Freeport Vacation Rentals

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Vacation Rentals in Freeport

Terrace/patio
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!"
Waterfront, Luxury, Spacious home in Freeport!
Exterior
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 CA $258
CA $560 total
includes taxes & fees
May 19 - May 20
Completely remodeled 2 bedroom apartment in Portland's West End
TV, fireplace
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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Property grounds
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
View from property
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, (44)
"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
1 bedroom, WiFi
Quaint one-bedroom suite
9.8 out of 10, Exceptional, (37)
"Loved it!! Would definitely rent again"
The price is CA $137
CA $194 total
includes taxes & fees
May 13 - May 14
Quaint one-bedroom suite
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"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 CA $223
CA $577 total
includes taxes & fees
May 13 - May 14
Elegant condo - walk to Portland's best restaurants & Old Port
Interior
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, (43)
"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
Exterior
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Exterior
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
Property grounds
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 CA $220
CA $411 total
includes taxes & fees
May 16 - May 17
Glorious getaway on Portland's Eastern Promenade.
Fridge, microwave, oven, stovetop
Cozy, Elegant and Bright 2 bed in the East End
10.0 out of 10, Exceptional, (24)
"The house is located in a nice neighborhood, just two blocks from the water and walkable to downtown. Check in was easy. The apartment is filled with light and very clean. If you happen to be up at dawn the living room windows face east providing a wonderful sunrise view. Would definitely stay there again!"
The price is CA $273
CA $502 total
includes taxes & fees
May 14 - May 15
Cozy, Elegant and Bright 2 bed in the East End
2 bedrooms, cribs/infant beds, internet, bed sheets
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
8.0 out of 10, Very good, (5)
"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
Property grounds
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!
Aerial view
Ocean view Victorian
9.8 out of 10, Exceptional, (73)
"It was the best view of Casco Bay and such a unique home. Beautiful accommodations that are both historic yet updated for comfort and convenience. Our host was phenomenal! So friendly…we thought he was one of our neighbors from Louisiana (not just because of his homemade hot sauce that he sent home with us, but more importantly because of his hospitality!)"
Ocean view Victorian
Interior
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.8 out of 10, Excellent, (48)
"This was a great old townhouse. Great parking and very clean. Easy walk to attractions and a charming neighborhood bar just around the corner. "
The price is CA $152
CA $334 total
includes taxes & fees
May 14 - May 15
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Private kitchen
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
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (51)
"Comfortable, clean, very well decorated apartment in a pleasant, walkable neighborhood. I highly recommend this property."
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Private kitchen
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 CA $308
CA $724 total
includes taxes & fees
May 14 - May 15
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Exterior
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
7.2 out of 10, Good, (9)
"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
Don't see what you're looking for?
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.

Freeport Vacation Rental Travel Info

Other types of properties in Freeport you may be interested in

Deluxe Double Room, 2 Queen Beds (2 Queen)
Casco Bay Inn
2.0 star property
9.4 out of 10, Exceptional, (622)
"Good location. "
The price is CA $122
CA $133 total
includes taxes & fees
May 13 - May 14
Casco Bay Inn
Business centre
The Freeport Hotel, Ascend Hotel Collection
2.0 star property
8.2 out of 10, Very good, (1002)
"Hotel being well maintained, breakfast good, good location."
The price is CA $135
CA $148 total
includes taxes & fees
May 16 - May 17
The Freeport Hotel, Ascend Hotel Collection
In-room safe, desk, blackout drapes, iron/ironing board
Holiday Inn Express Hotel & Suites Freeport, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (1001)
"Thank you for providing a clean, spacious stay"
The price is CA $190
CA $207 total
includes taxes & fees
May 15 - May 16
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Freeport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Freeport?

Yes, we offer vacation rentals in Freeport close to Wilbur's of Maine Chocolate Confections, or you can choose a secluded option if you want 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's the top vacation rental that Freeport has to offer?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: You might want to consider this vacation home rental near Freeport, which is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Freeport?

Expedia has 28 vacation 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 vacation rentals like in Freeport?

Vacation rentals are private properties you can reserve for several days or longer in Freeport. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.

Recent reviews of Freeport properties
Expedia verified reviews