Freeport holiday lettings

We found 1,194 holiday rentals — enter your dates for availability

Discover a selection of 34 homes, 13 apartments and other holiday rentals in Freeport that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Freeport

Showing deals for:21 Nov - 28 Nov

Image gallery for Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port

Miscellaneous
10 out of 10 rating
Exceptional
(8 reviews)

Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port

Westbrook, ME

12% off
Price is £5,096
£728 nightly
Includes taxes & fees
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Freeport

Find out more about Freeport

Why visit Freeport

  • Picturesque scenery: Freeport boasts stunning landscapes, perfect for outdoor enthusiasts and families alike.
  • Charming downtown: Explore unique shops and delightful eateries in a friendly, vibrant atmosphere.
  • Freeport Outlets: Enjoy a fantastic shopping experience at the renowned outlet stores.
  • Cultural experiences: Discover historic houses and nearby national parks for a taste of local heritage.
  • Comfortable accommodations: Choose from private vacation homes, charming cottages, and modern condos.

Popular types of accommodation in Freeport

If you're contemplating a getaway to Freeport, you're in for a treat. Our most sought-after accommodation options include Houses, charming Cottages, and modern Condos. Whether you're looking for house rentals, furnished monthly rentals, or simply the best rental listings in Freeport, ME, we've got you covered. Enjoy a stay that offers comfort, convenience, and the chance to explore the beauty of Maine.

  • Houses: A favourite among visitors to Freeport, these spacious homes offer a perfect setting for families or groups seeking comfort and privacy.
  • Cottages: These quaint and charming retreats are ideal for those wanting a peaceful getaway with a touch of character.
  • Condos: Offering modern amenities and great locations, condos are a popular choice for those looking for convenience.
  • Apartments: A practical option for solo travellers or couples, apartments provide a homely atmosphere during your stay.
  • Cabins: For a rustic experience, cabins are a delightful choice, perfect for immersing yourself in nature.**

Top attractions in and around Freeport

Freeport, Maine, offers an ideal setting for outdoor family holidays, featuring stunning scenery and a variety of attractions. Visitors can explore beautiful beaches, national parks, and historic houses, perfect for those seeking cultural and outdoor experiences. Don't miss the Freeport Outlets and the charming shops in downtown Freeport, which add a delightful shopping experience to your stay. This picturesque town promises a memorable getaway for all travellers.

  • Bowdoin College: A historic institution, Bowdoin College features stunning architecture and vibrant cultural events. Visitors can explore the beautiful campus and appreciate its rich history, including art exhibitions and academic lectures that reflect its commitment to the liberal arts.
  • Wolfe's Neck Woods State Park: This national park offers a wealth of outdoor adventures, with scenic trails winding through lush forests and along the coastline. Perfect for hiking, birdwatching, and picnicking, it’s a nature lover's paradise.
  • Harrington House: A charming historic house that showcases local heritage, Harrington House invites visitors to step back in time. Discover its well-preserved architecture and learn about the area's history through guided tours.

Things to do recommended for couples

For a romantic getaway in Freeport, consider kayaking at Paddleworks or Capt Lyman Stuart, both offering thrilling outdoor adventures. For a more relaxed evening, enjoy a concert at Port City Music Hall, just a short drive away, perfect for an enchanting night out together.

Things to do recommended for families

During your family vacation in Freeport, Maine, indulge in sweet treats at Wilbur's of Maine Chocolate Confections. Enjoy outdoor fun at Twin Brook Recreation Area, just 5.0km away, and explore the Portland Observatory, 9.3km from Freeport, for a delightful mix of family entertainment.

Things to do recommended for groups

Groups visiting Freeport can immerse themselves in local culture at the LL Bean Flagship Store, enjoy outdoor adventures at the Desert of Maine, and experience delightful performances at the Maine State Music Theater, which is a short drive away, adding a touch of romance and entertainment to your trip.

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

If you’re travelling with a group, family, pets, or planning an extended stay, it’s important to apply the right filters based on your priorities. 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 additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Freeport with young kids: Traveling with young children can present its difficulties. It's essential to prioritise their comfort and safety, alongside suitable amenities for their age, such as 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 holiday isn't truly enjoyable without their furry companion. If this resonates with you, take a look at Vrbo properties 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 holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Freeport

Freeport, Maine, is a charming destination perfect for families and outdoor enthusiasts alike. Visitors can explore the vibrant downtown, filled with unique shops and delightful eateries, all while enjoying the friendly atmosphere. Nearby, the stunning landscapes offer opportunities for excursions and scenic walks. Whether you're seeking a romantic getaway or a secluded retreat, Freeport and its surrounding areas provide a wonderful blend of culture and natural beauty for an unforgettable holiday experience.

