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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).

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

# of Rentals: 12

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
Beautiful Outdoor Living w/ Hot Tub, Lush Gardens/Near Town
3BR
3 baths
Sleeps 6

Available for monthly rental in August for $32,000

Contact: Linda, Property ID: 39790
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 $3,000/week, 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