Cottage vacation rentals in Freeport

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Popular amenities for Freeport cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Jackson
5 out of 5 average rating, 30 reviews

Charming Quiet Cottage close to hiking & JXN Falls

AaronRating, 5 stars2 weeks ago
Our stay at Chelsea and Mathew’s cottage was top notch. The communication and instructions on all things related to the cottage were detailed and clear. From prior to booking and throughout the stay the communication was excellent. The house was clean and well kept, charming and welcoming. The bonus features of the wood burning stove and hot tub made this a must stay location for us and we couldn’t have been happier with what they added to the overall experience. I highly recommend the spot for its proximity to Black Mountain, what the house offers and the hosts were fantastic. We’ll be back for sure!
Superhost
Cottage in Wells
4.89 out of 5 average rating, 57 reviews

Cozy beach cottage with pool & hot tub

PeggyRating, 5 stars7 months ago
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!
Top guest favourite
Cottage in Shapleigh
5 out of 5 average rating, 7 reviews

Lakeside Cozy Cottage in Nature | Hot Tub

NickRating, 5 stars5 days ago
This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!
Guest favourite
Cottage in Kennebunk
4.89 out of 5 average rating, 19 reviews

Fully Renovated/4min to K-port/HotTub/Game Room

ChristinaRating, 5 stars1 week ago
We had a great stay at Audrey & Seb's place. It was spacious, beautifully decorated, and extremely clean. The beds were super comfortable, the location was private and close to town, and there was so much thought put into all the little details. What an absolutely wonderful place. Thank you so much!
Guest favourite
Cottage in Wells
4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

LisaRating, 5 stars7 months ago
Everything was so perfect !! thank you for hosting us !!
Superhost
Cottage in Wells
4.74 out of 5 average rating, 19 reviews

Contemporary Cottage With Ocean View 13

MiekaRating, 5 stars10 months ago
Terrific stay! The cottage was modern, clean, convenient and lovely. The pools are great for kids, and the cottage is near to restaurants, beaches etc. Great place for a holiday.
Top guest favourite
Cottage in Wilton
5 out of 5 average rating, 43 reviews

Lake House on Wilson Lake! Game room, six beds.

BetsyRating, 5 stars1 week ago
Troy’s home is absolutely gorgeous! We were only there for a short stay but it was comfortable, had everything we needed, and had such a beautiful view of the lake. The game room is outstanding, but I wish we hadn’t been too busy to use the hot tub. Troy is one of the easiest hosts — very responsive, flexible and welcoming. We’ll definitely return if we’re in the area again!
Top guest favourite
Cottage in York
4.98 out of 5 average rating, 188 reviews

Adorable cottage by Shorts Sands Beach

MikaylaRating, 5 stars5 days ago
Above and beyond in every way! Everything was extremely clean, easy to access, and very dog friendly. The host was incredibly responsive, flexible, and kind! We plan to go back!

Pet-friendly cottage rentals

Guest favourite
Cottage in South Thomaston
4.95 out of 5 average rating, 164 reviews

Timeless Tides Cottage

PaavanRating, 5 stars2 weeks ago
Had a wonderful time at this secluded cottage in Maine, especially the peaceful view of the water, the warmth of the pellet stove, and the fire pit! Carlos was quick to answer any questions we had, and the cottage was one of the best maintained and well-stocked Airbnbs I have ever stayed at. Hoping to get the chance to visit again!
Superhost
Cottage in Shapleigh
4.75 out of 5 average rating, 8 reviews

Relax at this Pet Friendly, Lakefront Getaway

JamieRating, 5 stars7 months ago
This was a great get away. Right on the lake with the convenience of using their kayaks, row boat, and peddleboat. Also had an array of life jackets for everyone to be safe. Scenery is beautiful, location is peaceful! We read, kayaked, played pinpong in their basement, sat around the firepit and listened to nature! The house is exactly how you see it in the pics, plus better! The home is spotless and has everything you need! Host Heidi is very responsive! They even have many board games and puzzles to play. I would highly recommend this property and plan to rent again. Thank you Heidi for sharing your home and for a lovely weekend. Jamie Hale
Top guest favourite
Cottage in Georgetown
4.98 out of 5 average rating, 117 reviews

Cottage on Todd Bay

MatthewRating, 5 stars6 months ago
Our group of 4 had a wonderful stay here. It had everything we needed and John was extremely helpful. We cooked several meals and visited nearby attractions.
Guest favourite
Cottage in Falmouth
4.97 out of 5 average rating, 73 reviews