  • Yarmouth: Located a mere 3.7km from Freeport, Yarmouth is a charming city that beckons visitors with its stunning outdoor scenery and romantic ambiance. The city is perfect for those who appreciate nature, offering an array of recreational areas and a delightful water park for family fun. The local attractions include beautiful beaches and serene lakes, ideal for a relaxing day by the water. Whether you're strolling along the coastline or enjoying a picnic at a family beach, Yarmouth provides a picturesque backdrop for a memorable vacation experience.
  • Brunswick: Situated 5.0km from Freeport, Brunswick is a vibrant city that seamlessly combines outdoor activities with cultural experiences. Renowned for its scenic beauty, Brunswick offers visitors access to educational institutions, recreational areas, and a popular shopping mall centre. The local landmarks, including inviting beaches and a historic university, enhance the city’s allure. Whether you’re exploring the stunning waterfront or indulging in retail therapy, Brunswick is a delightful destination for those seeking a mix of adventure and relaxation.
  • Pownal: Just 3.1km from Freeport, Pownal is a hidden gem that invites outdoor enthusiasts and nature lovers alike. This quaint city is known for its picturesque landscapes and offers a variety of activities, including hiking trails and recreational areas. With local attractions such as tranquil lakes and family-friendly beaches, Pownal is perfect for those looking to escape the hustle and bustle. Enjoy a day of hiking or simply unwind by the water, making Pownal an ideal spot for a peaceful retreat amidst beautiful surroundings.

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 next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board provides a dedicated space for you to plan new adventures, pick up from where you last left off, or review and manage your travel arrangements. You can easily find the properties you’ve previously saved and booked under Potential, Upcoming, or Current Trips. To make the most of the Trip Boards, simply visit: https://www.vrbo.com/en-gb/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 accommodation options 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.

Sightseeing in and around Freeport

Do you want to find attractions to visit in the area? Venture out of your holiday home and experience everything that makes Freeport a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 an active traveller or just want to take in the scenery, Freeport is a great place to spend some time outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Portland, ME (PWM-Portland Intl. Jetport), which is 17.8 mi (28.7 km) away.

If you'd prefer to travel by train, the main station serving the city is Freeport Station.

Frequently asked questions

What is the best area to stay in Freeport when booking a holiday rental?
When considering a holiday rental in Freeport, Maine, the best area to stay in is the downtown district. This vibrant area offers a charming blend of local shops, restaurants, and cultural attractions, making it an ideal base for exploring the town. With around 50 properties available in this neighbourhood, visitors can choose from a variety of accommodations, ranging from cosy cottages to modern apartments.

Staying downtown puts you in close proximity to the renowned L.L. Bean flagship store, a must-visit for outdoor enthusiasts, which is open 24/7. Additionally, the picturesque Freeport Historical Society provides insights into the town's rich heritage and is a lovely spot for history buffs. The nearby Wolfe's Neck Woods State Park is also a highlight, offering beautiful trails and stunning views of Casco Bay, superb for a day of hiking or picnicking.

Another excellent option is the areas surrounding the Harraseeket River, where you can enjoy a more tranquil setting while still being just a short walk from downtown. This region boasts a selection of properties, with around 30 rentals available, many of which offer scenic waterfront views. Being near the river provides opportunities for kayaking and fishing, making it a great choice for those who appreciate nature.
How much does it cost to rent a holiday home in Freeport?
Prices for holiday 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 holiday 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 explore the areas along the picturesque coastline near Casco Bay. The region around Wolfe's Neck State Park is particularly appealing, offering scenic views and access to sandy beaches. Many properties in this area come equipped with modern amenities such as outdoor seating areas, BBQ grills, and spacious kitchens, great for families or groups looking to enjoy their seaside retreat.

Further along the coast, the area near the town centre of Freeport features charming cottages and larger family homes that provide easy access to both the beach and local attractions. Rentals here often include amenities such as private decks, fire pits for evening gatherings, and proximity to shops and restaurants, allowing for a convenient and enjoyable stay.
What is the most popular type of holiday rental accomodation in Freeport?
In Freeport, holiday houses are the most popular type of rental, with around 31 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or larger groups. Many are located near key attractions such as the L.L. Bean flagship store and the scenic coastline. Additionally, there are about 14 cabins and 13 apartments, which provide a more compact option for those seeking comfort and convenience. Cottages and condos are also available, adding to the diverse selection of accommodations.
Are there any family house rentals in Freeport?
In Freeport, Maine, there are plenty of family-friendly house rentals available, with around 54 options to choose from. This charming town is known for its picturesque landscapes and proximity to attractions such as the acclaimed L.L. Bean flagship store, which is a hub for outdoor enthusiasts. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor areas where children can play.
Can I rent a holiday home with a pool or hot tub in Freeport?
In Freeport, Maine, there are several holiday homes available for rent that come with pools or hot tubs, offering a delightful way to unwind after a day of exploring. The charming town is known for its picturesque coastal landscape and proximity to various outdoor activities. Many of these rentals are located in peaceful neighbourhoods, providing a tranquil retreat.
Can I find long-stay holiday rentals in Freeport?
A long-stay holiday 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 several pet-friendly house rentals available, with approximately 27 options to choose from. Many of these properties are well-equipped with amenities such as spacious backyards, fully furnished kitchens, and cosy living areas, making them ideal for families or groups travelling with pets.

