Where to Stay on Nantucket this Summer
Nantucket rental season is officially underway!
As the island comes back to life with spring and the promise of warmer, sunnier days, rental homes are booking fast. If you know Nantucket, you know that there’s no bad spot to stay on the island — every neighborhood has something to offer.
With many rentals to choose from, we’re highlighting a few of our favorite areas and rental homes to make your next Nantucket vacation one to remember forever.
If you’re looking for something in Town…
Want to be at the center of it all? With cobblestone streets, local boutiques, and world-class restaurants to discover, a vacation home in town is a great option for those looking for a more lively and vibrant experience. When you stay in town, you’ll be just steps away from historic buildings, museums, and Nantucket Harbor.
Our recommendation: 8 Old North Wharf.
This historic 2-bedroom, 2-bath cottage offers an unbeatable harborfront location with multiple decks overlooking the Easy Street Basin, Nantucket Harbor, and beyond. With off-street parking and direct water access, Essex provides both convenience and serenity. Enjoy your morning coffee or a sunset glass of wine while taking in the peaceful waterfront views, just steps from the vibrant heart of downtown. Whether you're seeking a quiet coastal retreat or a front-row seat to all the island has to offer, this Nantucket summer rental is the perfect blend of charm, luxury, and location.
See more information here.
If you’re looking for something in Surfside…
A beach lover’s paradise, Surfside is popular with just about everyone. When you stay in Surfside, you’ll be near one of the island’s best spots for surfing, boogie boarding, and beach volleyball. With a concession stand at Surfside Beach, you’ll have everything you need to spend a long, relaxing day – Nantucket style.
Our recommendation: 4 Okorwaw Ave.
Built in 2022, this beautiful contemporary residence features a spacious 5-bedroom, 4.5 bath main house and a 2-bedroom, 2 bath guest cottage. Set on a private 2-acre lot in Surfside, this property features expansive outdoor spaces, including a beautiful pool and cabana, ideal for outdoor relaxation and entertainment. Just minutes from Nobadeer and Surfside Beaches, this home offers the best of Nantucket beach living with privacy and luxury. Whether you’re enjoying the large outdoor living area, lounging by the pool, or exploring nearby beaches, this Nantucket summer rental offers a truly exceptional experience.
See more information here.
If you’re looking for something in Cliff…
Located on the island’s North Shore just outside of town, the Cliff area offers calm beaches, great ocean views, and is one of the most sought-after areas on island. Close to Tupancy Links, a preserved area donated to the Nantucket Conservation Foundation, Cliff is a peaceful spot to enjoy the best of Nantucket’s wildlife and coastline.
Our recommendation: 3 Cliff Lane.
Designed by architect and designer Sophie Metz, all of the home's furnishings and finishes are in keeping with her top-notch Nantucket style. This home is steps to the bike path, one mile from town, blocks from Steps Beach, and minutes from many of the other great beaches on Nantucket. The main house has a spacious master bedroom on the main floor, three bedrooms on the second floor, and one bedroom in the guest house. All bedrooms have their own full bathrooms. There is an office, a large cathedral ceiling in the living room, and two family rooms where people can spread out and have their own space. There are large windows and sliding doors that all face the backyard, guest house, and pool area. There is a large patio with a shaded area as well as an infinity pool. The guest house has its own covered porch and outdoor fireplace. There is a yard below the pool area as well.
See more information here.
If you’re looking for something in ‘Sconset…
Known for its charming rose-covered cottages and quiet lanes, ‘Sconset is the perfect spot for a quiet, small-town experience. Take a short bike ride to ‘Sconset Market for local groceries, ice cream, coffee, and baked goods, then hit nearby ‘Sconset Beach to enjoy the rest of your day.
Our recommendation: 18 Cannonbury Lane.
Completed in 2023, this newly built 6-bed, 6.5-bath home features three finished levels of living, including a pool separate spa, and expansive indoor/outdoor entertainment areas. This light-filled, tastefully decorated home is perfect for your next Nantucket summer vacation. Located in the Cannonbury Lane neighborhood of 'Sconset, guests enjoy access to a shared fitness center, private garden, and path to direct beach access.
See more information here.
If you’re looking for something in Madaket…
Nantucket’s sunset-central, Madaket boasts stunning, unobstructed views and is a great spot for fishing, scalloping, boating, and spending time on the beach. Be sure to visit Millie’s Nantucket for dinner (they’re known for their tacos and margaritas), then head right outside to watch that sunset!
Our recommendation: 53 Madaket Road.
This private 4-bedroom, 3.5-bath Nantucket vacation home, plus a 1-bedroom cottage, offers the perfect retreat. Located just less than a mile from town and conveniently situated on the bike path, this property sleeps 10 and features a welcoming, relaxed, and sophisticated atmosphere with playful touches throughout. The interiors have been beautifully revamped under the skilled eye of Jill Vieth of White Hart Design, blending crisp white interiors with a modern grey kitchen, equipped for the discerning cook. Top-line appliances, 3 living areas, and a newly added kitchen in the cottage make this home ideal for both relaxing and entertaining. The outdoor areas between the main house and cottage provide privacy and the beauty of Nantucket’s rugged conservation land. Enjoy the sights of migratory birds year-round from your doorstep. An outdoor shower and fire pit await you, adding to the charm of the space. With 3,600 square feet of living space, this home is designed for rest, relaxation, and entertainment. Built-in storage and flexible sleeping arrangements are complemented by luxury linens and new furnishings. Multiple sitting areas with large TVs provide ample space for everyone to unwind and enjoy their special sanctuary. Plenty of room for multiple vehicles, and just a short distance from Cliff beaches, town, and shopping, 53 Madaket Rd is centrally located, making it easy to access all parts of the island.
See more information here.
However you vacation, make sure it’s on Nantucket. Don’t wait to book — rentals fill up faster than ever this time of year. Visit our vacation rentals page to secure your dream vacation home, then look forward to a summer to remember!
The trusted Lee Real Estate team is ready to help you, your family, and your friends, however you need. Contact us here.