Freeport vacation rentals

We found 1,196 vacation rentals — enter your dates for availability

Discover a selection of 34 homes, 13 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:Nov 14 - Nov 21

Image gallery for Classic Maine home in quiet tree-lined street neighborhood with fenced in yard

Room
9.6 out of 10 rating
Exceptional
(24 reviews)

Classic Maine home in quiet tree-lined street neighborhood with fenced in yard

Portland, ME

10% off
Price is CA $289
CA $2,572 total
includes taxes & fees
Classic Maine home in quiet tree-lined street neighborhood with fenced in yard

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Find out more about Freeport

Find out more about Freeport

Why visit Freeport

  1. Charming downtown experience: Explore quaint shops and eateries that reflect Freeport's local culture.
  2. Outdoor adventures: Enjoy scenic beaches, national and state parks perfect for hiking and relaxation.
  3. Family-friendly activities: Engage in various activities that cater to families, ensuring fun for all ages.
  4. Welcoming atmosphere: Experience a vibrant community that offers a friendly and inviting environment.
  5. Diverse accommodation options: Choose from private homes, cottages, or apartments for a comfortable stay.

Popular types of accommodation in Freeport

If you're considering a getaway to Freeport, you're in for a treat. Our most popular types of vacation rentals include houses, charming cottages, and comfortable apartments. Whether you’re seeking beach access or a cozy holiday cottage, you’ll find the perfect spot to unwind. Explore options not just in Freeport, but also from nearby areas like Portland and the Hamptons, ensuring a memorable stay with ample savings and transparency.

  • Houses: The top choice among visitors to Freeport, offering spacious and comfortable stays perfect for families and groups.
  • Cottages: A delightful option for a quaint and cozy experience, ideal for those seeking a charming retreat.
  • Apartments: A practical and convenient choice, providing all the amenities needed for a relaxing stay.
  • Condos: A modern accommodation type, blending luxury with home-like comfort for a memorable vacation.
  • Cabins: A rustic escape in nature, perfect for those wanting to reconnect with the outdoors.**

Top attractions in Freeport

Freeport, Maine, is an excellent destination for outdoor enthusiasts and families seeking scenic adventures. With its stunning beaches, national and state parks, and historic houses, there's a wealth of attractions to explore. Whether you're after cultural experiences or simply want to enjoy the beauty of nature, Freeport offers a variety of activities that cater to all tastes, ensuring an unforgettable vacation for every traveller.

  1. Bowdoin College: A historic institution with stunning architecture and rich cultural vibes, Bowdoin College offers visitors a glimpse into academic life and art through its galleries and museums. Located 12.9km from Freeport, it's perfect for a leisurely stroll while soaking in its beautiful campus.
  2. Wolfe's Neck Woods State Park: Situated within Freeport, this national park provides breathtaking scenery and opportunities for adventure. Enjoy hiking, birdwatching, or picnicking in a serene, natural environment surrounded by scenic waterfront views.
  3. Maine Street: Located 11.3km from Freeport, Maine Street buzzes with city vibes, featuring charming shops, local eateries, and vibrant community events, making it an ideal spot for experiencing the local culture.

Things to do recommended for couples

For a romantic getaway in Freeport, consider paddleboarding with Paddleworks or enjoying a concert at Port City Music Hall. You can also explore the waters with Capt Lyman Stuart, LLC. Each experience promises adventure and connection, perfect for couples seeking memorable moments together.

Things to do recommended for families

Your family will delight in sweet treats at Wilbur's of Maine Chocolate Confections, unwind at the Twin Brook Recreation Area, and explore the Portland Observatory for a mix of entertainment and learning. Each spot offers a memorable experience for all ages in charming Freeport.

Things to do recommended for groups

Explore the iconic LL Bean Flagship Store for outdoor gear, camp under the stars at the Desert of Maine for a unique adventure, and catch a captivating performance at the Maine State Music Theater for a taste of local culture and entertainment—all perfect for a memorable group getaway!

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

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Freeport with a group: Think about how many bedrooms you’ll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily narrow down your options for all of these, and more, on Vrbo.
  • Traveling to Freeport with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with ensuring access to suitable amenities 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 isn't truly complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure 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 applying the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Freeport

Freeport, Maine, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming downtown with its quaint shops and eateries, or head to South Freeport for scenic views and local culture. Whether you're enjoying a meal on a patio or embarking on excursions, Freeport's welcoming atmosphere and vibrant community promise a perfect stay. Nearby regions also provide romantic and artistic vibes, making it an ideal spot for every traveller.

