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Cottage vacation rentals in Drakes Island

Find and book unique cottages on Airbnb

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Popular amenities for Drakes Island cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Wells
4.94 out of 5 average rating, 47 reviews

Make this family-friendly cottage your summer spot

NicoleRating, 5 stars9 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, 62 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

JorgeRating, 5 stars5 days ago
My family and I loved staying at the Seaholly cottage. The beds were extremely comfortable and the cottage was decorated beautifully. Lexi was very considerate when stocking the bathroom with every toiletry you could possibly need. The cottage is in the perfect location and very close to beaches, shops, and restaurants. Highly recommend staying at the Seaholly Cottage! You won't be disappointed! My family and I can't wait to book with Lexi again. We had a great vacation!
Top guest favorite
Cottage in Wells
5 out of 5 average rating, 50 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

JenniferRating, 5 stars5 days ago
I truly can’t say enough positives about Stephanie’s place! First, the cottage looks even better in person. Second, the little details make all the difference from the quick response time, welcome card and lobster bag, a very informative welcome binder, and a fully stocked home which when added together, felt like OUR home! Some who is walker bound, found the property to have comfort height counters and toilet in the bathroom, two anti slip step stools to get into the bed if you’re short like myself, and remotes for everything (including instructions to use everything in the binder). If you think you need it, Stephanie supplied it from board games, lobster pot, cocktail kit, to a crockpot and a Bose speaker in the kitchen. There was a rainy day so afternoon vacay naps listening to music was a vacation-like you can get! Only suggestion would be there are closets in the bedroom but they have shelves. There are no places for hanged clothing. Bring some hangers, use hooks on bathroom door!
Guest favorite
Cottage in Wells
4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

LisaRating, 5 stars9 months ago
Everything was so perfect !! thank you for hosting us !!
Guest favorite
Cottage in Northwood
4.96 out of 5 average rating, 102 reviews

The Loon Nest, Waterfront Lake House, Wood Hot Tub

KristieRating, 5 stars2 weeks ago
Nice welcome basket with snacks and water bottles in each room with plenty of towels. It is very quiet and peaceful at the camp. It is great for relaxing and hanging out and there are places to eat just a few miles away. I would not stay here if I were looking for a place to swim, while it’s a beautiful water view, the shore is tiny and the vegetation in the water is too thick and slimy to swim. Beautiful sunsets over the water. If you are looking for a quiet, slightly rustic camp in the woods with waterfront views then you won’t be disappointed here.
Guest favorite
Cottage in Wells
4.75 out of 5 average rating, 20 reviews

Contemporary Cottage With Ocean View 13

AudreyRating, 5 stars1 month ago
Great place! Very cute home with very communicative hosts.
Guest favorite
Cottage in Wells
4.93 out of 5 average rating, 46 reviews

Cottage in Wells Maine

JodiRating, 5 stars2 days ago
Our second stay with Carla, love the location, unit is well stocked and very clean. Carla is very responsive and makes the process easy. We have every intention of booking with Carla again for next summers annual trip to Maine.
Top guest favorite
Cottage in Wells
4.98 out of 5 average rating, 57 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

AmandaRating, 5 stars5 days ago
1000 characters would not be enough to say all that I would want to say about our stay. Karl and Randy’s cottage is clean, comfortable, beautiful, cozy, private, surrounded by beaches and restaurants and shops all within 20 minutes!! We took two kids (ages almost 3 and almost 5) and it was an extremely kid friendly location all around. We enjoyed the heated pool, the golf cart, the private dead end road, the tennis courts, and all the attractions around. Karl was an exceptional host. So informative, kind, organized, you can tell he knows how to host very well! We last minute asked to extend our stay by a day and Karl was able to approve my request! We hope to be back!!!!!

Pet-friendly cottage rentals

Top guest favorite
Cottage in Eliot
4.99 out of 5 average rating, 149 reviews

Salty Mermaid Cottage/Boat House

GaryRating, 5 stars3 weeks 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 favorite
Cottage in Middleton
4.99 out of 5 average rating, 104 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars3 weeks ago
They were accommodating, flexible, and very gracious. They had an entire binder of information with details about where to find fans, towels, flashlights, how to work the shower, heat, grill, and about anything else you can think of. It also had emergency services, restaurants, places to have a good time, and good details about checkout expectations. Overall we were extremely happy with the property and our stay, and were honored by the personalization they did for us specifically as it was our Honeymoon and they wrote us a custom note by hand for when we arrived. Highly Recommended - Will Rent Again!
Guest favorite
Cottage in Newbury
4.94 out of 5 average rating, 107 reviews

Plum Island Sunset Cottage

YolaRating, 5 stars1 month ago
We had a wonderful stay. 6 ladies coming together to celebrate a birthday,catch up on eachother's news, enjoy meals together by the sea, and relax. The setting and house were perfect for us. Spotlessly clean and cheerful, beautifully equipeed with extra everythings, well located close to the beach, the nature reserve and the center and surrounded by lovely views. The beds were comfy and the whole house felt like a longstanding part of the community yet newly renovated throughout and very welcoming. Amanda, our host, was warm and responsive and attentive to our needs. We'd be happy to return for another gettogether!
Top guest favorite
Cottage in York
4.9 out of 5 average rating, 120 reviews

Cozy Cottage by the Sea

ShaunRating, 5 stars1 week ago
Another great stay at this place! It’s been consistently a great spot for us. Perfect for a walk to beach or into town. We love it and will definitely be back.
Guest favorite
Cottage in Bridgton
4.91 out of 5 average rating, 185 reviews

True Maine Artist Cottage with Outdoor Shower

KateRating, 5 stars1 week ago
Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.
Superhost
Cottage in York
4.77 out of 5 average rating, 301 reviews

Sweet cottage in quiet convenient coastal setting.

