Cottage vacation rentals in Bailey Island

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Popular amenities for Bailey Island cottage rentals

Cottage rentals with a hot tub

Superhost
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
Cottage in Limerick
4.77 out of 5 average rating, 66 reviews

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

GavinRating, 5 stars1 month ago
Nice private area, close by to a few small-towns for groceries, gas, etc. Property was very scenic and often only sounds that could be heard were birds. Slept 5 comfortably and never felt crowded. 10/10
Superhost
Cottage in Wells
4.89 out of 5 average rating, 57 reviews

Cozy beach cottage with pool & hot tub

PeggyRating, 5 stars8 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
Cottage in Shapleigh
5 out of 5 average rating, 8 reviews

Lakeside Cozy Cottage in Nature | Hot Tub

NickRating, 5 stars1 week 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
Cottage in Belfast
4.87 out of 5 average rating, 23 reviews

Lawn Cottage - Newly Renovated 2024

JulieRating, 5 stars3 weeks ago
What a cute cottage with absolutely everything one would need Killer view
Guest favorite
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
Cottage in Wells
4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

LisaRating, 5 stars8 months ago
Everything was so perfect !! thank you for hosting us !!
Top guest favorite
Cottage in Camden
5 out of 5 average rating, 36 reviews

Megunticook Retreat

ChristinaRating, 5 stars6 months ago
The perfect place to stay for a peaceful vacation - the home is extremely well appointed and had everything we could possibly need and more. The lake is even more beautiful than the photos and we enjoyed the kayaks and hot tub each day we were there. We would highly recommend.

Pet-friendly cottage rentals

Guest favorite
Cottage in South Thomaston
4.95 out of 5 average rating, 165 reviews

Timeless Tides Cottage

KellyRating, 5 stars5 days ago
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
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
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
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.
Superhost
Cottage in Lincolnville
5 out of 5 average rating, 12 reviews

Lily Pond Studio Cabin #4

DimitriRating, 5 stars19 months ago
We loved our experience at our cozy, stand alone cabin. The room is spacious and has everything you need. We would stay again for sure!
Guest favorite
Cottage in Belgrade
4.93 out of 5 average rating, 135 reviews

Near Waterville | Lake Great Pond | Dog Friendly

TammyRating, 5 stars3 days ago
The place was beautiful and exactly what we needed! I would definitely recommend staying here.
Guest favorite
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
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 stars7 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
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
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!
Guest favorite
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

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Harpswell
  6. Bailey Island
  7. Cottage rentals