Secure Your Dream Nantucket Rental for Summer 2025—Our Top Picks!

Booking early is the key to securing the perfect summer getaway on Nantucket. Whether you’re looking for a charming antique home or a private estate surrounded by nature, Lee Real Estate has a variety of properties to suit every vacation style. Here are some of our top rental picks for Summer 2025.

10 North Water Street

This charming five-bedroom antique home has been fully updated with a new kitchen, baths, and contemporary furnishings. Situated just a few blocks from Town and Children’s Beach, 10 North Water Street offers both historic charm and modern comfort. The open kitchen, double living room, and dining space create the perfect environment for gatherings, while the proximity to the waterfront allows easy access to all the island’s best activities.

Why we love it: Updated charm meets convenient town living, perfect for families!

2 Horn Beam Road

For those seeking a private oasis, 2 Horn Beam Road offers a secluded retreat surrounded by seven acres of conservation land. The main house features three bedrooms, a home gym, a fully finished lower level, and an outdoor pool. The guest cottage offers three additional bedrooms with sweeping ocean views. This estate is perfect for nature lovers, with private footpaths, a natural pond, and abundant wildlife. Just minutes from Quidnet Beach and Sesachacha Pond, it provides a peaceful and private escape with proximity to some of Nantucket’s most scenic spots.

Why we love it: Secluded, but just a short distance from Quidnet and Sesachacha Pond.

4 Okorwaw Ave

Built in 2022, this contemporary five-bedroom home offers luxury and style, just minutes from Nobadeer and Surfside beaches. With a spacious guest cottage, pool, and cabana, 4 Okorwaw Ave has everything you need for the perfect family vacation. The expansive open living spaces flow beautifully into the outdoor area, where you can relax by the pool or entertain guests in the sun.

Why we love it: Modern luxury just minutes from Nantucket’s best beaches.

12 Hawks Circle

Settled on an acre of manicured grounds near Sconset Beach, this four-bedroom home captures the tranquility and coastal charm of Nantucket. 12 Hawks Circle is ideal for those seeking a quiet retreat with proximity to beaches and the quaint village of Sconset. This peaceful oasis features beautiful indoor and outdoor spaces, perfect for a restful island escape.

Why we love it: The perfect ‘Sconset retreat with peaceful charm and nearby beaches.

122 Wauwinet Road

This waterfront gem offers unbeatable views of Wauwinet Harbor and the Atlantic Ocean. With a private boardwalk leading to the harbor and just steps from the ocean, 122 Wauwinet Road provides a rare opportunity to enjoy both sunrise and sunset from your doorstep. This three-bedroom home is perfect for groups looking to enjoy a night out, with the Wauwinet Inn right next door. Fine dining and cocktails are just steps away, offering the ultimate convenience for a great summer evening.

Why we love it: Waterfront living at its finest with unbeatable harbor views.

8 Old North Wharf

For those seeking a quintessential Nantucket experience, “Essex” at 8 Old North Wharf is the perfect choice. Located on the Historic Old North Wharf, this cottage has undergone a complete renovation, offering two bedrooms, multiple decks with stunning harbor views, and direct water access. Enjoy the best of downtown Nantucket, all within walking distance, while having your private waterfront escape.

Why we love it: A prime location on the Wharf with stunning water views.

18 Mt Vernon Street

Located on a quiet street just steps from downtown, 18 Mt Vernon Street offers a peaceful getaway with all the modern comforts of home. This newly renovated two-bedroom plus sleeping loft home features a bright, open layout with a sun-splashed kitchen, perfect for families or couples. The outdoor deck is ideal for summer barbecues or quiet evenings, and you’re just minutes from Main Street, beaches, and bike paths.

Why we love it: Perfect location with a spacious outdoor deck for summer evenings.

3 Mulberry Street

Found in the heart of Nantucket’s historic district, 3 Mulberry Street offers a perfect mix of modern luxury and charm with a nod to classic Nantucket living. Renovated in 2018, this five-bedroom home features spacious living areas, a beautiful yard, and multiple entertaining spaces, making it ideal for large families or groups. With off-street parking and easy access to downtown Nantucket, this home is perfect for those seeking convenience and comfort.

Why we love it: Central location with room for the whole family!

27 Woodbury Lane

Nestled in a tree-lined community, this property offers plenty of backyard space and parking, making it the perfect family vacation home. This five-bedroom property is located near Town and close to the Madaket bike path, making it ideal for exploring Nantucket. With ample outdoor space for dining and entertaining, it’s a perfect summer retreat for families or groups.

Why we love it: Luxurious privacy with all the amenities, just minutes from town.

Securing your summer vacation rental early gives you access to the best homes and locations on the island. Whether you’re looking for a secluded estate, a beachside cottage, or a home in the heart of downtown, our selection of premier properties has something for everyone.