  • Bustins Island: Bustins Island is a charming village located in the Freeport area, known for its breathtaking natural scenery and serene outdoor experiences. As an island retreat, it offers a tranquil escape for those seeking romance and relaxation. Visitors can enjoy the stunning views of the surrounding lake and bay, perfect for leisurely strolls and picnics. With recreational areas available, outdoor enthusiasts can indulge in activities like hiking and birdwatching, making it a delightful spot for nature lovers.
  • Brunswick: Situated just 12.9km from Freeport, Brunswick is a vibrant city that blends outdoor beauty with cultural richness. Known for its historic college university, Brunswick's atmosphere is infused with youthful energy. The city offers a variety of attractions including shopping malls, recreational areas, and beautiful beaches. Whether you're exploring the local shops or enjoying the scenic views of the nearby lake, Brunswick provides a perfect balance of leisure and adventure.
  • Yarmouth: Located 9.7km away from Freeport, Yarmouth is a delightful city recognized for its family-friendly activities and outdoor offerings. With its picturesque beaches and inviting lake, visitors can enjoy a variety of recreational options, including water parks and educational experiences. Yarmouth is an excellent destination for families looking to create lasting memories while soaking in the natural beauty of the region. The combination of scenic spots and fun activities makes Yarmouth a must-visit during your stay.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy considerable savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area for you to plan new trips, resume your previous arrangements, or manage your travel plans with ease. You can easily find the properties you’ve saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, please visit: https://www.vrbo.com/en-ca/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, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Freeport

Do you want to find attractions to visit while you're in town? Venture out of your vacation home and experience everything that makes Freeport a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Paddleworks (9.2 mi / 14.9 km)
  • Land's End Gift Shop (10.8 mi / 17.4 km)
  • Spring Meadows Golf Course (11.5 mi / 18.6 km)
  • Maine Wildlife Park (12.8 mi / 20.6 km)
  • Happy Wheels Skate Center (16.6 mi / 26.7 km)
  • Seacoast Adventure (17.4 mi / 28 km)

Exploring the natural features in Freeport

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Freeport is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Wolfe's Neck Farm (2.4 mi / 3.9 km)
  • Desert of Maine (2.6 mi / 4.2 km)
  • Thomas Point Beach (10.8 mi / 17.4 km)
  • Casco Bay (12.4 mi / 19.9 km)
  • Sand Beach (14.4 mi / 23.2 km)
  • East End Beach (14.7 mi / 23.7 km)

Transportation to and around Freeport

The nearest airport is in Auburn, ME (LEW-Auburn - Lewiston Municipal), located 16.1 mi (25.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Portland Intl. Jetport Airport (PWM), which is 17.8 mi (28.7 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 considering a vacation rental in Freeport, Maine, the downtown area is one of the best options. This vibrant neighbourhood is not only home to a plethora of charming shops and boutiques, including the famous L.L. Bean flagship store, but it also offers a delightful selection of cafes and restaurants, great for enjoying local cuisine. The downtown area typically boasts a wide range of properties, ensuring a great choice for various preferences and budgets.

Another lovely option is the area around Wolfe's Neck Woods State Park. This scenic neighbourhood is ideal for nature enthusiasts, as it provides easy access to hiking trails and stunning views of the coastline. The park itself is a top attraction, offering opportunities for birdwatching, picnicking, and exploring the diverse ecosystems of the region. Rentals in this area often feature tranquil surroundings and may provide views of the picturesque landscape.

For those seeking a quieter experience, the nearby Harraseeket area presents a lovely alternative. With its proximity to the Harraseeket River, it offers a peaceful retreat while still being close to downtown Freeport's attractions. Visitors can enjoy kayaking or simply take a leisurely stroll along the riverbank. Properties in this area often provide a more secluded atmosphere, making it great for relaxation after a day of exploring.
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 travelling 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.
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, travellers should consider the picturesque areas along the coast, particularly near the iconic Wolfe's Neck State Park. This location offers access to scenic beaches and stunning views of Casco Bay. Vacation rentals here often come with amenities such as outdoor decks, barbecue grills, and well-equipped kitchens, making them great for families or groups eager to enjoy the coastal environment.

Another appealing option is the nearby town of Yarmouth, which boasts beautiful waterfront properties along the Royal River. Many rentals in this area feature private access to the river, along with spacious gardens and fire pits for evening gatherings. The charming downtown Yarmouth offers local shops and restaurants, ideal for visitors. Find your rental near the beach in Freeport.
Where are the best Freeport ski resort rentals?
For ski resort rentals near Freeport, Maine, the best options can be found in the nearby town of Brunswick, which is within a short drive of the local ski areas. While Freeport itself is more renowned for its shopping and coastal charm, Brunswick offers a range of accommodations that cater to winter sports enthusiasts.

