Freeport holiday homes

We found 1,257 holiday rentals — enter your dates for availability
Discover a selection of 39 homes, 14 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:18 Dec - 25 Dec

View of kitchen from the bar. Door on left is main floor bathroom.
Main house patio overlooking the bay
It's about 50 steps from the cottage deck down to the beach
Main house and cottage from water
Exceptional
(66 reviews)

Escape to Maine! Enjoy the beauty and solitude!

Bath

7% off
NZ$5,927
for 7 nights, 1 home
NZ$847 per night
includes taxes & fees
Escape to Maine! Enjoy the beauty and solitude!
Living area
Terrace/patio
Interior
Private kitchen
Excellent
(15 reviews)

Waterfront Sanctuary

Harpswell

8% off
NZ$5,251
for 7 nights, 1 home
NZ$750 per night
includes taxes & fees
Waterfront Sanctuary
Private kitchen
Living area
Exterior
Interior
Exceptional
(21 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook

8% off
NZ$14,458
for 7 nights, 1 home
NZ$2,065 per night
includes taxes & fees
Entire House - three suites - conferences, reunions, retreats
Living area
Private kitchen
Exterior
Private sandy beach area
Wonderful
(5 reviews)

Lakefront 15 mins from Portland with Private Beach and Fenced in Yard

Windham

20% off
NZ$8,833
for 7 nights, 1 home
NZ$1,262 per night
includes taxes & fees
Lakefront 15 mins from Portland with Private Beach and Fenced in Yard
Living room has queen size pull out sofa bed.
Property grounds
Floors recently refinished.
Kitchen recently renovated.
Wonderful
(41 reviews)

Stover's Cove Beach Coastal Retreat

Harpswell

8% off
NZ$6,499
for 7 nights, 1 home
NZ$928 per night
includes taxes & fees
Stover's Cove Beach Coastal Retreat
Exterior
Terrace/patio
Living area
Private kitchen
Exceptional
(67 reviews)

Camp Forever cottage

Harpswell

8% off
NZ$2,882
for 7 nights, 1 home
NZ$412 per night
includes taxes & fees
Camp Forever cottage
Master bedroom with queen bed and ceiling fan
Willard Beach
Living area
Back yard
Exceptional
(72 reviews)

Willard Beach Neighborhood-Close to all Southern Maine has to offer!

South Portland

8% off
NZ$5,503
for 7 nights, 1 home
NZ$786 per night
includes taxes & fees
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
Terrace/patio
Interior
Private kitchen
Interior
Exceptional
(17 reviews)

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

8% off
NZ$7,143
for 7 nights, 1 home
NZ$1,020 per night
includes taxes & fees
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Exterior detail
Outdoor dining
The living room leads out to a private deck with a dining table that seats 4.
Interior
Exceptional
(43 reviews)

Modern & Sunny House Steps from the Promenade.

Portland

8% off
NZ$4,921
for 7 nights, 1 home
NZ$703 per night
includes taxes & fees
Modern & Sunny House Steps from the Promenade.
picnic area
Casco Bay
Dining area
WELCOME
Exceptional
(101 reviews)

Beautiful Oceanfront Apartment, scenic views and water access

Yarmouth

8% off
NZ$3,640
for 7 nights, 1 apartment
NZ$520 per night
includes taxes & fees
Beautiful Oceanfront Apartment, scenic views and water access
Banquette/eating area and studio couch
A peaceful setting
Banquette/eating area
Welcome to your guest suite
Exceptional
(83 reviews)

ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE

Bowdoinham

17% off
NZ$2,045
for 7 nights, 1 apartment
NZ$292 per night
includes taxes & fees
ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE
Perfect set up for light meal. SS sink, Fridge/freezer & micro, electric kettle.
Street view of the front of property
Private entrance to your space
Property grounds
Exceptional
(19 reviews)

