Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

Long-Term Vacation Rentals on Martha's Vineyard

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: 17

Edgartown
Edgartown Rental
Fabulous Home, Indoor inground heated Pool Block from water
4BR
2 ½ baths
Sleeps 10

If 4 weeks in a row are available would consider longer term rentals please contact for information.

Contact: Karen, ID: 14265
Edgartown Village Rental
Edgartown Village, Ideal Location-walk to town/bike to beach
3BR
1 ½ bath
Sleeps 6

Available from November 1 to May 1 $3400 per month + $85 internet + monthly electric bill

Contact: David Brady, ID: 11620
Edgartown Rental
Cozy Couples Hideaway - Contemporary
1BR
1 bath
Sleeps 4

Will rent during the off season for $2200. per month plus utilities.

Contact: Kathleen Collins, ID: 2937
Edgartown Rental
The Crow’s Nest: Spacious Modern One-Bedroom Apartment
1BR
1 bath
Sleeps 2

Monthly rentals considered. $2500-4000

Contact: Margaret, ID: 35154

Oak Bluffs
Oak Bluffs Rental
The “Summer Wind” House - Walk to the Beach!
5BR
3 baths
Sleeps 10

$20K per month off-season.

Contact: Wendy , ID: 35217
Oak Bluffs Rental
Beachfront Oasis within Minutes from Downtown
4BR
1 ½ bath
Sleeps 8

April-October Summer 2026: Monthly price: $45,000- $60,000 Off Season 2026: Monthly price: $20,000- $30,000

Contact: Eric, ID: 39711
Oak Bluffs Rental
Classic waterfront Vict. cottage, walk to town; huge porch
4BR
2 baths
Sleeps 8

$6200 per month; discount for multiple months. Jan, Feb., March, April, available for a month or more. Great place to read, write, contemplate the cha...

Contact: Jamie, ID: 31304
Historic Copeland District/ In Rental
Perfect! 7 houses from the Beach-Walk to Ferry & Town!
3BR
2 ½ baths
Sleeps 7

Monthly Off-season rentals: $5000-8000

Contact: Nancy, ID: 28831
Oak Bluffs on the Edgartown li Rental
Quiet, Clean, and Close to all 3 down-island towns
2BR
1 ½ bath
Sleeps 4

During summer 2026 you are welcome to rent the home for 9,000 per month

Contact: Stephanie, ID: 37184

Vineyard Haven
Vineyard Haven Rental
Island Living New Bi Level Apartment
3BR
2 ½ baths
Sleeps 8

$7000 monthly starting October 5, 2026. Long term rental through May 31st.

Contact: KIM, ID: 41372
Vineyard Haven Rental
Pine Tree Cottage; Steps from the Beach, Close to Town
3BR
1 bath
Sleeps 6

Longer-term rentals are available from 32-60 days. Monthly rates range from $9,750 to $11,250. November through April are not available.

Contact: Nancy, ID: 40537
Vineyard Haven Rental
Charming West Chop Cottage, Walk or Bike to Town & Beach
2BR
2 baths
Sleeps 4

Available for 1-4 months off-season from January through April, and 1-3 months in season June through August. Off-season monthly rate: $7,000 In-se...

Contact: Maggie, ID: 38039
Tisbury Rental
Peaceful Upgraded Condo walk to VH w AC, deck, pool
2BR
1 bath
Sleeps 4

Medium term rentals (1-5 months) may be an option, including off season rental. Price range 3500-4000 roughly per month. Contact for details and to di...

Contact: Tom, ID: 38371
Vineyard Haven Rental
Blue Whale Cottages
1BR
1 bath
Sleeps 3

Available at $3500 a month from Oct - May - Please inquire about specifics

Contact: KIM, ID: 41837

West Tisbury
West Tisbury Rental
Amazing Waterview of the Elizabeth Islands and Cuttyhunk
6BR
2 ½ baths
Sleeps 12

Monthly Winter Stays available for $3,000 - $5,000. Please inquire about longer stays in the shoulder seasons and around the holidays.

Contact: Casandra, ID: 40836
Lambert's Cove Beach Rental
Owl's Nest Lambert's Cove Beach House w/ In-law Apartment
5BR
3 ½ baths
Sleeps 10

The Owl's Nest is available for off-season long term rental. Main House $4,200 per month plus utilities, Apartment $1,800 per month plus utilities. ...

Contact: Liane, ID: 39848
West Tisbury Rental
Lambert's Cove Home poss flex w/arrival dates!
3BR
3 baths
Sleeps 6

This outstanding, private setting is available for $4500 per month through May for a winter rental. No pets. Utilities not included. Please inquire fo...

Contact: Nancy Polucci, ID: 26305