The town is known for its charming New England atmosphere, and pet owners will appreciate the proximity to various parks and outdoor areas. For instance, the nearby Winslow Park offers scenic walking trails and picnic spots, superb for enjoying a day out with your furry friends. Additionally, the scenic coastline and local beaches provide excellent opportunities for walks and recreation with pets.
Are there any remote work holiday rentals in Freeport?
In Freeport, Maine, there are numerous holiday rentals available for remote work, with around 68 options to choose from. This vibrant town, known for its quaint shops and proximity to the beautiful coastline, offers properties that cater specifically to those looking to balance work and leisure. Many of these rentals provide essential amenities such as high-speed Wi-Fi, dedicated workspaces including desks and ergonomic chairs, and sometimes even additional features like computer monitors for enhanced productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Freeport holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday 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 holiday rental?
July is the most popular month to visit Freeport, drawing visitors eager to experience the charm of this coastal town during the peak summer season. From June to August, the weather is warm and inviting, with temperatures typically reaching the high teens to low twenties Celsius, making it ideal for outdoor activities like hiking, kayaking, and exploring the picturesque coastline.

During this vibrant season, you can enjoy the lively atmosphere as tourists flock to the local shops, renowned outlets, and delightful eateries. The town also hosts various events and festivals, providing a great opportunity to immerse yourself in the local culture and enjoy the beautiful surroundings.

If you're looking for a more budget-friendly time to visit, consider planning your trip in December. While this is the low season, it offers a unique charm with festive decorations and a quieter ambiance, superb for leisurely strolls and enjoying the holiday spirit. You can also take advantage of seasonal sales at the local shops, making it a great time for holiday shopping.
How early should I book a Freeport holiday rental?
Book your Freeport holiday 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 holiday 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 range of attractions that highlight the town's charm and coastal beauty. The iconic L.L. Bean flagship store, located in the heart of Freeport, is a must-visit for outdoor enthusiasts and shoppers alike. Nearby, the picturesque Freeport Village offers a variety of unique shops and eateries, making it superb for a leisurely stroll.

For those interested in nature, the nearby Wolfe's Neck Woods State Park provides beautiful walking trails, scenic views of Casco Bay, and opportunities for birdwatching. Just a short drive away, visitors can explore the charming town of Yarmouth, home to the historic Yarmouth Clam Festival and scenic waterfront parks.
Can I change or cancel my Freeport home rental booking on Vrbo?
To find Freeport holiday 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 holiday 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.

More Holiday Rentals ideas

North Berwick Holiday Rentals
Standard Link for North Berwick
Gorham Holiday Rentals
Standard Link for Gorham
Bangor Holiday Rentals
Standard Link for Bangor
Stonington Holiday Rentals
Standard Link for Stonington
Bar Harbor Holiday Rentals
Standard Link for Bar Harbor
Cape Elizabeth Holiday Rentals
Standard Link for Cape Elizabeth
Seal Harbor Holiday Rentals
Standard Link for Seal Harbor
Walpole Holiday Rentals
Standard Link for Walpole
Camden Holiday Rentals
Standard Link for Camden
Rockport Holiday Rentals
Standard Link for Rockport
Ogunquit Holiday Rentals
Standard Link for Ogunquit
Old Orchard Beach Holiday Rentals
Standard Link for Old Orchard Beach
Rockland Holiday Rentals
Standard Link for Rockland
Freedom Holiday Rentals
Standard Link for Freedom
Winthrop Holiday Rentals
Standard Link for Winthrop
Wells Holiday Rentals
Standard Link for Wells
Cumberland Foreside Holiday Rentals
Standard Link for Cumberland Foreside
Kennebunkport Holiday Rentals
Standard Link for Kennebunkport
Medway Holiday Rentals
Standard Link for Medway
York Beach Holiday Rentals
Standard Link for York Beach
Boothbay Harbor Holiday Rentals
Standard Link for Boothbay Harbor
Kennebunk Holiday Rentals
Standard Link for Kennebunk
Belfast Holiday Rentals
Standard Link for Belfast
Scarborough Holiday Rentals
Standard Link for Scarborough
Seal Cove Holiday Rentals
Standard Link for Seal Cove
Lewiston Holiday Rentals
Standard Link for Lewiston
Portland Holiday Rentals
Standard Link for Portland

People also search for

Portland Cabin Rentals
Standard Link for Portland
Kennebunkport Cottages
Standard Link for Kennebunkport
Bar Harbor Cabin Rentals
Standard Link for Bar Harbor