Holiday Rentals in Freeport

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Holiday Rentals in Freeport

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
The price is €237
includes taxes & fees
9 Nov - 10 Nov
The Weldon Hotel

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (230)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Captain's Guest Room w/private bath & house entrance. Walk to everything.

8.0 out of 10, Very good, (19)
"Dmitri is accommodating and check-in easy. Property details are accurate "
The price is €135
includes taxes & fees
2 Nov - 3 Nov
Captain's Guest Room w/private bath & house entrance. Walk to everything.

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (48)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (7)
"This was a fabulous property in perfect location. The house and grounds were amazing. It was a sensational week."
Private Lakefront Estate with 180 Degree Views

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

7.8 out of 10, Good, (14)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Full sized home

9.8 out of 10, Exceptional, (45)
"Great location in Harpswell, close to several trails and restaurants. We stayed for about a month-the yard was fantastic and mowed weekly! We worked while we were here and had plenty of space to spread out-wifi was always fast/reliable and even when the power went out, the generator immediately kicked on! We did bring our senior dog and she loved laying on the deck. The ramp leading up to the back is very nice for older pups and people. "
The price is €300
includes taxes & fees
15 Oct - 16 Oct
Full sized home

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
The price is €948
includes taxes & fees
15 Oct - 16 Oct
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

In-town no frills 2 bedroom apt

8.2 out of 10, Very good, (13)
"We just needed a place to stay for one night ,4 people that was a good price. This was and they explain it very accurately . Interesting neighborhood , we felt very safe. "
The price is €148
includes taxes & fees
9 Nov - 10 Nov
In-town no frills 2 bedroom apt

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is €133
includes taxes & fees
9 Nov - 10 Nov
Studio Unit Walkable Everywhere

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (7)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage

Private Entrance Residential Portland

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is €148
includes taxes & fees
16 Oct - 17 Oct
Private Entrance Residential Portland

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (49)
"Great location, great house, great communication and beautiful area."
Serenity - Stunning Sebago Lake scenery

Lakeside retreat in Central Maine

9.8 out of 10, Exceptional, (92)
"Paul & Kevin were so accommodating and Sailor Retreat was perfect. The home was clean, inviting and the perfect place for our visit. "
Lakeside retreat in Central Maine

Get in touch with nature.

10.0 out of 10, Exceptional, (30)
"Very peaceful and clean "
The price is €135
includes taxes & fees
14 Oct - 15 Oct
Get in touch with nature.

Knock on Wood | Airy Charm in Heart of Downtown

8.8 out of 10, Excellent, (24)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is €343
includes taxes & fees
6 Nov - 7 Nov
Knock on Wood | Airy Charm in Heart of Downtown

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (161)
"Quaint with a great view."
1 room luxury ocean front studio cottage

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (18)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
Beautiful Oceanfront House- Stunning Water Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Freeport Hotel Reviews

Find out more about Freeport

Find out more about Freeport

Everything you need to know about Freeport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Freeport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Freeport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Freeport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Freeport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Freeport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Freeport holiday rentals we have selected for you start as low as €133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Freeport rentals

At Expedia, we put the best Freeport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Freeport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Freeport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Freeport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Freeport?

Yes, there are holiday rentals in Freeport close to Wolfe's Neck Farm, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Freeport. Give yourself some extra time to check out the waterfront and cafes during your trip.

What are some of the best holiday rentals that Freeport has to offer?

Captain's Guest Room w/private bath & house entrance. Walk to everything.: This holiday home rental outside of Freeport comes with WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

How many holiday rentals are there in Freeport?

Expedia has 31 holiday rentals for your stay in Freeport.

What can I see and do in Freeport?

Wolfe's Neck Farm and Desert of Maine are a couple of scenic spots to enjoy the outdoors, whereas Freeport Historical Society is one of the cultural attractions. While here, LL Bean Flagship Store and Harrington House are other places worth a visit.

What are holiday rentals like in Freeport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Freeport. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.