Cottage vacation rentals in Freeport

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Popular amenities for Freeport cottage rentals

Cottage rentals with a hot tub

Superhost
The front exterior of a single-story cottage is depicted, featuring light purple siding and large windows. Two red Adirondack chairs surround a small table on a grassy area, alongside a wooden pathway leading to the entrance, which is flanked by decorative plants.
Cottage in Wells
4.76 out of 5 average rating, 42 reviews

Cozy Cottage close to Beach, Pool and more!

JanelleRating, 5 stars7 months ago
Dear Tim and Kimberly - I wanted to express how much we enjoyed our stay at your delightful two-bedroom cottage. The accommodations were not only beautifully furnished but also incredibly comfortable. The added amenities, including the pool, hot tub, and gym, made our stay even more enjoyable, offering plenty of options for relaxation and fitness. We also loved how close the cottage was to the local restaurants and the beach—it was the perfect location for a relaxing getaway. Your attention to detail made all the difference, and we couldn't have asked for a better experience. I will definitely recommend your place to others and look forward to returning in the future! Janelle Q PS - I live in Florida and upon my return from Maine, am being greeted by Helene. JQ
Superhost
The cottage exterior features a white facade with blue trim and a welcoming entrance. Two Adirondack chairs are positioned on the front porch, surrounded by colorful flowers and greenery. A clear blue sky enhances the inviting look of this cozy retreat.
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 favorite
An aerial view of a two-story cottage reveals a welcoming exterior surrounded by greenery. A patio with outdoor furniture and an umbrella is visible on the side, while a hot tub and pool can be seen in the background, framed by colorful autumn foliage.
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 favorite
A bright living area features a comfortable gray sofa adorned with patterned cushions, complemented by a cozy teal accent chair. A round wooden coffee table sits in front, surrounded by a light area rug. Bookshelves and decorative elements enhance the inviting ambiance.
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 favorite
A modern kitchen features a sleek countertop with a variety of fresh ingredients arranged on plates. A coffee maker is visible in the background, alongside a stainless-steel kitchen appliance. Natural light enters through a window, illuminating the stylish grey and white color scheme.
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
The exterior of a contemporary cottage is presented, featuring a light gray siding with dark blue shutters adorning the large front window. The entrance includes a wooden step leading to a dark front door, surrounded by a small patch of green plants.
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 favorite
A six-person jacuzzi tub is set on a deck, surrounded by tall trees dusted with snow. Clear views of the tranquil lake are visible in the background, illuminated by bright blue skies. Bubbles gently rise from the tub, enhancing the serene atmosphere.
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 favorite
A hot tub is situated on a wooden platform in the outdoor space, featuring a protective cover propped open. Steps lead up to the tub, which is filled with bubbling water. Surrounding the area are gravel and trimmed grass, providing a serene setting.
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 favorite
The A-frame cottage is nestled among lush greenery, with a metal roof and large deck visible from the water. The surrounding trees and grass create a natural border, enhancing the serene waterfront setting.
Cottage in South Thomaston
4.95 out of 5 average rating, 165 reviews

Timeless Tides Cottage

KellyRating, 5 starstoday
The cottage was beautiful and comfortable, and the setting was gorgeous. We were very comfortable there and would definitely go back! Carlos and Karen left very helpful and thoughtful local recommendations for food and activities. This place is a gem!
Superhost
A wooden dock extends into the vibrant fall-colored landscape, leading towards a charming house with large windows. A rowboat rests gently on the water's edge, while colorful kayaks are lined up beside it. Comfortable seating is arranged on the lawn, inviting relaxation.
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 favorite
Two adirondack chairs, one red and one teal, are positioned on a sandy area overlooking a calm lake. Lush greenery surrounds the space, with small shrubs and trees framing the water view. The scene conveys a serene and inviting outdoor setting.
Cottage in Middleton
4.99 out of 5 average rating, 101 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StefanieRating, 5 stars7 months ago
Another wonderfully relaxing stay! We really enjoyed the new screened in porch for morning coffee, late afternoon snacks, and evening games. The rainy days were just as lovely as the beautiful ones. We enjoyed the cozy gas stove on the cooler days, and we just couldn't have been more delighted by the welcome note and gift upon our arrival.
Top guest favorite
The cottage is situated on a hill, surrounded by lush green trees, and overlooks a tranquil bay. Rocky outcrops partially submerged in water are visible in the foreground, with a clear blue sky above enhancing the serene setting.
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 favorite
The exterior of the cottage is visible, featuring a welcoming front deck with white wicker seating. A small outdoor table with black wrought iron chairs sits on the grass, surrounded by trees, with two brick chimneys prominently displayed.
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 favorite
A serene lakeside setting features three green adirondack chairs arranged around a stone fire pit. The clear waters of Great Pond reflect the blue sky, while a wooden dock extends into the lake, bordered by lush green trees in the background.
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 favorite
A wooden staircase leads down to a serene waterfront area, surrounded by lush greenery and trees. The calm water reflects sunlight, creating a shimmering path across its surface. A deck extends into the water, offering a peaceful spot to enjoy the view.
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 favorite
A charming oceanfront cottage is visible, featuring a metal roof and surrounded by lush greenery. A gathering area with outdoor seating is seen on the cottage's side. Tall trees and an expansive yard create a serene atmosphere, with glimpses of the waterfront beyond.
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 favorite
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 favorite
The entrance features a blue door with glass panels, surrounded by multiple windows. Lush hydrangea bushes in various colors are planted near the door. A welcome mat with an anchor motif lies on the gravel path leading to the entrance.
Cottage in Kennebunk
4.97 out of 5 average rating, 119 reviews

Cozy cottage

NicoleRating, 5 stars4 months ago
We absolutely loved our stay at Cal’s place! We were impressed by all of the personal touches to this home that make you feel right at home and ready to plan your next stay there! Cal’s home was spotless, had comfortable beds, and had everything you need and more. There was even detergent, dishwashing products, and a cute travel size mouthwash in the bathroom. Cal definitely wants his visitors to feel right at home. We will definitely be back!
Top guest favorite
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 favorite
A wooden dock extends over the calm lake water, surrounded by lush greenery and rocks. The distant shoreline is outlined by trees under a cloudy sky, while a buoy can be seen floating in the water, adding a touch of color to the serene landscape.
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
A sandy beach scene is presented, featuring smooth rocks along the shoreline. Gentle waves meet the sand, while a distant row of beach houses is visible under a clear blue sky. Two individuals can be seen walking along the water's edge.
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.
Guest favorite
A fire pit area is surrounded by chairs, offering a cozy spot for gathering. String lights twinkle overhead, and a view of the water is visible through the trees. The scene captures a serene ambiance, ideal for evening conversations by the fire.
Cottage in Sidney
4.91 out of 5 average rating, 130 reviews

Waterfront Cottage

AaronRating, 5 stars6 months ago
Amazing place, it was exactly what we needed.
Top guest favorite
Two wooden chairs are positioned across from each other on a grassy area, facing a small fire pit. Lush greenery surrounds the space, while trees are visible in the background under a clear blue sky.
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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  3. Maine
  4. Cumberland County
  5. Freeport
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