
Cottage holiday rentals in Drakes Island Beach
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Top-rated cottage rentals in Drakes Island Beach
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Popular amenities for Drakes Island Beach cottage rentals
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage
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.

Beach Dreaming
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.

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

Paradise Found Minutes from Ogunquit | Heated Pool
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!

Fully Renovated/4min to K-port/HotTub/Game Room
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.

Beautifully renovated 2-bedroom cottage
Everything was so perfect !! thank you for hosting us !!

The Loon Nest, Waterfront Lake House, Wood Hot Tub
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.

Cottage in Wells Maine
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

Lovely cottage on Sunrise Lake, Middleton, NH.
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!

Pet Friendly Audubon Bring Your Fishing Gear!
Beautiful setting and peaceful. Great place to rest and relax. Easy access to town and restaurants. Will definitely return!

Cozy Cottage by the Sea
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.

True Maine Artist Cottage with Outdoor Shower
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.

Sweet cottage in quiet convenient coastal setting.
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.

Rustic Pebble Cottage in beautiful Bridgton, Maine
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.

Cozy Cottage on Highland Lake
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!

Lakefront, Beach Private, Amazing Views, & pets!
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

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

Cottage Nine, 84 Drakes Island Road, Wells
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.

Seaside Serenity 2 - Oceanfront
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.

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

The Salt Box | Water Views & Cozy Fire Pit
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!

Quintessential Maine Lakefront Cottage
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.

Windswept Cottage: A Winnipesaukee Waterfront
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!!

Appledore Cottage is a Family Vintage Cottage
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!
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Weirs Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Crane Beach
- Long Sands Beach
- Good Harbor Beach
- Rye North Beach
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- The Golf Club of New England
- Ferry Beach
- Funtown Splashtown USA