Holiday Rentals in Freeport

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Holiday Rentals in Freeport

Waterfront, Luxury, Spacious home in Freeport!
9.8 out of 10, Exceptional, 17 reviews
"In Freeport to spend time with the family. Lovely location, nice house, dog friendly, had a great weekend!"
Waterfront, Luxury, Spacious home in Freeport!
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, 33 reviews
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, 19 reviews
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
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Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, 43 reviews
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, 17 reviews
"Apartment was in a great location, Close enough for walking to most of the Portland attractions and was well clipped and comfortable inside. Private deck on the roof was a great perk."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, 44 reviews
"We had a great stay. Check in and communication was easy. Due to storm damage, our original booked cottage was not available and Deb offered us a different (much larger) home without added cost. We greatly appreciated it so we didn't have to cancel our vacation. The home was very clean and had everything we needed and then some. The area is beautiful and the beach was very clean. You cannot beat the views from the home. We look forward to staying here again!"
Popham Beach Direct Oceanfront Cottage Steps to the sand
Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, 35 reviews
"We very much enjoyed our stay at this location. The stairs were a bit scary, but with the light on, you'll be fine. :) Cozy spot for the three of us, well appointed and in a fantastic area. Very walkable, even down to the wharf. We are from a very non-walkable area, so it was amazing to see all the activity and places we could go just walking a bit. We enjoyed our first time in Maine, and can't wait to get back for a longer trip. Thanks to the hosts!"
The price is €433
per night
13 Jun - 14 Jun
Completely remodeled 2 bedroom apartment in Portland's West End
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, 45 reviews
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is €447
per night
3 Jun - 4 Jun
Elegant condo - walk to Portland's best restaurants & Old Port
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, 88 reviews
"We were in Portland for my daughter’s graduation. Had a very nice weekend trying different restaurants and enjoying lobster rolls."
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Full sized home
9.6 out of 10, Exceptional, 4 reviews
"Super clean and neat. We loved it. Perfect for the 5 of us. Great surround. Peaceful and quiet."
The price is €325
per night
2 Jun - 3 Jun
Full sized home
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
7.2 out of 10, Good, 7 reviews
"This home was clean, bright and comfortable. Great location, no issues. Would definitely stay here again."
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, 99 reviews
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, 20 reviews
"Clean and easy to access, nice property for a short stay. Easy communication."
The price is €396
per night
1 Jun - 2 Jun
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, 26 reviews
"Host was responsive, directions were very clear, home was clean and comfortable place to stay."
The price is €348
per night
2 Jun - 3 Jun
Cozy, Elegant and Bright 2 bed in the East End
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
7.2 out of 10, Good, 9 reviews
"The second time I have rented this property. Not as clean this time but fully equipped. The whole outside including chairs could use a good power wash. A bat was found in a corner of downstairs bedroom. CO2 monitor went off 3 times once at 5:30AM. I assume after calling the number it was serviced as it never went off again although no follow up call or note was left that it had been serviced?"
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
9.4 out of 10, Exceptional, 73 reviews
"A simple yet comfortable cabin with beautiful view of tidal river."
Luxe Bayfront Cabin w/ Stunning Views & Shared Dock- Ideal for Hunting & Fishing
Rent a room in the gorgeous Holt House
7.8 out of 10, Good, 12 reviews
"This was such a cool house to stay in. The host was very responsive and the check in/out process couldn't have been easier."
Rent a room in the gorgeous Holt House
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, 23 reviews
"This property was perfect for our group of 10 girls!!! It was much bigger than I was even anticipating, beautiful home and very clean. *Very* safe and nice neighborhood, which was incredibly important for us girls. The hot tub was the best part and the fireplace was great too. No complaints with our stay at all, though I wish it was a walking distance to downtown. It was about a 10 minute car ride so we ubered for our stay which worked out pretty good and was still cheap! The host lives upstairs...
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.8 out of 10, Exceptional, 26 reviews
"Just got back to NYC after spending 3 nights at the house with my dog. I already miss it. It's practically on top of the water, and sits in a very private, quiet and secluded location on a heavily wooded lot. It's a bit off the beaten path, but still a relatively short drive (10-30 mins, depending) to anywhere within the Harpswell/Brunswick area. Comfortable bed and furniture. The outdoor furniture seemed brand new (Adirondack chairs). It's a very cozy house that's perfect - even spacious - for...
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, 52 reviews
"Artfully decorated and located walking distance to restaurants and parks. This was the perfect place for me and friends to visit around the table, watch a hockey game on TV, walk to restaurants, heat up take out, and was close to site seeing museums and light houses. The host was quickly available for suggestions. Check in and out was simple."
The price is €620
per night
27 Jun - 28 Jun
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
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See all available properties in Freeport
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.

Other types of properties in Freeport you may be interested in

Casco Bay Inn
2.0 star property
9.2 out of 10, Wonderful, 639 reviews
"The motel was a few miles from the Freeport shopping district but parking is free and adequate. The area was safe and very quite."
The price is €100
per night
2 Jun - 3 Jun
Casco Bay Inn
The Freeport Hotel, Ascend Hotel Collection
2.0 star property
8.2 out of 10, Very good, 1,002 reviews
"Nice stay"
The price is €96
per night
2 Jun - 3 Jun
The Freeport Hotel, Ascend Hotel Collection
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, 1,000 reviews
"I wonder if Room 310 was particularly noisy due to the highway traffic throughout the night. I would greatly appreciate being placed in one for my next stay if quieter rooms are available. Additionally, during the summer season, when the heater was not needed, I found that the heater in my room was quite noisy and disruptive throughout the night. It would be wonderful if this issue could be addressed so we can have a more comfortable stay in the future. Thank you!"
The price is €141
per night
2 Jun - 3 Jun
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
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.

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 €325 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 Wilbur's of Maine Chocolate Confections, 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?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This holiday home rental outside of Freeport is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Freeport?

Expedia has 29 holiday rentals for your stay in Freeport.

What can I see and do in Freeport?

Wolfe's Neck Woods State Park 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 Casco Bay 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.

Recent reviews of Freeport properties
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