
Cottage vacation rentals in Drakes Island Beach
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Top-rated cottage rentals in Drakes Island Beach
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Vacation rentals for every style
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Popular amenities for Drakes Island Beach cottage rentals
Cottage rentals with a hot tub

Make this family-friendly cottage your summer spot
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!

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.

Cozy beach cottage with pool & hot tub
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!

Paradise Found Minutes from Ogunquit | Heated Pool
Wow! What a beautiful place to stay. We visited all the surrounding cities we came to Maine for. The beds were so comfy! The towels smelled so fresh. The washer and dryer were so nice to have- so thoughtful that detergent was provided! We appreciated all the cute details the cottage had to offer. My girls loved the ride on the golf cart! 10/10 stay. Thank you so much for sharing your lovely place with us!

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.

Contemporary Cottage With Ocean View 13
Great place! Very cute home with very communicative hosts.
Pet-friendly cottage rentals

Bright, clean, private cottage near Higgins Beach!
We had a fantastic time at this cute and cozy cottage! It’s within 15 minutes of basically anything in the Portland area and the cottage itself is so charming and inviting. We only wish we had planned to stay here longer!

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!

Cozy Lodge, Rural near York Beach
We felt right at home and Rick allowed us to bring our dog and two cats, a bonus not easily found. The rental was cozy but big enough for the two of us and 3 fur babies. The shower was nice and hot, the Wi-Fi was excellent and we had a great Roku TV that we easily streamed our services without issue. The furniture was very big and comfortable with throws available for added warmth. The bedroom was perfect with plenty of space for our clothes, a nice bed and new fresh bedding. The absolutely only challenge was the narrow, curvy driveway! Luckily, we had a good back up camera and the street wasn’t very busy. This minor issue is not enough to deter us from returning for another stay!

Ocean View Cottage on Cape Neddick Beach
We stayed at this property for 6 weeks with our dog and loved it. The neighborhood is gorgeous, walkable, and has the perfect beach for pup play. Owners are on-site, friendly, and quick to respond. The carriage house was very clean and as beautiful as pictured. We would certainly stay here again.

Cozy Cottage by the Sea
Loved staying here again! A hidden gem in a terrific location!

Sunset Haven - Little Sebago Lake
second year in a row staying here and looking forward to our next trip back! Another amazing stay

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!
Private cottage rentals

Gorgeous Romantic Lakefront Getaway
The Carriage House was nice and comfortable, and we truly enjoyed our time there. We were able to kayak and sit by the dock, it was so peaceful and serene, the perfect getaway to reconnect and rejuvenate. Despite the weather, we made the best of it and appreciated having such a cozy and relaxing space to unwind.

Luxury KPort Cottage w/ private water access
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

Sunny Beach Cottage / Sleeps 7 + Walk to the beach
Lovely place by the sea for a girls’ weekend! We enjoyed walking to town and the beach and appreciated all the dining recommendations. Thank you!

The Lil'house - A Mountain Top Modern Cottage
Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.

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.

Coastal Waterfront Tiny home in West Bath
What an awesome airbnb! The views are stunning and surroundings couldn’t have been more peaceful. The cottage itself was exceptional and had everything I needed and more. Wish I could've stayed there longer! 10/10 would recommend this place to anyone!

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!!

Captain's Quarters on Peaks Island
We had such an amazing time at the cottage! The space was perfect, had everything we needed. The surroundings were beautiful and we loved just biking or walking around the island. Beth was easy to reach and very friendly. We would love to stay here again! Peak’s Island is a must
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Weirs Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Crane Beach
- Long Sands Beach
- Good Harbor Beach
- Rye North Beach
- Brunswick Golf Club
- Bear Brook State Park
- Wentworth by the Sea Country Club
- East End Beach
- Palace Playland
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort