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Long-Term Vacation Rentals in Edgartown

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: 11

Edgartown

New Custom Built Home with a Pool
5BR
5 baths
Sleeps 12

My monthly range for winter is Oct to May with a range of 9,000 to 15,000 plus utilities.

Contact: Matt, Property ID: 35180

Relaxing Contemporary Cape with access to private tennis
3BR
2 baths
Sleeps 10

House is available for an off-season renter beginning on October 15th and ending on May 1st. Rent is $3000 per month which includes all utilities (el...

Contact: Joshua Finn, Property ID: 21009

Major Renovation - Everything New! Short Walk To Town
4BR
3 ½ baths
Sleeps 8

2024-2025: Winder rental: Available for up to 4 persons, October 15, 2024-May 15, 2025 $3000-$5500 per month. ( 4 month minimum ) Utilities are add...

Contact: Barbara, Property ID: 2395

Designer Retreat With Saltwater Heated Pool & Hot Tub
4BR
3 ½ baths
Sleeps 8

Long term rentals are welcomed - July and August is $100K per month. Other months are negotiable.

Contact: Jarrett Hurwitz, Property ID: 39513

Classy, Katama Contemporary-
3BR
2 baths
Sleeps 8

The house will be available for Fall and holiday weeks and weekends. One month Fall rentals are $5500 per month. No smoking and no pets Price is ne...

Contact: Kathleen Collins, Property ID: 3863

Carefree, Quiet, Centrally Located Vineyard Retreat w/AC
3BR
3 baths
Sleeps 8

Will consider. $3500-4500 per month.

Contact: Alicia Casucci, Property ID: 27034

Edgartown Village, Ideal Location-walk to town/bike to beach
3BR
1 ½ bath
Sleeps 7

Available from November thru April for school teachers or other professionals looking for long term rental. $2950 per month. Includes Electric, Heat,...

Contact: David Brady, Property ID: 11620

Hamletts' Haven - The Perfect Vacation Escape
3BR
2 baths
Sleeps 6

Winter Rental Available October 1 - May 1 (months flexible) $2,200 monthly + utilities First, Last & Security Deposit References required No pet...

Contact: Katherine, Property ID: 38130

Charming Edgartown Village Cottage - Walk to everything!
3BR
2 ½ baths
Sleeps 6

October- May $2,500 utilities not included.

Contact: Eunice, Property ID: 3985

Cozy Couples Hideaway - Contemporary
1BR
1 bath
Sleeps 4

Will rent during the off season to no more than two persons for $1600. per month plus utilities.

Contact: Kathleen Collins, Property ID: 2937

The Crow’s Nest: Spacious Modern One-Bedroom Apartment
1BR
1 bath
Sleeps 2

Monthly rentals considered. $2500-4000

Contact: Margaret, Property ID: 35154