Birch Point at Cushman Cove- Entire Suite- King size bed, private setting

Wiscasset

8% off
NZ$2,279
for 7 nights, 1 apartment
NZ$326 per night
includes taxes & fees
Birch Point at Cushman Cove- Entire Suite- King size bed, private setting
Room
Terrace/patio
Private kitchen
Living area
Exceptional
(190 reviews)

1 room luxury ocean front studio cottage

Harpswell

8% off
NZ$2,611
for 7 nights, 1 apartment
NZ$373 per night
includes taxes & fees
1 room luxury ocean front studio cottage
Private kitchen
Marina
Living area
Dining
Exceptional
(13 reviews)

Renovated Apartment in Willard Square Area of South Portland, Maine.

South Portland

16% off
NZ$3,175
for 7 nights, 1 apartment
NZ$454 per night
includes taxes & fees
Renovated Apartment in Willard Square Area of South Portland, Maine.
Everyone's favorite room in the home. Massive 8ftx6ft skylight.
Large open concept living space with tall sloped celling and a loft.
Oven, Keurig, microwave, fridge, toaster, and dishwasher.
Lobby can be accessed from Patton Ct or Exchange St. Door code will be provided.
Exceptional
(7 reviews)

Exchange Street Skylight Loft

Portland

8% off
NZ$4,889
for 7 nights, 1 apartment
NZ$698 per night
includes taxes & fees
Exchange Street Skylight Loft
Dining
Living area
Private kitchen
Private kitchen
Exceptional
(134 reviews)

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Portland

11% off
NZ$3,693
for 7 nights, 1 apartment
NZ$528 per night
includes taxes & fees
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Dining Room Seating for ten, extra dining also available
Looking up to the house from Garrison Cove
Living Room Fireplace
Kitchen at night with setup for a dinner party
Exceptional
(86 reviews)

Amazing Views, and Comfortable Spaces in this Well Appointed Island Home

Bailey Island

8% off
NZ$10,552
for 7 nights, 1 home
NZ$1,507 per night
includes taxes & fees
Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
Your private deck and entrance.
Walk around behind the garage to access the apartment.
Room
Space for shoes and coats before going upstairs into the living space.
Exceptional
(16 reviews)

Private studio nestled in woods outside Portland

Westbrook

13% off
NZ$2,672
for 7 nights, 1 apartment
NZ$382 per night
includes taxes & fees
Private studio nestled in woods outside Portland
Dining
Outdoor dining
Private kitchen
Interior
Exceptional
(13 reviews)

Peaceful & minutes from the Old Port with private parking

South Portland

8% off
NZ$2,706
for 7 nights, 1 apartment
NZ$387 per night
includes taxes & fees
Peaceful & minutes from the Old Port with private parking
Off-street parking behind building dedicated to this unit only.
Living area
Interior
Room
Exceptional
(41 reviews)

Eastbayside/Munjoy - Charming Downtown Escape

Portland

7% off
NZ$3,343
for 7 nights, 1 apartment
NZ$478 per night
includes taxes & fees
Eastbayside/Munjoy - Charming Downtown Escape
Interior
Dining
Outdoor dining
Private kitchen
Exceptional
(147 reviews)

Fall In Love With Portland!

Portland

7% off
NZ$3,376
for 7 nights, 1 apartment
NZ$482 per night
includes taxes & fees
Fall In Love With Portland!
Living area
Interior
Exterior detail
Living area
Exceptional
(99 reviews)

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

Portland

8% off
NZ$3,533
for 7 nights, 1 apartment
NZ$505 per night
includes taxes & fees
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
Interior
Property grounds
Room
Private kitchen
Exceptional
(32 reviews)

Vienna's Place

Freeport

8% off
NZ$2,975
for 7 nights, 1 apartment
NZ$425 per night
includes taxes & fees
Vienna's Place
Interior
Tour the Victorian Mansion at the bottom of the street.
Living area
Scales! The best spot in town for a delish dinner.
Exceptional
(63 reviews)

Historic Home in the West End. Private Parking.

Portland

8% off
NZ$3,141
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Historic Home in the West End. Private Parking.

