Surfside Rental Homes You'll Want to Book This Season

Surfside Rental Homes You'll Want to Book This Season

04/06/2026

Surfside is where relaxed island living meets some of the most beloved beaches of Nantucket. Located along Nantucket's south shore, Surfside is known for its wide, sandy shoreline and rolling Atlantic waves, creating the perfect backdrop for long beach days and surfing. With time slipping away to secure your Nantucket getaway for the summer, we've put together a selection of Surfside rental homes that still have some availability for the upcoming season. Spend less time searching and more time planning your escape to the island!

11 Miller Lane

This beautiful new home features four bedrooms spread across four spacious levels, offering plenty of room for guests and privacy throughout. Outside, enjoy a large 20x40' fenced-in pool - perfect for relaxing after a day at the beach.

Ideally located just 10 minutes from Surfside Beach and about four miles from downtown Nantucket, this home combines convenience with a peaceful setting.

Inside, the main floor includes an open living, kitchen, and dining area, along with a private en-suite bedroom. Additional bedrooms are thoughtfully placed across upper and lower levels, each with access to their own bathroom, creating a comfortable and functional layout for families or groups.

For more information and to check the availability of 11 Miller Lane, click here.

13B Western Avenue

Unwind with ocean-view dining on the deck after a beach day at this newly renovated Surfside home. Ideally located across from Surfside Beach (which features a changing station and snack stand), this property offers unbeatable coastal access.

The home features four bedrooms, with three on the first floor and one on the upper level. Upstairs, a bright and airy great room combines the living, kitchen, and dining spaces, which all showcase stunning ocean views.

For more information and to check the availability of 13B Western Avenue, click here.

1 Pochick Avenue

This exceptional Nantucket estate offers unmatched luxury and privacy on the island's sought-after south shore, surrounded by acres of protected natural landscape.

Designed for elevated summer living, the property features the island's largest infinity pool, a private 3-par golf setup, and a 14-seat home theater. A separate guest house (which can be found here) allows accommodations for up to 21 guests between both houses, making it ideal for large or multigenerational groups.

Enjoy easy access to Surfside beaches just half a mile away, along with nearby trails leading to town. Spend your days relaxing by the poolside, dining under the stars, or harvesting fresh ingredients from the on-site garden.

With over 8,000 square feet of thoughtfully designed space and resort-style amenities throughout, this one-of-a-kind retreat delivers a truly unforgettable Nantucket experience.

For more information and to check the availability of 1 Pochick Avenue, click here.

22A Evergreen Way

This family-friendly Nantucket vacation home is designed for classic summer living, with standout outdoor amenities including a heated in-ground pool, hot tub, outdoor kitchen and bar, and a spacious fenced-in backyard perfect for relaxing or entertaining.

Inside, the home offers bright, open living spaces with views of the pool, a large kitchen ideal for cooking, and multiple gathering areas for family time. Four bedrooms are spread across the upper floors, including a spacious primary suite with pool views.

Additional living spaces in the lower level provides a cozy den and extra sleeping area, making this home a comfortable and versatile retreat for groups.

For more information and to check the availability of 22A Evergreen Way, click here.

50 Lovers Lane

Tucked away on a quiet road just minutes from Surfside Beach, this spacious home offers an open layout, perfect for relaxed Nantucket living.

The outdoor space is a standout, featuring a private pool, cabana, and patio ideal for entertaining or unwinding. Inside, the home includes inviting living areas with a fireplace, a well-equipped kitchen, and a first-floor den for added flexibility.

With thoughtful amenities like central air, surround sound, and hardwood floors throughout, this home delivers comfort, style, and convenience for a perfect island getaway.

For more information and to check the availability of 50 Lovers Lane, click here.

3 White Hart Lane (24 Boulevarde)

Set on 2.4 private acres, this secluded Surfside home offers space, privacy, and easy access to South Shore beaches via a nearby bike path.

Designed for gathering and entertaining, the home features a stunning great room with 20-foot ceilings, a large open kitchen, and generous dining and living spaces that flow seamlessly to an expansive outdoor deck. The first floor includes multiple bedrooms, while the entire second level is dedicated to a spacious primary suite with its own living area and private balcony.

Surrounded by beautifully landscaped grounds, the property also offers ample parking, bike storage, and the option to include a separate cottage - perfect for creating a private family compound.

For more information and to check the availability of 3 White Hart Lane (24 Boulevarde), click here.

13A Western Avenue

Located across from Surfside Beach, this fully renovated four-bedroom home offers effortless coastal living with beautiful ocean views and easy beach access.

The home features a bright, open-concept upper level with a spacious kitchen and living area that opens to surrounding decks, perfect for taking in the scenery. Four comfortable bedrooms, including a primary suite, provide plenty of space for family or guests.

With updated finishes throughout and a prime location near the beach and parking, this home is an ideal Surfside summer rental.

For more information and to check the availability of 13A Western Avenue, click here.

Renting a Home with Great Point Properties

Renting a home with Great Point Properties ensures a seamless and stress-free Nantucket experience from start to finish. With a wide selection of rental properties, Great Point Properties combines local expertise with personalized service, helping you find the perfect home for your group’s needs and lifestyle. From detailed property insights to responsive support throughout your stay, renting with Great Point Properties means peace of mind, exceptional comfort, and access to the island’s most desirable homes - all backed by a team that knows Nantucket inside and out.

For a complete list of all Nantucket rentals, click here.