Dukes County, MA rental listings

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ABOUT THIS HOME
Dukes County, MA Rental Listings
BOOK SUMMER 2027! Modernized 5 bed, 3 full bath Victorian in the heart of Downtown Oak Bluffs. Steps to restaurants, shopping, harbor, ferries and beaches. Accommodates 10 guests. Easy breezy outdoor...

$15,000/mo

Fees may apply

5 beds3 baths3,000 sq ft

55 Samoset Ave, Oak Bluffs, MA 02557

Parking • A/C • Very walkable

(508) 397-1743

ABOUT THIS HOME
Dukes County, MA Rental Listings
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three...

$32,500/mo

Fees may apply

6 beds4.5 baths3,222 sq ft

100 Connies Way, Vineyard Haven, MA 02568

Parking • Car-dependent • Patio/Balcony

(508) 693-7832

ABOUT THIS HOME
Dukes County, MA Rental Listings
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! A modern summer retreat is nestled high on a knoll off North Rd in picturesque Chilmark. Here in this stunning contemporary ranch you will find the upmost...

$13,200/mo

Fees may apply

2 beds2 baths1,344 sq ft

224 North Rd, Chilmark, MA 02535

Parking • Car-dependent

(508) 693-7832

ABOUT THIS HOME
Dukes County, MA Rental Listings
September Availability weekly rental rate negotiable, cost $600-$975 per night depending on season and month 3 night min stay The "Grapevine" is located on a private road .The house has 3 generous...

$6,800/mo

Fees may apply

3 beds3.5 baths3,000 sq ft

27 Beach Plum Ln, Chilmark, MA 02535

Parking • A/C • Dishwasher

(617) 680-2089

ABOUT THIS HOME
Dukes County, MA Rental Listings
BOOKING SUMMER 2027 AND FALL/SPRING '26 SPRING '27 Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous...

$6,000/mo

Fees may apply

2 beds2 baths1,152 sq ft

11 Hammett Ln, Chilmark, MA 02535

Laundry in unit • Parking • A/C

(508) 397-1743

ABOUT THIS HOME
Dukes County, MA Rental Listings
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style...

$10,800/mo

Fees may apply

4 beds2 baths702 sq ft

141 North Rd, Chilmark, MA 02535

Parking • Car-dependent • Patio/Balcony

(508) 693-7832

Property at 29 Mercier Way, Edgartown, MA, 02539, 4 beds, 2 baths, [object Object]

$11,000/mo

4 beds2 baths1,750 sq ft

29 Mercier Way, Edgartown, MA 02539

Property at 9 Tuckernuck Ave, Oak Bluffs, MA, 02557, 9 beds, 6.5 baths, [object Object]

$28,500/mo

9 beds6.5 baths3,500 sq ft

9 Tuckernuck Ave, Oak Bluffs, MA 02557

Property at 33 Kennebago Ave, Vineyard Haven, MA, 02568, 4 beds, 2.5 baths, [object Object]

$6,000/mo

4 beds2.5 baths2,000 sq ft

33 Kennebago Ave, Vineyard Haven, MA 02568

Property at 90 Edgartown Rd, Vineyard Haven, MA, 02568, 0 beds, 1 bath, [object Object]

$3,000/mo

Studio1 bath400 sq ft

90 Edgartown Rd, Vineyard Haven, MA 02568

Property at 14 Bernard Cir, Vineyard Haven, MA, 02568, 5 beds, 5.5 baths, [object Object]

$13,500/mo

5 beds5.5 baths3,000 sq ft

14 Bernard Cir, Vineyard Haven, MA 02568

Property at 709 Old County Rd, Vineyard Haven, MA, 02568, 4 beds, 2.5 baths, [object Object]

$20,000/mo

4 beds2.5 baths2,400 sq ft

709 Old County Rd, Vineyard Haven, MA 02568

Property at 40 Hidden Cove Rd Unit 5 Ob537, Edgartown, MA, 02539, 3 beds, 3 baths, [object Object]

$20,000/mo

3 beds3 baths— sq ft

40 Hidden Cove Rd Unit 5 Ob537, Edgartown, MA 02539

Property at 223 Sandpiper Ln Unit Vh405, Vineyard Haven, MA, 02568, 3 beds, 2 baths, [object Object]

$12,000/mo

3 beds2 baths1,750 sq ft

223 Sandpiper Ln Unit Vh405, Vineyard Haven, MA 02568

Property at 64 Bartimus Luce Rd Unit Wt125, Vineyard Haven, MA, 02568, 2 beds, 2 baths, [object Object]

$13,600/mo

2 beds2 baths792 sq ft

64 Bartimus Luce Rd Unit Wt125, Vineyard Haven, MA 02568

Property at 2 Strikers Way Unit Ch211, Chilmark, MA, 02535, 3 beds, 2.5 baths, [object Object]

$22,000/mo

3 beds2.5 baths2,800 sq ft

2 Strikers Way Unit Ch211, Chilmark, MA 02535

Property at 2 Paddock Cir Unit Ch210, Chilmark, MA, 02535, 3 beds, 2.5 baths, [object Object]

$7,900/mo

3 beds2.5 baths2,107 sq ft

2 Paddock Cir Unit Ch210, Chilmark, MA 02535

Property at 227 S Gate Rd Unit Wt120, Vineyard Haven, MA, 02568, 7 beds, 5 baths, [object Object]

$8,250/mo

7 beds5 baths3,528 sq ft

227 S Gate Rd Unit Wt120, Vineyard Haven, MA 02568

Contact for Price

5 beds4 baths4,500 sq ft

60 Witchwood Ln Unit Ed317, Edgartown, MA 02539

Property at 10 James Pond Way Unit Wt133, Vineyard Haven, MA, 02568, 1 bed, 1 bath, [object Object]

