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Incredible Island Rentals to Book for a Summer Getaway

By Erin Kayata

Published March 22, 2022 on

“Want to summer on Nantucket or Martha’s Vineyard? Better start planning a trip now to one of these island homes.” 

Summer might seem far away when you look at the calendar (wasn’t it just snowing a few weeks ago?), but mentally, people are already in the July sunshine and booking their vacations. So if you want to enjoy a week on any of the gorgeous local islands, you’d better act now, because all the good places are getting snatched up. Luckily for you, we’ve compiled some of the best spots you can rent for a week or two (or dream about living in all summer long).

rental roundup 1

Photo by Fisher Real Estate

49 Warrens Landing Road, Madaket, Nantucket
3 bedrooms, 2 full bathrooms,  accommodates up to 8 guests, from $6,500 a week

This neighborhood on the western side of the island is known for its pristine beaches, indulgent restaurants, walking trails, and beautiful sunsets. You can take in these stunning views and the warmth of the summer sun from the back deck of this beach cottage. Inside, a well-equipped kitchen opening up to the living room allows for mingling during meal prep, perfect for a group of friends spending the week together.

rental roundup 2

Photo courtesy of Fisher Real Estate

89 Squam Road, Squam, Nantucket
4 bedrooms, 4.5 bathrooms, accommodates up to 8 guests, $38,000 a week

What’s better than a beach vacation? Try one where you have your own private access to the water. This updated property in the Nantucket neighborhood of Squam has private steps leading right down to the shore, reminding you why you opted for a week here as opposed to fighting crowds on the Cape. A deck and porch outside offer additional outdoor space to enjoy the views and perfect summer weather you’ll hopefully get when vacationing here.

rental roundup 4

Photo courtesy of Fisher Real Estate

107 Main St., Downtown, Nantucket
6 bedrooms, 5 full bathrooms, accommodates up to 12 guests, from $10,500 a week

OK, usually, people pick vacation spots based on what there is to do there, not the place they’re staying. But no one would blame you if you booked a stay at this home because of how darn cute it is. Committed home cooks can enjoy the brand new kitchen appliances under a charming beamed ceiling. In the primary suite, you’ll rest on a king-sized bed with a glass encased shower and soaking tub for the ultimate relaxation. And the bustle of downtown Nantucket is right outside your door.

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