ElizabethRating, 5 stars1 week ago
The property is tranquil and private but near convenient stores and food options. The cottage is so cute and quaint and was perfect for our stay with our dog. The art and small touches in the cottage are very lovely. This location is fantastic for accessing the beaches and harbors of York area.
Top guest favorite
Cottage in Bridgton
4.9 out of 5 average rating, 241 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

TiffanyRating, 5 stars3 days ago
This place was awesome and exactly what we needed for a quick weekend at the dog show. It was a cute cottage that is way bigger than it looks in pictures. Cheryl was quick to respond and super accommodating!
Guest favorite
Cottage in Windham
4.93 out of 5 average rating, 106 reviews

Cozy Cottage on Highland Lake

MeredithRating, 5 stars8 months ago
Perfect little Maine cabin getaway! We enjoyed our stay so much. The cabin was clean, easy to find, and had everything we needed for four people and two dogs. Cannot recommend enough!

Private cottage rentals

Top guest favorite
Cottage in Kennebunkport
4.99 out of 5 average rating, 67 reviews

Luxury KPort Cottage w/ private water access

KristinRating, 5 stars8 months ago
The perfect place to unwind and relax after a day spent exploring Kennebunkport! The cottage was super cozy, bed was comfortable and the hosts provided everything needed for an enjoyable stay! We would definitely stay here again. Thanks Dionne and Tim for sharing your lovely home!😊 Kristin & Kevin Dodson
Top guest favorite
Cottage in Ogunquit
4.94 out of 5 average rating, 17 reviews

Seaside Serenity 2 - Oceanfront

MariaRating, 5 stars1 week ago
We had a wonderful stay in Ogunquit! The views are AMAZING!! The space is very clean and exactly as described. So many great shops and restaurants right outside your door. Comfortable bed and great shower. It was a fun little getaway for me and my husband and our 3 month old.
Guest favorite
Cottage in Kennebunk
4.92 out of 5 average rating, 25 reviews

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

Maverick & MichelleRating, 5 stars1 month ago
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.
Superhost
Cottage in Waterboro
4.95 out of 5 average rating, 22 reviews

Quintessential Maine Lakefront Cottage.

MeghaRating, 5 stars2 days ago
We had a great mini vacation at Marina's place. It was perfect for our family of four - we loved having direct access to the lake with a canoe, kayaks and a paddle board. The cabin has everything you need for a getaway and restaurants are only a 10 minute drive. Highly recommend!
Top guest favorite
Cottage in Biddeford
5 out of 5 average rating, 35 reviews

Secluded Coastal Home & Cottage 3 Minutes to Beach

BarbaraRating, 5 stars5 days ago
Thanks for a wonderful stay at your beautiful cottage! We were very comfortable and enjoyed sitting outside enjoying the quiet peaceful surroundings. Also, thanks for helping us out by supplying your personal baking pan so we could bake our brownies! We would definitely recommend your property to anyone looking for a house on the southern Maine coast. Barbara
Top guest favorite
Cottage in Alton
5 out of 5 average rating, 35 reviews

Windswept Cottage: A Winnipesaukee Waterfront

SimonaRating, 5 stars8 months ago
The view is even more stunning in person! Spent the weekend here with my family and it was breathtaking to say the least. Half of our time was spent just admiring the view because it’s that good. Cozy decor and open floor plan made it easy to settle in and feel right at home. Peaceful private neighborhood with great foliage. Perfect place for getting out on the water in kayaks, making s’mores, stargazing, and creating life long memories. We wish we could’ve stayed longer!!
Guest favorite
Cottage in Kennebunkport
4.97 out of 5 average rating, 78 reviews

Minnow Cottage in town, Kennebunkport

LaurenRating, 5 stars2 weeks ago
Charming house! Excellent location.
Guest favorite
Cottage in Wells
4.99 out of 5 average rating, 93 reviews

Ogunquit Beach Cottage & Relaxing Resort Amenities

KatlynRating, 5 stars3 days ago
We booked Julie’s place on a whim for a last minute mini vacation, and had the best time. The cottage setup was great for our family (2 boys, ages 12 and 1)— the community has a great pool and is centrally located to a lot of activities and restaurants along route 1. Minutes to the beach! The hosts were so accommodating and really made our stay memorable. We will definitely be back!

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Wells
  6. Drakes Island
  7. Cottage rentals