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Cottage holiday 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, 31 reviews

Charming Quiet Cottage close to hiking & JXN Falls

JohnRating, 5 stars1 month ago
Truly magical stay at Chelsey’s place. Perfect spot for unwinding after a day adventuring the White Mountains. Would stay again!
Superhost
Cottage in Casco
4.88 out of 5 average rating, 24 reviews

Waterfront Getaway w/ Private Sandy Beach

RileyRating, 5 stars3 weeks ago
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.
Top Guest favourite
Cottage in Camden
5 out of 5 average rating, 37 reviews

Megunticook Retreat

DebraRating, 5 stars2 weeks ago
We’ve stayed in a lot of Airbnbs across the country and I’m not exaggerating when I say that Lydia’s place was one of the cleanest and most well-maintained homes that we’ve been in. The property and scenery are breathtaking. The numbers of birds and chipmunks that entertained us while we sat on the back deck was surprising. We ate all of our meals with the exception of lunches at the cabin and had everything we needed to prep and cook our food. This trip was all about relaxing and Lydia’s home was everything we needed.
Guest favourite
Cottage in Wells
4.93 out of 5 average rating, 44 reviews

Cottage in Wells Maine

KaylaRating, 5 stars2 weeks ago
We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!
Top Guest favourite
Cottage in York
4.98 out of 5 average rating, 197 reviews

Adorable cottage by Shorts Sands Beach

KatieRating, 5 stars4 days ago
Camille’s place is fantastic! Great location and it’s so clean and well decorated. Camille is so fast to communicate and is very accommodating. We’ve stayed many times and look forward to returning again.
Guest favourite
Cottage in Wells
4.94 out of 5 average rating, 148 reviews

Cozy Cottage with Ocean Views, Wells Maine

JanaRating, 5 stars6 months ago
The cottage is spotless, well-stocked and conveniently located for day trips in any direction. This is our 4th year staying at this lovely cottage for a pre-holidays getaway. We look forward to keeping this annual tradition!
Top Guest favourite
Cottage in Camden
4.97 out of 5 average rating, 110 reviews

Owls Head Oceanview Cottage Cedar Hot Tub/Sauna

SarahRating, 5 stars1 month ago
We had an amazing time! The location was perfect and the house was clean, quiet, and peaceful. The hot tub and sauna were an incredible addition, making our stay even more relaxing. Despite all the rain, we were happy to stay indoors, doing puzzles, reading, and playing Scrabble. Mary Jo was so responsive and the warm fire place w plenty of wood added a cozy touch! The pictures really don’t do it justice. We will definitely be back! Thank you so much!
Guest favourite
Cottage in Middleton
4.96 out of 5 average rating, 188 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

AshleyRating, 5 stars2 weeks ago
Can’t say enough about this place. My husband and two toddlers had such an amazing time. We loved paddling on the boat and seeing all the different birds. Our daughter caught her first small mouth bass at the lake! The views were stunning, the hot tub was amazing. We absolutely loved the open concept layout. No matter where you stood, you could see the lake. It was so awesome. Everything you need was in the house! Our only wish is that our time there, didn’t have to end! 🩷

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Eliot
4.99 out of 5 average rating, 148 reviews

Salty Mermaid Cottage/Boat House

GaryRating, 5 stars1 week ago
My family and I loved Skye's place. It was very private with a great view of the river and a nice sunset. Lots of different sea birds including a family of geese that had just hatched. Skye's place was very well equipped with all the little conveniences we would normally supply ourselves from coffee and creamer to ice in the freezer. The location was perfect for us, because the focus of our trip was shopping. Less than ten minutes from the outlet stores We would definitely stay there again when in the area.
Guest favourite
Cottage in Saco
4.94 out of 5 average rating, 422 reviews

Deja Blue~Guest Beach House

ChrisRating, 5 stars2 days ago
micheles place was incredibly well stocked with helpful and cute amenities and convenience items! the view and accessibility to the beach is incredible. Michele was very welcoming and we appreciated all of the recommendations she provided. the guest house is quite small but met my and my husband's needs for a quick getaway. thank you for your hospitality!
Top Guest favourite
Cottage in Waterford
4.99 out of 5 average rating, 144 reviews

Tall Pines Hideaway

JessRating, 5 stars6 days ago
Beatiful cabin on the water, thoughtfully decorated. I loved the layout, plenty of seating areas and lovely decor. There is only one small bathroom which may be an issue with more than 2 or 3 guests, but worked out perfectly for us. We saw deer twice when driving down the trail to the house which was exciting! Loved using the firepit outside. The only bummer was that the dock wasn’t in the water yet. I still managed to use the kayak but would not advise attempting without the dock lol. Wonderful host, David was very responsive and had a nice bottle of wine waiting for us on our arrival. Would 100% come back
Guest favourite
Cottage in Friendship
4.91 out of 5 average rating, 266 reviews

