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Long-Term Vacation Rentals on Nantucket

Rental homes are available for an extended stay of a month or more at a time. 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). Monthly prices may vary depending on the number in your party and length of stay.

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

# of Rentals: 24

Brant Point

Brant Point Stunner, Includes Use Of Nantucket Hotel Pool
6BR
5 ½ baths
Sleeps 12

Please contact for special rates.

Contact: Terri, Property ID: 34197

Cisco - Miacomet

Captivating Cape Overlooking Historic Fields
3BR
2 ½ baths
Sleeps 6

Will consider. Please contact us at 703.795.2967. Want to get away from it all? Perfect for a sabbatical, writer or researcher, or health care profess...

Contact: Tatyana Schum, Property ID: 7220

Madaket

Booking a Clean, Spacious House in Madaket, Sunday to Sunday
3BR
2 ½ baths
Sleeps 8

Sept- June $2500/month

Contact: Brian Delacey, Property ID: 14565

The Gathering; beautiful ocean & harbor views
3BR
2 ½ baths
Sleeps 6

No

Contact: Kathleen, Property ID: 13083

Back to the Island: Madaket at Its Best
3BR
2 baths
Sleeps 6

Long term winter rental available for $2000/month; first month rent and security deposit signing of contract. Property is furnished without linens or ...

Contact: Lynne , Property ID: 32399

Mid-island

Naushop Amenities and dog friendly. Sleeps 10.
4BR
3 ½ baths
Sleeps 10

Yes available through May 21. $5000/month

Contact: Gina OCallaghan, Property ID: 34195

Behind the Hedge
3BR
2 baths
Sleeps 8

Mid October-June 2022 available; $2700 + fuel oil/electricity... all other utilities included

Contact: Cathy & Jim, Property ID: 24282

Comfort on Nantucket: Spacious 3 BR Naushop home
3BR
2 ½ baths
Sleeps 8

Off season rental starts November 1 until May 1. Rate is $1800/mo plus utilities.

Contact: Bob Dowling, Property ID: 26017

Nantucket town

Luxury 8 BR, 8.5 BA, Walk to Beach & Town, Pool & Fire Pit
8BR
8 ½ baths
Sleeps 18

Refundable damage deposit is the greater of 6K or 10% of rental amount.

Contact: Caryn, Property ID: 34489

Secluded Estate On 3 Acres with House, Cottage, and Pond
5BR
4 baths
Sleeps 14

The house and cottage are both available for winter rentals to the right person.

Contact: Eric, Property ID: 32799

Large new beautiful home in family friendly Naushop.7BR7BA
6BR
6 ½ baths
Sleeps 10

Monthly sept 9, 2018- June 9 3,000.00/month

Contact: Jan Urkevic, Property ID: 31238

Large, New, Private home Nestled in Pines- 5 BR 3 1/2 bath
5BR
3 ½ baths
Sleeps 10

Home is available for winter rentals beginning September and running through the middle of May. Cost for full winter is negotiable but generally is a...

Contact: Sandra Lundin, Property ID: 12107

BEAUTIFUL COTTAGE ON ORANGE, WORK FROM HOME,WIFI,AC,PARKING
4BR
2 ½ baths
Sleeps 8

A terrific location for long term rentals to families or contractors. High Speed WIFI and work area!

Contact: Cynthia, Property ID: 32056

Meadow View Walk to Beaches and Main Street
3BR
2 baths
Sleeps 8

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

Contact: Karen, Property ID: 10310

WORK FROM HOME, BUNGALOW on ORANGE. AC!WIFI! OUTDOOR SHOWER
3BR
2 baths
Sleeps 7

Terrific location for winter rental to families or contractors! Available January-May at winter rate . High Speed WIFI

Contact: Cynthia, Property ID: 32064

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: $2400 - $3500 per month depending on length of lease. Full...

Contact: John, Property ID: 32896

Siasconset

Village Charm with a View
4BR
2 baths
Sleeps 7

This home is not open in winter months.

Contact: Pamela , Property ID: 18712

Romantic Getaway for Couples (One Bedroom)
1BR
1 bath
Sleeps 2

Would rent for the winter, November through April, for $1,450 a month, all utilities/internet/cable TV included. *we are extremely selective with a...

Contact: Tracy Root, Property ID: 14174

Surfside

The Big House
15BR
17 baths
Sleeps 26

Call for long term rental pricing

Contact: Jacques Zimicki, Property ID: 6939

Hydrangea Cottage: Charming Nantucket Beach House
3BR
2 baths
Sleeps 5

September and October September: monthly rate: $10,000.00 October monthly rate: $6,000.00

Contact: Diana Cooper, Property ID: 26963

Tom Nevers

Tranquil and Inviting Nantucket Home
4BR
3 baths
Sleeps 10

2 private tennis courts available for your use in the neighborhood. Courts are an easy 1 mile walk or bike ride away.

Contact: Wendy , Property ID: 33848

Classic Tom Nevers - 3 acres, 4 decks, 4 BR/2.5 bath
4BR
2 ½ baths
Sleeps 8

Over the winter, Sea Lion is transformed into a Bed & Breakfast. Each of the three guest rooms is available for rent. $200/night for weeknights, $250/...

Contact: Christina, Property ID: 28942

Charming and Private in Beautiful Tom Nevers - NEW LISTING!
4BR
2 baths
Sleeps 8

Monthly off-season rental is available, inquire for pricing.

Contact: Deborah, Property ID: 6553

Private Dog-Friendly Cottage near Shuttle & Bike Path
1BR
1 bath
Sleeps 4

Available at winter rates when renting for the (entire) period from mid-October to mid-May. NOT AVAILABLE ON A YEAR-ROUND OR FULL SUMMER SEASON BASI...

Contact: Lauren, Property ID: 22289