Search Holiday Rentals in Freeport

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Top Holiday Rentals in Freeport

Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, (35)
"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 £336
includes taxes & fees
15 May - 16 May
Completely remodeled 2 bedroom apartment in Portland's West End
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (43)
"We really enjoyed our stay. We will definitely be back again."
Popham Beach Direct Oceanfront Cottage Steps to the sand
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (50)
"Comfortable, clean, very well decorated apartment in a pleasant, walkable neighborhood. I highly recommend this property."
The price is £433
includes taxes & fees
5 May - 6 May
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
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Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay. We loved being able to walk to the Eastern Promenade. The beds, including the sofa bed were very comfortable. Very cute and cozy There are stairs to enter the building for anyone with mobility issues. If you are unfamiliar with older buildings, the radiators do make some noise while heating in the winter."
The price is £246
includes taxes & fees
16 May - 17 May
Glorious getaway on Portland's Eastern Promenade.
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (14)
"Great place- location is easy to get to - great furniture and high end appliances - clean and chic!"
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (94)
"We celebrated our Mom’s 70th birthday in this beautiful space. It exceeded our expectations and the property manager David is the best!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
10.0 out of 10, Exceptional, (4)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, (24)
"John was attentive and extremely helpful during our stay. The location was great - we were able to walk to the downtown area and just a few blocks to the Eastern Promenade. Uber ride to downtown was around $7. Beautiful city and wonderful VRBO."
The price is £299
includes taxes & fees
6 May - 7 May
Cozy, Elegant and Bright 2 bed in the East End
Beautiful oceanside Castle with private beach and seasonal swimming pool
10.0 out of 10, Exceptional, (29)
"This house was perfect for me, my married kids, their spouses, and my grandkids. The house was very clean and spacious. It rained the whole time, but we still had a great time. And Shannon, who manages the property, was very helpful and made sure we had everything we needed. Hope to return next year."
Beautiful oceanside Castle with private beach and seasonal swimming pool
Waterfront, Luxury, Spacious home in Freeport!
9.8 out of 10, Exceptional, (16)
"In Freeport to spend time with the family. Lovely location, nice house, dog friendly, had a great weekend!"
The price is £527
includes taxes & fees
6 May - 7 May
Waterfront, Luxury, Spacious home in Freeport!
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (37)
"Loved it!! Would definitely rent again"
The price is £116
includes taxes & fees
6 May - 7 May
Quaint one-bedroom suite
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (99)
"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!
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (75)
"This is a lovely little apartment, and we were very comfortable. I agree with the owner’s statement about the steps being steep; there is no landing at the top of these steps. We brought smaller bags, and that helped! I wouldn’t attempt this with a baby or a toddler. Everybody else: enjoy!"
The price is £206
includes taxes & fees
8 May - 9 May
Adorable Portland getaway on the Eastern Promenade
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
9.8 out of 10, Exceptional, (87)
"We had a great time and this rental was very clean. The host was wonderful and easy to communicate with. My only tiny complaint is that the bedroom radiator was really loud (as they tend to be) and I am a light sleeper, so they kept me up. Not any fault of the rental, just is what it is. 15 minute walk to everything. Lovely, overall."
The price is £432
includes taxes & fees
8 May - 9 May
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Cozy log cabin! Enjoy Vacationland at its very best. Beaches, waterfall & trees
9.8 out of 10, Exceptional, (19)
"We loved this little cabin! The location was excellent as we loved exploring the beach looking for treasure and we loved being able to visit the Trolls at Maine’s Coastal Gardens. Patty was a great host, not only providing us a clean place to stay but also helped us find some gluten free restaurants for my daughter!"
Cozy log cabin! Enjoy Vacationland at its very best. Beaches, waterfall & trees
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (25)
"This is now our third time in 5 months staying at this property and we love it. The home is always clean and inviting and the view is spectacular."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (21)
"Stayed for a weekend for bachelorette party! Very clean, close to downtown and loved the hot tub."
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Full sized home
9.0 out of 10, Wonderful, (2)
"It was a nice little house"
The price is £280
includes taxes & fees
6 May - 7 May
Full sized home
Adorable, Bright and By the Bay!
9.0 out of 10, Wonderful, (6)
"It was a lovely VRBO close to Portland. It was clean and spacious. We enjoyed chatting on the screened in porch."
Adorable, Bright and By the Bay!
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"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
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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.

Freeport Holiday Rental Travel Info

Other types of properties in Freeport you may be interested in

Casco Bay Inn
2.0 star property
9.4 out of 10, Exceptional, (611)
"Enjoyed our stay, great room and staff. Place worked well for an evening event in Portland where we didn't want to drive home. Frozen custard and other restaurants very close by."
The price is £86
includes taxes & fees
6 May - 7 May
Casco Bay Inn
The Freeport Hotel, Ascend Hotel Collection
2.0 star property
8.0 out of 10, Very good, (1003)
"People were friendly very clean"
The price is £93
includes taxes & fees
26 May - 27 May
The Freeport Hotel, Ascend Hotel Collection
Hotel 44 North
2.0 star property
7.8 out of 10, Good, (621)
"we booked three nights but only stayed one….hotel is under construction so we had no hot water, breakfast was grab and go…no tea or coffee….booked this place for the pool….pool is closed down…. was happy to get a refund but now i have been charged an extra night on my visa from them….no one at hotel knows how or why!!! Have contacted my bank and they have put it through to the fraud department "
The price is £101
includes taxes & fees
16 May - 17 May
Hotel 44 North
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 £116 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?

The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries: This holiday home rental outside of Freeport is located in the city centre, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Freeport?

Expedia has 28 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.

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