More New Nantucket Vacation Rentals for 2027

Planning your Nantucket getaway for 2027? Fisher Real Estate continues to expand its vacation rental portfolio, offering even more opportunities to experience the island. We’ve recently welcomed another collection of rental properties, each offering its own unique charm, setting, and amenities.

Whether you’re looking for a peaceful island retreat, a home close to Nantucket’s beautiful beaches, or a convenient location near Town, explore the latest additions to our rental inventory and find the perfect place for your next stay.

Our Fisher Rental Team is here to help you navigate availability, explore properties, and plan an unforgettable Nantucket vacation.

Explore Our Newest Nantucket Vacation Rentals

20 Shell Street
Sconset
$8,000/ week

Experience the charm of ’Sconset village from this beautiful two-bedroom cottage, a welcoming retreat for your Nantucket getaway. Vaulted ceilings, reclaimed wood floors, and bright white interiors create a warm, airy setting for relaxed days on the island. Blending classic cottage character with thoughtful updates, the home offers an inviting place to unwind between beach outings and village adventures. With ’Sconset Beach, the Bluff Walk, the playground, and the village center all within a five-minute stroll, some of Nantucket’s most beloved experiences are close at hand. Pick up provisions at ’Sconset Market, stop for an ice cream, or browse the local bookshop before returning to your cottage. This delightful village escape brings together coastal charm, everyday comforts, and a wonderful setting for a memorable Nantucket vacation.

Outside, enjoy a private back patio with outdoor shower and a grassy front yard with off-street parking to add to the ease of your stay.

21 Nanahumacke Lane
Cisco
$28,000-$32,000/ week

This state of the art 6 bedroom, 5.5 bath home is located in Cisco at the end of a private cul-de-sac. Enjoy the large open floor plan, gourmet kitchen with top of the line appliances such as a La Cornue Range. Short distance to Cisco beaches, Miacomet Golf Course, Bartlett’s Farm, Cisco Brewery, 167 Raw Seafood and bike paths. Easily connect to over 150+ acres of Massachusetts Audubon Society and Land Bank trails right from your backyard through the winding flower paths of private Nanahumacke Preserve acreage.

14 Sheep Pond Road
Madaket
$9,000-$14,000/ week

This charming three-bedroom, waterfront cottage offers spectacular ocean views and private stairs leading directly down to the beach. The inviting upside-down layout places the main living spaces on the second level to take full advantage of the views.

30 Pleasant Street
Town
$4,000-$8,500/ week

This four bedroom home is located a short distance from historic Main Street and has a charming and well manicured patio and garden area, perfect for outdoor dining. Patio with umbrella table with seating for four and a gas grill. The front lawn and garden have two sets of lounge chairs.

66 Cliff Road
Cliff
$25,000-$50,000/ week

A high end 7 bedroom Cliff Road rental offering all of the amenities for rest and relaxation. Enjoy the outdoor living space with professional landscaping and a heated-in ground pool. Enjoy dining or lounging by the pool in the outdoor seating and dining areas boasting a large grill and cabana with a wine refrigerator, ice maker, and two outdoor showers.

157 Main Street
Town
$10,000-$13,500/ week

This cheerful and bright four bedroom property offers a coveted Main Street address, yet in a quiet Barnabas Lane location, with easy access in and out of Town. The house is appointed with fresh blue and white furnishings and is conveniently located near Nantucket’s finest restaurants and retail shops. The spacious bluestone patio with fire pit is an extension of the living/dining area, and offers a relaxing spot for grilling, dining, and gathering at the end of a great day! This is the perfect home for easy summertime living and entertaining.

30 York Street
Town
$7,000-$10,000/ week

This downtown gem provides the classic Nantucket vacation rental experience with a modern, beach bungalow feel. The convenient location of this 3-bedroom, 3-bath cottage make it the perfect rental choice! The back deck is equipped with a rattan couch for sunning and a large dining table and BBQ for dinners. The old-fashioned front porch has inviting rocking chairs and the backyard has plenty of running-around room for kids and (well-behaved) dogs. There is also a large slate patio that serves as the rear, and main, entry point for the house. This patio allows for an easy, post-beach space to drop sandy flip-flops and towels. All Dogs Welcome: Flerwin, named after the owner’s yellow labs, Fletch and Irwin, welcomes dogs of all kinds. The only request is that they are very well behaved, potty-trained, stay off the furniture, and that the yard is kept pristine by always taking them for a walk off-premises.

8 Priscilla Lane
Cliff
$28,000-$35,000/ week

This newly constructed five-bedroom, five and a half bathroom home offers an excellent floor plan, covered porches, and a generous yard with easy access to the Cliff Road area and downtown. With a south-facing yard, the property captures exceptional natural light throughout the day. * New pool, hot tub, fire pit and pool shed are slated to be completed by March 2027. *

142 Miacomet Road
Miacomet
$14,000-$25,000/ week

Set on Miacomet Pond and minutes to the beach, this is an ideal location for nature enthusiasts, fishing, turtling, walking the roads at Miacomet out to Bartlett Farm, Cisco brewery and more! Sleeping 10 people, with a pool, you can’t go wrong with this rental property. Dogs allowed upon owner approval and mid week clean paid for by tenants.