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Cottage vacation rentals in Chebeague Island

Find and book unique cottages on Airbnb

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Popular amenities for Chebeague 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 Wells
4.94 out of 5 average rating, 47 reviews

Make this family-friendly cottage your summer spot

NicoleRating, 5 stars7 months ago
Jessica was very communicative and her place was in a great location to access the area’s attractions. A comfortable home away from home. We enjoyed the pool and wish we had stayed longer. Thank you!
Top guest favorite
Cottage in Wells
4.97 out of 5 average rating, 61 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

TaylorRating, 5 stars7 months ago
A gem of an Airbnb! The hosts truly thought of everything and this was the perfect place to stay with two young kids; in fact, my son loved the bunkbed and toys so much he refused to go to bed every night! From the tonies box and kids toys, to all the beach and baby gear, there wasn’t one thing they lacked. The place was clean and organized and felt so cozy. I highly highly recommend this place, especially for families! The hosts were so friendly and accommodating as well.
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 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
Cottage in Shapleigh
5 out of 5 average rating, 7 reviews

Lakeside Cozy Cottage in Nature | Hot Tub

NickRating, 5 stars4 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
Cottage in Kennebunk
4.89 out of 5 average rating, 19 reviews

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

ChristinaRating, 5 stars6 days 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 stars7 months ago
Everything was so perfect !! thank you for hosting us !!

Pet-friendly cottage rentals

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 stars5 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.
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!
Top guest favorite
Cottage in Gray
4.9 out of 5 average rating, 209 reviews

Sunset Haven - Little Sebago Lake

MonicaRating, 5 stars3 days ago
Absolutely loved our stay at this lake cabin! It's nestled right on the water, making it a perfect spot for peaceful mornings and unbeatable fishing. The sunsets over the lake are absolutely stunning — a real highlight of the trip. The cabin itself has a rustic charm, filled with unique vintage touches that make it feel cozy and full of character. It's quiet, far enough from the city to truly relax, but still conveniently close to town if you need anything. A wonderful place to unwind and make lasting memories with family. Can't wait to come back!
Guest favorite
Cottage in Wiscasset
4.88 out of 5 average rating, 264 reviews

Waterscape Cottage - private waterfront

SteveRating, 5 stars1 week ago
We had a wonderful time at Ann’s. The cabin was great and exactly as described, clean and very comfortable. The property is amazing with lots of privacy and in a great location to explore the Maine coast during the day. Don’t miss hiking down to the trestle bridge to see the herons. Ann thought of everything to make sure we would be comfortable during our stay and she was happy to offer suggestions on places to go and things to see.
Top guest favorite
Cottage in Bridgton
4.9 out of 5 average rating, 235 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

CatherineRating, 5 stars6 days ago
Pebble Cottage was so peaceful yet close to everything. We kept ourselves quite busy locally and Cheryl's place was a perfect spot to unwind and relax at the end of a busy day. The host is a beautiful artist and an exceptional, sweet human being. We hope to return in the Fall. Thanks Cheryl!

Private cottage rentals

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 Scarborough
4.88 out of 5 average rating, 41 reviews

Cheerful 1 Bedroom Cottage Steps From The Ocean

BraulioRating, 5 stars2 days ago
Wonderful place clean and very cozy house I indicate
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!
Superhost
Cottage in Poland
4.75 out of 5 average rating, 20 reviews

Alvan Riccar Cottage 3 at Poland Spring Resort

ChelseyRating, 5 stars32 months ago
Loved it! It was relaxing and deff worth the price. We’ll deff be back next time we’re in the area.
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.
Guest favorite
Cottage in St. George
4.96 out of 5 average rating, 227 reviews

Hidden Haven A Rustic Retreat In St. George, Maine

LydiaRating, 5 stars2 weeks ago
Beautiful cabin in quiet and peaceful surroundings. Closes to attractions and multiple small towns with things to see and discover. Michelle and Dan were great hosts, everything we needed was in the cabin! They had a book of area things to do. They answered right away when we texted. I would definitely recommend their place!
Top guest favorite
Cottage in Appleton
5 out of 5 average rating, 21 reviews

Oak Grove Cottage at Sennebec Pond

RyanRating, 5 stars6 months ago
I have zero complaints about Gordon's home. Everything was accurately described and the property was beautiful! it is right on the pond and the pictures do it justice. Yes, it's a little small and gets cold in the winter but it's worth it if you want to stay somewhere pretty without breaking the bank. Also, he has 3 heaters. We didn't leave them on because we were gone a lot of the time but it probably would have stayed warm if we did. This is really a great property for a couple! Highly recommended.
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!

Quick stats about cottage rentals in Chebeague Island

  • Total rentals

    50 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore