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Long-Term Vacation Rentals on Nantucket

A long-term rental is considered to be an extended stay of more than 31 days. While some rentals by owner will be available for long-term stays during the summer or year-round, majority are available during the off-season (fall, winter and spring). Massachusetts Landlord Tenant Laws will apply.

Rentals are listed by location, sleeping capacity, and number of bedrooms.

# of Rentals: 14

Cisco - Miacomet
Nantucket Rental
Golf! Pool! Beach! Fun! Family!...make great memories!
6BR
4 baths
Sleeps 11

$60,000. for 32 day rental.

Contact: Barbara and Rob Maier, ID: 13636
Cisco - Miacomet Rental
Classic Nantucket Home near Golf, Beach, & Trails
4BR
2 ½ baths
Sleeps 8

long term stays available, $25,000/month off season, $50,000/month high season.

Contact: Jennifer, ID: 39984

Madaket
Madaket Rental
Perfect Getaway. Week of Sept. 7 now available. $3200/week.
3BR
2 ½ baths
Sleeps 8

Sept- June $3500/month

Contact: Brian Delacey, ID: 14565

Mid-island
Nantucket Rental
Spacious Vacation Home ~1 mile from Surfside Beach
4BR
2 baths
Sleeps 10

Offered as a long term rental Oct 1st to May 1st at $2,800-$3,000/month

Contact: Jason Martucci, ID: 36740
Nantucket Rental
Cozy, Safe, Secluded Cottage Centrally Located/State Forest
2BR
1 bath
Sleeps 3

Available to the right person, at the right price for long-term rentals off-season. $8500 per month January, February, March.

Contact: Sally , ID: 39717

Monomoy
Nantucket Rental
Blueberry Hill Charming Studio w/ Premium Amenities
1BR
1 bath
Sleeps 1

Summer season 5 month rental. 5 x $9000 = $45000 FLS. Must be out by Oct 15 2025

Contact: Donald, ID: 40096

Nantucket town
Nantucket town Rental
Large Private home Nestled in Pines- 5 BR 3 1/2 bath
5BR
3 ½ baths
Sleeps 10

Cost for full winter is negotiable but generally is about $6000 monthly plus utilities. It is available for winter rentals beginning September and run...

Contact: Sandra Lundin, ID: 12107
Nantucket Rental
Navy Whale Luxurious Home in the Heart of Town
4BR
5 ½ baths
Sleeps 9

Available year round. Summer rates: $8-14,000 per week. Off-season: $5-10,000 per month.

Contact: Eileen, ID: 39261
Nantucket town Rental
Meadow View Walk to Beaches and Main Street
3BR
2 baths
Sleeps 6

Long-term winter rental $3000 to $40000/month plus utilites and cleaning fees.

Contact: Karen, ID: 10310
Nantucket town Rental
Light & Bright 2BR Cottage Near Historic Downtown Nantucket
2BR
1 bath
Sleeps 4

Available for off-season rentals of at least a month from October to late May. Price range: $3500 - $6000 per month depending on time of year and leng...

Contact: John, ID: 32896

Siasconset
Siasconset Rental
4 Elbow Lane, Sconset. Steps from the beach! Great Location!
4BR
3 baths
Sleeps 10

October 1 through May 20 for $5,000 a month plus utilities

Contact: Marilyn, ID: 34501
Siasconset Rental
Spindrift: pet-friendly, 4 BR/4 BA home
4BR
4 baths
Sleeps 8

We would entertain a rental for a month or more -- not mid-winter as the house is closed. Off--season, $20,000 per month

Contact: Anthony, ID: 35285
Siasconset Center Rental
Charming & Pristine Air-Conditioned 'Sconset Cottage for 4!
2BR
1 bath
Sleeps 4

32+ day rentals avoid the 11.7% Rooming Tax and are available in September thru mid-May period at the listed weekly rates ($2100-$2700/week).

Contact: Stephanie, ID: 39696

Surfside
Surfside Rental
Spacious Home with Private Pool, 2 Masters and Car Ferry Tix
4BR
3 ½ baths
Sleeps 9

Available March to May 31 $28,000 a month

Contact: Louise Laudano, ID: 35350