Many properties in Brunswick include cosy cabins and modern apartments, often featuring amenities such as fully equipped kitchens, fireplaces, and outdoor spaces for enjoying the crisp winter air. These rentals provide a comfortable base for skiers and snowboarders looking to access the nearby ski areas, which may be a bit further afield, such as in the Bethel or Rangeley regions.
What is the most popular type of vacation rental accomodation in Freeport?
In Freeport, vacation houses are the most popular type of accommodation, with around 31 available throughout the area. These homes typically provide ample space and amenities, including fully equipped kitchens, multiple bedrooms, and outdoor areas ideal for enjoying the fresh Maine air. Many are situated close to local attractions like the L.L. Bean flagship store and the picturesque Freeport Village, allowing easy access to shopping and dining options.
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. This charming town is renowned for its vibrant shopping scene, particularly at the famous L.L. Bean flagship store, and offers easy access to stunning coastal landscapes. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and backyard spaces for outdoor activities or relaxation.
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 feature pools and hot tubs, making it an appealing choice for travellers seeking relaxation and leisure. The area is known for its charming coastal scenery and proximity to attractions like the famous L.L. Bean flagship store and beautiful state parks. Many of these rentals come equipped with private pools, outdoor hot tubs, and spacious patios, great for enjoying the refreshing Maine air after a day of exploration. Additionally, travellers can expect amenities such as fully equipped kitchens and comfortable living spaces, ideal for families or groups looking to unwind in a picturesque setting.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Freeport?
In Freeport, there are numerous pet-friendly house rentals available, making it an ideal destination for those travelling with their furry companions. Many of these properties feature amenities such as spacious backyards, pet-friendly furnishings, and easy access to outdoor areas where pets can roam freely.

The area is known for its charming coastal vibe and proximity to stunning natural landscapes. Nearby, you can find the Freeport Town Dock, which offers scenic views and walking paths great for leisurely strolls with your pets. Additionally, the nearby Wolfe's Neck Woods State Park provides ample opportunities for hiking and exploring nature, with trails that welcome dogs on leashes. See all pet-friendly rentals in Freeport.
Are there any remote work vacation rentals in Freeport?
In Freeport, Maine, there are numerous options for remote work vacation rentals, with around 68 available. This charming coastal town is known for its rich maritime history and proximity to beautiful natural landscapes, making it an excellent choice for those looking to blend work and leisure. Many properties are equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated office spaces, desk chairs, and even computer monitors in some rentals, ensuring a productive environment. 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 travellers 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 fully equipped kitchens, which often feature cookware, dishware, and utensils, making it easy for guests to prepare their own meals. Many rentals also provide essential appliances such as microwaves, toasters, and coffee makers for added convenience. These amenities contribute to a comfortable and self-sufficient stay, allowing travellers to enjoy the local flavours or simply dine in after a day of exploring the charming town and its nearby attractions.
When is the best time to visit Freeport for a vacation rental?
The best time to visit Freeport for a vacation rental is during the peak summer season, particularly in July. This month welcomes a flurry of activity, as visitors flock to the charming coastal town to enjoy its vibrant atmosphere and myriad outdoor adventures. With warm temperatures averaging around 25°C, it's great for exploring the local shops, indulging in fresh seafood, and taking leisurely strolls along the picturesque waterfront.

From June to August, Freeport comes alive with various events and festivals. The pleasant weather allows for an abundance of activities, including hiking in the nearby state parks and enjoying water sports in Casco Bay. The longer daylight hours also mean more time to soak in the stunning views and engage with the lively community spirit.

For those seeking a quieter experience, consider booking a vacation rental in December. Although this is the low season, Freeport offers a unique charm during the winter months. You can enjoy a relaxing retreat, explore the quaint shops adorned with festive decorations, and discover the beauty of the snow-covered landscape, all while benefitting from lower rental prices.
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, Maine, visitors can enjoy a variety of attractions that showcase the town's charm and natural beauty. The iconic L.L. Bean flagship store is a must-visit, located in the heart of Freeport, where outdoor enthusiasts can find all their gear and enjoy various events throughout the year. Just a short distance away, the picturesque Wolfe's Neck Woods State Park offers scenic walking trails and stunning views of Casco Bay, great for those who appreciate the outdoors.
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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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