and activities for all ages.

For those who prefer a quieter experience, consider visiting Freeport in December. This off-peak month offers a unique charm, as the town transforms into a cozy winter wonderland with festive decorations and holiday shopping opportunities. It's a wonderful time to enjoy the local hospitality and perhaps indulge in some seasonal treats.

Ultimately, the best time to visit Freeport depends on whether you seek the lively summer atmosphere or the peaceful charm of winter.
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?
In Freeport, visitors can explore a variety of attractions that highlight the town's charm and natural beauty. The famous L.L. Bean flagship store, located in the heart of downtown, offers a range of outdoor gear and is a must-visit for shoppers and outdoor enthusiasts alike. Nearby, the Freeport Historical Society provides insights into the town's rich history and heritage.

For those seeking outdoor activities, the nearby Wolfe's Neck Woods State Park offers scenic trails for hiking and opportunities for birdwatching along the coastline. Just a short drive away, the picturesque coastline of Casco Bay is great for kayaking and enjoying the stunning views of the ocean.

Additionally, Freeport is known for its vibrant arts scene, with galleries and local artisans showcasing their work throughout the town.
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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