Our charming,oceanfront, Bradford point cottage

EricaRating, 5 stars5 days ago
We had a lovely stay at Jeff's place in Friendship and appreciated all the thoughtful touches there. It was wonderful taking the kayaks out to explore the surrounding islands. I would also recommend the lobster rolls nearby at the Jameson Point restaurant.
Guest favourite
Cottage in Gray
4.91 out of 5 average rating, 213 reviews

Sunset Haven - Little Sebago Lake

TiffanyRating, 5 stars1 week ago
We really enjoyed Elizabeth's house. It was beautiful and peaceful. The dock and beach were great. Communication was awesome! would loved to stay stay again.
Guest favourite
Cottage in Bridgton
4.9 out of 5 average rating, 239 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

AmyRating, 5 stars3 weeks ago
Cheryl's home is cosy and quiet, and the photos don't quite do the place justice. It's an amazing spot since you can walk into town and access the trails to Pondicherry Park, and it's back off the road enough to feel private and quiet. We really enjoyed our stay, and especially the cupcakes that were there upon our arrival.
Superhost
Cottage in Freedom
4.79 out of 5 average rating, 483 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Leigh AnnRating, 5 stars3 weeks ago
Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there again someday.
Superhost
Cottage in Harpswell
4.91 out of 5 average rating, 205 reviews

H and K Cove View Cottage LLC

CarissaRating, 5 stars1 month ago
Kristen was willing to accommodate our booking short notice, which we really appreciated. The home was beautiful with stunning views! Excellent location, loved the coffee shop a mile away. Thank you!!

Private cottage rentals

Top Guest favourite
Cottage in Harpswell
4.96 out of 5 average rating, 47 reviews

Old fashion neighborhood near the water.

CharlyneRating, 5 stars2 days ago
This was my second time staying at the cottage, and I’m looking forward to going back .
Top Guest favourite
Cottage in Georgetown
4.98 out of 5 average rating, 42 reviews

Serene Coveside Cottage

DanielRating, 5 stars2 weeks ago
My wife and I stayed at Viktor's place for our honeymoon. As soon as we walked through the door it felt like we were in a second home. We loved using the projector and home theater setup to play Nintendo Switch and watch Netflix. I liked that the bedroom had its own separate A/C unit from the living room. Made it so much easier to set the temperature during the day and evening. The combined washer/dryer unit worked great and didn't have any issues drying our clothes. Nearly every morning we were greeted by neighboring deer who came to feed on the backyard grass. The surrounding area (Georgetown, Bath, and Boothbay Harbor) are really great to find good food, parks, and entertainment nearby. I highly recommend this place. It really is a gem in the middle of the forest.
Top Guest favourite
Cottage in Windham
5 out of 5 average rating, 79 reviews

Romantic waterfront cottage for two in Maine

MackRating, 5 stars3 weeks ago
We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!
Top Guest favourite
Cottage in Casco
4.98 out of 5 average rating, 44 reviews

Serenity - Stunning Sebago Lake scenery

JeremyRating, 5 stars1 month ago
Steve and Desni's Lakefront home was spectacular! The lakefront views were stunning. The house was as described and provided everything we needed for a wonderful family vacation. Was very clean and tidy upon arrival. Room layouts provided ample space for our group of 10 (could have fit a couple more comfortably) and included all the amenities for indoor and outdoor fun! Zero complaints or cons for renting their home. Would highly recommend it.
Top Guest favourite
Cottage in Litchfield
4.98 out of 5 average rating, 48 reviews

Cozy Lake Cottage on Woodbury Pond

JeffreyRating, 5 stars1 week ago
We loved it, we have stayed here in the past. We love the new kitchen island, plus the basket of snacks was very nice.
Guest favourite
Cottage in Harpswell
4.95 out of 5 average rating, 64 reviews

Private oceanfront cottage, great views, and float

TimRating, 5 stars2 weeks ago
the stay was nice, the place was clean, match the description, pretty easy to find, and Christine had great communication. very beautiful views, right on the water, kayaking was nice.
Guest favourite
Cottage in Harpswell
4.86 out of 5 average rating, 7 reviews

"Footnote" A unique quintessential Maine cottage

KarenRating, 5 stars8 months ago
The Footnote cottage is a total delight. This 1920's cottage has been renovated beautifully--keeping the cottage feel with some charming details, but with lovely modern appliances, comfortable antique furniture, etc. We immediately felt at home. The deck is super private and the steep walk down to the water was fun. We had a very short stay but hope to be back for more. Sheri was very easy to communicate with and very helpful.
Top Guest favourite
Cottage in Peaks Island
4.97 out of 5 average rating, 30 reviews

Captain's Quarters on Peaks Island

MichaelRating, 5 stars1 day ago
Beautifully executed cottage and wonderfully functional. So much attention to detail from the indoor decor to the landscaping. Quick walk to the beautiful coast line, restaurants, shops, and to the ferry for outings up in Portland. It was also on a quiet street near a preserve for a nice walk in nature. Beth and Jeff were absolutely lovely, helpful, and informative. It was also a value for an elevated experience. I can't wait to go back again!

Destinations to explore

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  4. Cumberland County
  5. Freeport
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