Osprey Cottage, peaceful setting, walk to beach

MargaretRating, 5 stars6 months ago
Elizabeth was a wonderful host and her home is perfect for a peaceful, relaxing vacation. The house was spotless, well appointed, and very cozy. The short walk to the beach and town market is really convenient. Her rental is a perfect home base if you’re visiting Portland or exploring the Maine coast nearby.
Guest favourite
Cottage in Wolfeboro
4.93 out of 5 average rating, 41 reviews

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom

VincentRating, 5 stars2 weeks ago
Good place to stay lots of beds in a small footprint. Burners on the stove never got hot enough for me to cook my dinner or boil more than a cup of water but other than that everything worked great and check in and out was painless.
Guest favourite
Cottage in Belgrade
4.93 out of 5 average rating, 134 reviews

Near Waterville | Lake Great Pond | Dog Friendly

JennyRating, 5 stars1 month ago
We had a wonderful stay with our family and we were happy our dogs were welcome to come with us.
Guest favourite
Cottage in Woolwich
4.92 out of 5 average rating, 178 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

JulieRating, 5 stars6 months ago
What an amazing setting! Right on the water. We saw seals, osprey, and, we think, an eagle.Also the most beautiful sunrise. The house is cozy and comfortable and really really clean. We found everything we needed and some thoughtful extras. Tamara is an excellent host!
Guest favourite
Cottage in Friendship
4.91 out of 5 average rating, 256 reviews

Our charming,oceanfront, Bradford point cottage

JenniferRating, 5 stars5 months ago
Just amazing!! This is the second time we have stayed at this air bnb! The cabin is quaint. You cannot beat the views!! It is just absolutely perfect!

Private cottage rentals

Superhost
Cottage in Windham
4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

Jo-AnnRating, 5 stars6 months ago
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.
Top guest favourite
Cottage in Falmouth
5 out of 5 average rating, 42 reviews

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug

MairaRating, 5 stars5 months ago
My husband and I spent 6 days here for our anniversary. I wanted a location on the water and close to visit all the major coastal towns in Maine. This was perfect! The home, felt like home, and everything was clean and beautiful. Adam was very helpful whenever I had any questions. Sipping coffee every morning on the back porch and watching the sunrise over the lake was so peaceful. Grocery store close by and great hiking/walking areas right out the front door. Can’t wait to come back and bring the family.
Guest favourite
Cottage in Milan
4.9 out of 5 average rating, 59 reviews

Nay'tures Cottage

SarahRating, 5 stars6 months ago
The cottage was so beautiful, clean and cozy. Tom and Rosemarie gave us tips on places to go to try to see moose and avoid the crowds near the touristic places. Kitchen was fully equipped and everything worked just as expected. I just wish we had come in a hotter day so we could use the kayak and paddles on the lake! Will definitely come back!
Top guest favourite
Cottage in Standish
4.97 out of 5 average rating, 61 reviews

Big Sebago Lake Rentals Waterfront w Private Beach

AndreaRating, 5 stars6 months ago
Beautiful location, perfect stay with amazing hosts! This was the perfect getaway for our family and we cannot wait to go back! The location can't be beat and Kate and Barry went above and beyond to make sure we had everything we needed. Highly recommend!
Guest favourite
Cottage in Raymond
4.91 out of 5 average rating, 110 reviews

Relax by a Quiet Lake

RaineRating, 5 stars6 months ago
Was a great place to get away from the city hustle and bustle and was a nice way to recharge and recenter
Superhost
Cottage in Wells
4.78 out of 5 average rating, 9 reviews

Seaside Escape

AngelikaRating, 5 stars7 months ago
The location was amazing. Just a few steps to Crescent Beach. I actually took my coffee down there and watched the sunrise in the morning. So beautiful. The cottage was clean and comfortable. Kristin was very responsive and helpful. Don't miss out on the clam chowder at the Lobster Pound less than 100 meters away. We'd definitely come again.
Superhost
Cottage in Saco
4.9 out of 5 average rating, 10 reviews

Saco Cozy Cottage! Minutes From Old Orchard Beach

NancyRating, 5 stars6 months ago
The cottage was perfect for our needs and had everything! Auria was extremely helpful and responded to us quickly! I would definitely stay there again!
Top guest favourite
Cottage in Buxton
4.98 out of 5 average rating, 142 reviews

Peaceful Cottage on Maine Flower Farm

RaeganRating, 5 stars6 months ago
Perfect fall cottage so close to Portland! The cottage is so peaceful and quiet. But so close to Portland but you wouldn’t even know it. The farm is lovely and we took a walk down to the river on the property, it was so peaceful and so much land! If you are looking for a get away from a city, but want to be able to explore Portland and Kennybunks, this was the perfect spot. I don’t know if I’ve slept that good all year. Would definitely come back again. And we love Trooper the dog!

Destinations to explore

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  4. Cumberland County
  5. Freeport
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