  • 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Brunswick Golf Course (7.1 mi / 11.4 km)
  • Seacoast Adventure (17.4 mi / 28 km)
  • Wilbur's of Maine Chocolate Confections (0.8 mi / 1.4 km)
  • Ash Cove Pottery (8.5 mi / 13.7 km)
  • Land's End Gift Shop (10.8 mi / 17.4 km)
  • Spring Meadows Golf Course (11.5 mi / 18.6 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:

  • Desert of Maine (2.6 mi / 4.2 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)
  • Eastern Promenade (14.8 mi / 23.8 km)
  • Little Sebago Lake (15.5 mi / 25 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, a popular area to stay is near the charming downtown. This area boasts a delightful mix of boutique shops, local eateries, and vibrant cafés, making it an ideal spot for those wishing to immerse themselves in the local culture. You'll find a variety of properties available here, offering everything from cosy cottages to spacious homes.A top attraction in the vicinity is the iconic L.L. Bean flagship store, which is open 24 hours a day and serves as a hub for outdoor enthusiasts. Additionally, the nearby Freeport Village offers a lovely walking experience with its scenic streets and inviting atmosphere. For nature lovers, the scenic trails at the nearby Wolfe's Neck Woods State Park provide a stunning backdrop for hiking and wildlife watching.
Where are the best areas for renting a beach house in Freeport?
For renting a beach house in Freeport, the coastline near the town offers picturesque options superb for a seaside getaway. The area around Winslow Park provides access to beautiful sandy beaches and scenic views of Casco Bay. Many holiday rentals in this vicinity feature amenities such as spacious decks for outdoor dining, barbecues, and fully equipped kitchens, allowing families to enjoy a comfortable stay while soaking in the coastal atmosphere.Further along the coast, the region near the Freeport Town Wharf is ideal for those seeking a blend of beach access and local charm. Here, visitors can find charming cottages and homes with amenities like private patios, fire pits, and proximity to local shops and restaurants, providing a vibrant setting for both relaxation and exploration.Additionally, the nearby Popham Beach State Park, located a short drive away, offers stunning sandy shores and opportunities for beachcombing and swimming. Some rentals in this area come with outdoor showers, superb for rinsing off after a day at the beach, and easy access to the scenic coastal trails, enhancing the outdoor experience.
Where are the best Freeport ski resort rentals?
For the best ski resort rentals near Freeport, travellers should consider the nearby town of Brunswick, which is approximately a 30-minute drive from the closest ski areas. In Brunswick, you can find a variety of rental options ranging from modern apartments to charming houses that cater to families and groups. Many properties come with amenities such as well-equipped kitchens, comfortable living areas, and sometimes even outdoor spaces for relaxation after a day on the slopes.Additionally, the area offers convenient access to local shops and restaurants, ensuring that guests can easily find dining options and supplies. For those looking to explore beyond skiing, Brunswick features attractions like the Bowdoin College Museum of Art and the beautiful waterfront along the Androscoggin River, providing a great blend of culture and nature.
What is the most popular type of holiday rental accomodation in Freeport?
In Freeport, holiday houses are the most popular type of holiday rental, with around 100 available throughout the area. These spacious properties are ideal for families or groups, often featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas. Many also come with outdoor spaces, such as patios or gardens, great for enjoying the fresh Maine air after a day of exploring nearby attractions like the L.L. Bean flagship store and the scenic coastline.Cabins are also a popular choice, with about 64 options offering a rustic charm and proximity to nature. These typically come equipped with kitchens and cozy living spaces, making them great for a peaceful retreat. Additionally, around 56 apartments can be found in Freeport, providing a more urban living experience while still being close to shops and dining options. Cottages, with approximately 36 available, offer a quaint and homey atmosphere, often near the water or surrounded by natural beauty.
Are there any family house rentals in Freeport?
In Freeport, Maine, there are numerous family-friendly house rentals available, with around 54 options to choose from. This charming coastal town is renowned for its picturesque surroundings and outdoor activities, making it an excellent choice for families. Many of the homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors can enjoy easy access to local attractions such as the iconic L.L.Bean flagship store and the scenic Freeport Village, where a variety of shops and restaurants await. Additionally, nearby Wolfe's Neck Woods State Park offers beautiful trails for hiking and picnicking, ideal for family outings.
