Compare Listings

Nantucket Vacation Rental Homes


Nantucket Travel Guide

Fisher Real Estate
unnamed image

Nantucket Vacation Rental Homes

Booking a vacation rental home on Nantucket can be a daunting task, especially if it involves coordinating a large group of people for a wedding or if you’re not familiar with the island. Fisher’s experienced Agents are here to help guide you every step of the way, from describing our different neighborhoods, to the process of making your car reservation on the Steamship Authority. Let us take the stress out so you can enjoy the best of Nantucket – our beaches, dining, and shopping just to name a few. Read on to discover some hand-picked vacation rental homes still available this fall.

We are constantly adding new rental inventory, so don’t hesitate to give us a call and see what’s still available! 


Featured September 2019 Rentals

74 Main Street

Available: September 3rd – 20th & 22nd – 30th Check Full Availability of 74 Main Street

Rental Agent, Brent Tartamella

As most people have discovered, September is a great month to visit Nantucket. The weather is still amazing, the water is warm and there are virtually no lines at your favorite restaurants. Enjoy proximity to all that Downtown Nantucket has to offer in the “off season” at 74 Main Street. Located in the charming historic district you’re never far from five-star restaurants, shops and entertainment at this four-bedroom enclave.

3 Cliff Lane

Available: Beginning September 9th, throughout the Fall, except Columbus Day Weekend Check Full Availability of 3 Cliff Lane

Rental Agent, Lara Hanson

This stately compound on Cliff Road offers easy access to the bike path, North Shore beaches and is a short distance to world-class shopping and restaurants and town. The sleek and stylish five-bedroom main house and one-bedroom cottage are complemented by a heated infinity pool and great outdoor space. This also including two covered sitting areas with an outdoor fireplace and expansive yard. Take advantage of reduced rates this fall with your family and friends, as this expansive property sleeps up to 14!

49 Warrens Landing Road

Available: September 8th – 14th & September 27th – October 22nd  Check Full Availability of 49 Warrens Landing Road

Rental Agent, Danno Lynch

One of Nantucket’s best kept secrets, this three-bedroom Warrens Landing getaway offers incredible Madaket Harbor views and quiet surroundings. Enjoy watching the September days comes and go from the beautiful back deck after spending time on the water or unwinding at the beach.

13 Mizzenmast Road

Available: September 2nd – 19th & September 23rd – 30th  Check Full Availability of 13 Mizzenmast Road

Rental Agent, Liza Hatton

This property is in a fabulous location just minutes from Miacomet Beach, Bartletts Farm and Cisco Brewery. The three-bedroom home was recently renovated and offers an updated kitchen. The property also features a private back patio and plenty of interior living space for entertaining and unwinding, making it a wonderful spot for your fall getaway.

325 Polpis Road

Available: Off season rentals beginning September 10th, until New Years  Check Full Availability of 325 Polpis Road

Rental Agent, Sarah Holmes

Enjoy tranquility at this 3+ acre property abutting conservation land and walking trails. The home is a pleasant 12-minute drive from the hustle and bustle of downtown Nantucket and is within minutes of ‘Sconset Village and Quidnet Beach along the Polpis bike path.

1 Cliff Lane

Available: The Nantucket Project 19th – 22nd

Rental Agent, Brian Sullivan

This stunning five-bedroom home features exceptional detail and is a dream getaway for friends and family. The wonderful natural light, perfect scale and beautiful open spaces evoke feelings of luxury and low-key living on Nantucket. The outside spaces extend the cool, sophisticated interiors into gorgeous gardens and a pool with cabana. The property is moments from Steps Beach, The Westmoor Club and downtown.

17 Monomoy Road

Available: September 6th onward Check Full Availability of 17 Monomoy Road

Rental Agent, Gina O’Callaghan

Irish Blessings is located on a knoll in Monomoy with views of the harbor, peaceful breezes and quiet living. The main house offers six bedrooms on three floors of living area with all of the bells and whistles. Above the attached garage is an additional bedroom for those requesting solitude. The property is elegantly landscaped with a heated pool and hot tub to enjoy those cooler September days and nights. It is located just a short distance to all mid-island conveniences and many popular Nantucket beaches.


Written By

Fisher Real Estate