
Island vacation rentals in New England
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Top-rated island rentals in New England
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Home in Vinalhaven
4.58 out of 5 average rating, 12 reviewsWaterfront Island Maine Getaway
HalRating, 5 stars7 months ago
A remote, private and beautiful home on 20 acres. The house is like an older farmhouse with great views to the west from every room. The waterfront deck is perfect to watch sunsets, and the house is decorated with interesting and beautiful art and other objects. Would definitely stay there again.

Island in Alton
5 out of 5 average rating, 5 reviewsIsland Camp (Boat Needed)
NancyRating, 5 stars21 months ago
Our family had a wonderful time swimming, boating, fishing, hiking the trails, canoeing and sitting by the nightly campfire. Whenever we had needs, Michelle answered promptly and graciously. Lee was a huge help, as well. FANTASTIC hosts!!!!

Home in Deer Isle
4.96 out of 5 average rating, 26 reviews19th Century Island Cottage
CamillaRating, 5 stars9 months ago
We absolutely loved our stay at eagle island. The cabin is very rustic, and might not be for everyone, but for us it was perfect. Beautiful surroundings and very private. We had fun discovering the island and getting to know the history and the few neighbors. We hope to come back.

Island in Arrowsic
4.82 out of 5 average rating, 34 reviewsCrow Island Nature Lovers Off the Grid Island
LindaRating, 5 stars8 months ago
We were delighted to get a chance to stay on this beautiful island in a quiet spot surrounded by water and birds! I liked walking barefoot in the mudflats during low tide…! Very well stocked and we appreciated Deborah’s flexibility around the weather. Hope to come back!

Home in Southold
5 out of 5 average rating, 3 reviewsShorecrest Beach House + Beach Front + Ocean views
ElizabethRating, 5 stars59 months ago
The location of this house is fabulous-- right on the beach! We enjoyed hanging out on the private beach or sitting on the lawn, and watched the sunset every night. Kitchen has everything you need to cook meals at home with all of the great produce from local farm stands. We had a wonderful stay.
Island rentals with a patio
Top guest favorite

Home in Riverhead
5 out of 5 average rating, 6 reviewsBayside Bliss - 2bdrm Lower-level Apartment
TarynRating, 5 stars6 months ago
Our family absolutely loved our stay at Corinne's home! A perfect spot to stay to explore the south and north forks, and the location of the home is stunning. we will be back!
Superhost

Home in Shrewsbury
4.92 out of 5 average rating, 13 reviewsLake "Island" near Boston
OliviaRating, 5 stars1 month ago
Really cool place! Very peaceful and quiet!
Island rentals with beach access

Home in Matinicus
4.93 out of 5 average rating, 15 reviewsIsle Be Back!
FrancescaRating, 5 stars8 months ago
Rachel’s place was perfect. Being new to the island, I had lots of questions during my planning to take my family to Matinicus for a week and Rachel responded quickly and kindly each time. She even bought a new and improved blender for us in case the other two in the kitchen weren’t quite right. The house suited us to a tea. Comfortable and peaceful. The perfect place for my family to reconnect after being spread out during a busy summer. But here is the best example of Rachel’s kindness: We forgot our car key in the house and only realized once we were on the boat back. We called Rachel from Rockland make sure the key was still in the house. She quickly found it and ran it to the mail plane who was able to get it us a few hours later. It was amazing.
Guest favorite

Cabin in Paul Smiths
4.91 out of 5 average rating, 22 reviewsMrs. Otis's Cabin with Woodland View
SandraRating, 5 stars2 weeks ago
What an amazing place! Mrs. Otis's was just as described and pictured. We spent 2 nights and will gladly return for more especially when it's warmer (or snowier for xcountry skiing) and we can enjoy more of the outdoor amenities that White Pine Camp has to offer. We loved the rustic and historic location, buildings and furnishings. Check out the boat house, Tea House, Bowling Alley, and Tennis House for a glimpse into the Great Camp history of the ADKs. The gas "wood burning" stove in our cabin added nice ambiance. The staff member in the office easily helped us out with a personal request. We were told cell service depends on carrier, we were fine with Verizon, though once you get to WPC you will want to tune out the rest of the world and relax! On a hike around the property I saw a beaver swimming! Just perfect!
Guest favorite

Home in Branford
4.96 out of 5 average rating, 25 reviewsCT Private Home on Belden Island
FredRating, 5 stars7 months ago
Magical! The house and lawn are immaculate and delightful. The bedrooms are large and filled with light. The condition of this house is stunningly fine, and its age of more than 100 years makes it a thrilling place. We brought kayaks, and a kayak ride from the nearby town takes only 10 minutes. Having kayaks permits you to explore the many beautiful islands nearby. On the other hand, the little ferry service is wonderfully friendly and efficient, and they happily carried some of us and lots of luggage. We loved swimming around the island, either jumping off the dock or wading in from the little beach, and we took great pleasure from the outdoor shower! (Oh: there are also two indoor showers.) The kitchen is wonderful for cooking, as are the outdoor grills, and we did all of our dining outdoors, either on the beautiful porches or the surprisingly spacious lawn. In summation: Wow!

Island in Cumberland
4.89 out of 5 average rating, 76 reviewsIsland Cottage Getaway in Casco Bay!!
MeganRating, 5 stars8 months ago
Getting up everyday and walking to the beach, or watching the sunrise from the porch really set our day off on the right foot. We spent all day on the beach, or exploring the island. My kids collected bags of seaglass and driftwood. We splashed in the waves, soaking in all the sunshine and salty air goodness. Nights were spent taking sunset walks, making smores by the fire, and star gazing. We saw Saturn and the Milky Way! My kids had a great time on the lobster boat with Jerry. Homeschool science lesson!!! I planned and packed as if we would be camping, and that allowed us to fully enjoy the home and vacation for exactly what it was. We had hot water to wash dishes, and do sunset baths in a bin outside. My husband showered and didnt have any hot water complaints. Things I recommend-sponges, coffee if you are picky (I am), watershoes, castile soap (can be used for all cleaning needs), bug spray, headlamps for exploring at night, and a well stocked first aid kit just in case.

Home in Nantucket
4.98 out of 5 average rating, 45 reviewsPrivate island home on Tuckernuck, Nantucket
SarahRating, 5 stars7 months ago
After knowing Nantucket for decades but feeing sadness at the development and change through the years, I always longed to visit Tuckernuck when eyeing it from Smith Point. As soon as I connected with John and heard about the Decoy, I knew it would be a trip like nothing else. Tuckernuck was truly stepping into the past. The property itself afforded acres of privacy, incredible sunrises, stargazing, and sky/sea-scapes, and excellent comraderie with yard games and visiting. The house is a museum where the love and history of generations is preserved, and was stocked with everything we could have needed. The island - well, I don't have the words to describe that. But something of another world for the adventurous and those who crave lack of modernization and a simpler time. My dog, group, and I had the trip and experience of a lifetime, and nothing can compare. Harry and Mark were above and beyond communicators and help despite challenging circumstances. We couldn't be more grateful.

Cottage in Lincoln County
4.96 out of 5 average rating, 25 reviewsCharming Cottage on Private Maine Island
SamirRating, 5 stars8 months ago
Unique and peaceful stay. Laurence sent plenty of information ahead of time to help make our stay pleasant and responded quickly when we had a few questions. The property was as advertised and made for a memorable adventure for our family.
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