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Cottage holiday rentals in Drakes Island Beach

Find and book unique cottages on Airbnb

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Popular amenities for Drakes Island Beach cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Wells
4.97 out of 5 average rating, 61 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

TaylorRating, 5 stars9 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 Wells
4.88 out of 5 average rating, 42 reviews

Beach Dreaming

ArtemRating, 5 stars7 months ago
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.
Superhost
Cottage in Gilmanton
4.85 out of 5 average rating, 101 reviews

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes

YannRating, 5 stars3 weeks ago
I had a nice stay at Alexa's. It's beautiful, quiet and ideal to get some rest while being surronded with nature. The best!
Top Guest favourite
Cottage in Wells
5 out of 5 average rating, 49 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

JenniferRating, 5 starstoday
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 favourite
Cottage in Kennebunk
4.92 out of 5 average rating, 25 reviews

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

Maverick & MichelleRating, 5 stars3 weeks 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.
Guest favourite
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 favourite
Cottage in Northwood
4.96 out of 5 average rating, 101 reviews

The Loon Nest, Waterfront Lake House, Wood Hot Tub

ChristinRating, 5 stars3 weeks ago
The house was clean and well maintained. The view was gorgeous, too bad Mother Nature didn’t cooperate. It was cold and rainy. Used the fire pit nightly and it was nice. Linens were clean, towels were soft and fluffy and smelled freshly laundered. Kitchen was spotless and well stocked with pot/pans and dishes. Having a dishwasher was nice too. Two grocery stores (Hannaford and Market Basket) were close by and plenty of restaurants too. We came with the intention of doing nothing and just changing scenery for the weekend. This place was perfect.
Guest favourite
Cottage in Wells
4.93 out of 5 average rating, 45 reviews

Cottage in Wells Maine

DavidRating, 5 stars4 days ago
Great cottage with a perfect location. Not too close to the ocean but close enough. Grocery stores and other shops within a mile radius. 10-20 miles gets you to many other small Maine locations.

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Middleton
4.99 out of 5 average rating, 103 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars2 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 favourite
Cottage in Woolwich
4.92 out of 5 average rating, 183 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

ErinRating, 5 stars1 week ago
Beautiful setting and peaceful. Great place to rest and relax. Easy access to town and restaurants. Will definitely return!
Top Guest favourite
Cottage in York
4.9 out of 5 average rating, 120 reviews

Cozy Cottage by the Sea

ShaunRating, 5 stars5 days 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 favourite
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.
Guest favourite
Cottage in Bridgton
4.9 out of 5 average rating, 239 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

AmyRating, 5 stars1 month 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.
Guest favourite
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!
Superhost
Cottage in Freedom
4.79 out of 5 average rating, 484 reviews

Lakefront, Beach Private, Amazing Views, & pets!

GregoryRating, 5 stars2 weeks ago
Helen's home was in the most beautiful location, very peaceful and the perfect spot to unwind. Sitting out on the deck looking off into the water was the most amazing feeling and we also had amazing weather to enjoy some canoe rides with our dog, which was her first time so that made a wonderful memory. The layout of the home, the sliders to the deck and access to the water, there is no other way vacation! We didn't want to leave, hoping to be back!

Private cottage rentals

Guest favourite
Cottage in Wells
4.93 out of 5 average rating, 46 reviews

300 feet from Beach! 2 bedroom/1 bath cottage 1Q, 2T, 1 Sofa Bed, Full Kitchenette

JenniferRating, 5 stars1 month ago
Dustin is a respectful & vigilant host. He’s quick to reply, & very understanding when a bad t-storm caused us delay. He met us outside & walked us right to our spot. We did not hear a peep from anyone our entire stay. When a different unit was reported for noise (which we did not hear), Dustin checked on us to make sure we were OK. Our view of the marsh was MAGICAL! I appreciate that he lives on the premises, it gave me peace of mind having him close being the sole mom with three teenage girls in tow. It was my girl’s sweet 16, & thanks to Dustin, she & her friends had the time of their lives. We’re already planning on booking with Dustin for a way longer stay in a couple of weeks! I can’t believe we lucked out with such an amazing spot for the most honest and fair pricing in the area. I can’t find fault with any part of the property. Even the parking lot was meticulously kept. I can’t possibly recommend this host enough. He more than proved why he’s a super host! TY DUSTIN!!!!!
Superhost
Cottage in Wells
5 out of 5 average rating, 20 reviews

Cottage Nine, 84 Drakes Island Road, Wells

NancyRating, 5 stars10 months ago
Loved staying at cottage in the lane. It’s a beautifully kept spot. Very homey feeling, wonderful atmosphere. In Maine, everything stays wet so having a laundry center is a bonus. Great pool. Just fabulous.
Top Guest favourite
Cottage in Ogunquit
4.94 out of 5 average rating, 17 reviews

Seaside Serenity 2 - Oceanfront

MariaRating, 5 stars6 days 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.
Top Guest favourite
Cottage in Wells
4.96 out of 5 average rating, 27 reviews

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

RachelRating, 5 stars7 months ago
Check in was a breeze, the house was clean and the beds were very comfortable. Close to Moody Beach and just a short drive to Ogunquit village. Would recommend staying here!
Superhost
Cottage in Wells
4.5 out of 5 average rating, 8 reviews

The Salt Box | Water Views & Cozy Fire Pit

ErjonaRating, 5 stars4 days ago
We loved our impromptu stay here! Gina was very responsive and accommodating to our last minute booking request. It’s a charming little beach cottage and our family loved the little memories we made there. We’d definitely return. Thank you for having us, Gina!
Superhost
Cottage in Waterboro
4.95 out of 5 average rating, 21 reviews

Quintessential Maine Lakefront Cottage

LindaRating, 5 stars1 week ago
We were looking for a quiet place near the water to relax and unwind. Marina's place was perfect! We enjoyed kayaking, and great views of the lake whether reading on the deck or playing boardgames in the dining room on a rainy day. We'd definitely stay here again.
Top Guest favourite
Cottage in Alton
5 out of 5 average rating, 35 reviews

Windswept Cottage: A Winnipesaukee Waterfront

SimonaRating, 5 stars7 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!!
Superhost
Cottage in Wells
4.64 out of 5 average rating, 102 reviews

Appledore Cottage is a Family Vintage Cottage

PamelaRating, 5 stars9 months ago
We absolutely loved our visit to Appledore Cottage! It was quaint and perfectly relaxing. The screened in porch was the best place to just sit…very quiet and peaceful!

Destinations to explore

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