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, making it an appealing destination for those seeking relaxation. The area boasts a charming coastal atmosphere, with rental options located near the picturesque waterfront and within close proximity to local attractions such as the famous L.L. Bean flagship store and scenic parks.Travellers can expect a variety of amenities in these properties, including private swimming pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, ideal for both lounging and entertaining. Some rentals may also feature lovely gardens, outdoor dining spaces, and easy access to nearby beaches and hiking trails, offering a superb blend of comfort and outdoor adventure.
Are there pet-friendly house rentals in Freeport?
In Freeport, Maine, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these holiday homes feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups.The town is well-known for its charming downtown area, where visitors can explore local shops and restaurants, some of which are also pet-friendly. Additionally, nearby parks and nature spots, such as the picturesque Winslow Park, offer ample opportunity for outdoor activities with your furry companions.
Are there any remote work holiday rentals in Freeport?
In Freeport, Maine, there are ample options for remote work holiday rentals, with around 268 properties available. This charming town is well-known for its picturesque scenery and vibrant local culture, making it an ideal spot for those looking to combine work and leisure. Many of the rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, ensuring that remote workers can stay productive during their stay.Additionally, Freeport offers a range of attractions, including the famous L.L. Bean flagship store and scenic parks, superb for a break after work. The proximity to the coast and numerous hiking trails adds to the appeal, providing opportunities for relaxation and exploration in a stunning natural setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Freeport?
In Freeport, Maine, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and onsite parking for convenient access to local attractions. Many rentals feature coffee and tea makers for a comforting start to the day, as well as decks or patios where visitors can relax and enjoy the fresh air. Additionally, some properties are pet-friendly, accommodating those who wish to travel with their furry companions.
When is the best time to visit Freeport for a holiday rental?
The best time to visit Freeport for a holiday rental is during the summer months, particularly in July, when the town is bustling with activity. This peak season, spanning from June to August, draws both families and outdoor enthusiasts eager to enjoy the beautiful coastal scenery, local shops, and vibrant dining options.In July, temperatures typically range from the mid-teens to low 20s Celsius, providing superb conditions for outdoor adventures such as hiking, kayaking, and exploring the picturesque coastline. This is also when Freeport hosts a variety of events and festivals, creating a lively option that's superb for families and groups seeking fun and engagement.For those looking for a more budget-conscious option, consider visiting in December. Although it's the low season, this month offers a unique charm, with opportunities to enjoy winter activities and the festive spirit of the holiday season, all while avoiding the summer crowds.
What are the top attractions in Freeport?
In Freeport, Maine, visitors can enjoy a variety of attractions that reflect the town's charming character and coastal beauty. A must-visit is the L.L. Bean flagship store, which not only offers a wide range of outdoor gear but also hosts various events and activities throughout the year. The surrounding area is filled with quaint shops and restaurants, making it a delightful spot for leisurely exploration.The Freeport Historical Society provides insight into the town's rich history, and nearby, you can find the picturesque Wolfe's Neck Woods State Park, superb for hiking and enjoying views of Casco Bay. Additionally, the scenic coastal trails at the nearby Desert of Maine offer a unique landscape to explore.
Are all fees included in the Freeport holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Freeport holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Freeport holiday homes?
You can find great discounts on holiday homes in Freeport on Bookabach, 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.
Can I change or cancel my Freeport holiday home booking on Bookabach?
To find Freeport holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Freeport?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Freeport holiday home?
Book your Freeport holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Freeport?
Prices for holiday homes 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. Bookabach offers something for every taste and budget, from affordable homes in Freeport to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.