$8,000/mo

1 bed1 bath936 sq ft

10 James Pond Way Unit Wt133, Vineyard Haven, MA 02568

Property at 6 Holly Briar Rd Unit Aq604, Aquinnah, MA, 02535, 4 beds, 2.5 baths, [object Object]

$5,000/mo

4 beds2.5 baths2,300 sq ft

6 Holly Briar Rd Unit Aq604, Aquinnah, MA 02535

Property at 76 School House Ln Unit Wt101, Vineyard Haven, MA, 02568, 5 beds, 5.5 baths, [object Object]

$14,500/mo

5 beds5.5 baths3,392 sq ft

76 School House Ln Unit Wt101, Vineyard Haven, MA 02568

Property at 385 Barnes Rd Unit Ob534, Vineyard Haven, MA, 02568, 4 beds, 4.5 baths, [object Object]

$64,000/mo

4 beds4.5 baths3,600 sq ft

385 Barnes Rd Unit Ob534, Vineyard Haven, MA 02568

Property at 41 Oak Ln Unit Wt147, Vineyard Haven, MA, 02568, 4 beds, 2.5 baths, [object Object]

$3,000/mo

4 beds2.5 baths2,703 sq ft

41 Oak Ln Unit Wt147, Vineyard Haven, MA 02568

Property at 59 Prospect Ave Unit Ob502, Vineyard Haven, MA, 02568, 3 beds, 2 baths, [object Object]

$14,200/mo

3 beds2 baths1,500 sq ft

59 Prospect Ave Unit Ob502, Vineyard Haven, MA 02568

Property at 44 Flanders Ln Unit Ch237, Chilmark, MA, 02535, 4 beds, 2.5 baths, [object Object]

$24,000/mo

4 beds2.5 baths2,000 sq ft

44 Flanders Ln Unit Ch237, Chilmark, MA 02535

Property at 21 William St Unit Vh430, Vineyard Haven, MA, 02568, 3 beds, 2.5 baths, [object Object]

$18,840/mo

3 beds2.5 baths— sq ft

21 William St Unit Vh430, Vineyard Haven, MA 02568

Property at 17 Umbagog Ave Unit Wt109, Vineyard Haven, MA, 02568, 6 beds, 2.5 baths, [object Object]

$19,000/mo

6 beds2.5 baths2,155 sq ft

17 Umbagog Ave Unit Wt109, Vineyard Haven, MA 02568

Property at 291 Barnes Rd Unit Ob516, Oak Bluffs, MA, 02557, 4 beds, 2 baths, [object Object]

$20,000/mo

4 beds2 baths1,920 sq ft

291 Barnes Rd Unit Ob516, Oak Bluffs, MA 02557

Property at 74 Turkeyland Cove Rd Unit Ed306, Edgartown, MA, 02539, 3 beds, 3 baths, [object Object]

$36,000/mo

3 beds3 baths2,556 sq ft

74 Turkeyland Cove Rd Unit Ed306, Edgartown, MA 02539

Property at 37 Sachem Cir Unit Wt129, Vineyard Haven, MA, 02568, 5 beds, 4 baths, [object Object]

$30,000/mo

5 beds4 baths3,600 sq ft

37 Sachem Cir Unit Wt129, Vineyard Haven, MA 02568

Property at 54 Schoolhouse Rd Unit Ed330, Edgartown, MA, 02539, 4 beds, 3 baths, [object Object]

$20,000/mo

4 beds3 baths2,226 sq ft

54 Schoolhouse Rd Unit Ed330, Edgartown, MA 02539

Property at 384 Middle Rd Unit Ch222, Chilmark, MA, 02535, 6 beds, 4.5 baths, [object Object]

$40,000/mo

6 beds4.5 baths3,960 sq ft

384 Middle Rd Unit Ch222, Chilmark, MA 02535

Property at 71 Bartimus Luce Rd Unit Wt154, Vineyard Haven, MA, 02568, 3 beds, 2.5 baths, [object Object]

$18,000/mo

3 beds2.5 baths— sq ft

71 Bartimus Luce Rd Unit Wt154, Vineyard Haven, MA 02568

Property at 256 Sandpiper Ln Unit Vh417, Vineyard Haven, MA, 02568, 2 beds, 4 baths, [object Object]

$10,800/mo

2 beds4 baths1,800 sq ft

256 Sandpiper Ln Unit Vh417, Vineyard Haven, MA 02568

Property at 19 Morse St Unit Ed333, Edgartown, MA, 02539, 5 beds, 5 baths, [object Object]

$19,000/mo

5 beds5 baths3,137 sq ft

19 Morse St Unit Ed333, Edgartown, MA 02539

Property at 267 Great Plains Rd Unit Wt117, Vineyard Haven, MA, 02568, 3 beds, 2.5 baths, [object Object]

$12,000/mo

3 beds2.5 baths2,240 sq ft

267 Great Plains Rd Unit Wt117, Vineyard Haven, MA 02568

Property at 12 Cottle Ln Unit Ed341, Edgartown, MA, 02539, 4 beds, 2.5 baths, [object Object]

$18,000/mo

4 beds2.5 baths2,027 sq ft

12 Cottle Ln Unit Ed341, Edgartown, MA 02539

Property at 5 Laurel Ave Unit Ob532, Vineyard Haven, MA, 02568, 3 beds, 2 baths, [object Object]

$24,000/mo

3 beds2 baths1,257 sq ft

5 Laurel Ave Unit Ob532, Vineyard Haven, MA 02568

Property at 165 Christiantown Rd Unit Wt157, Vineyard Haven, MA, 02568, 3 beds, 3 baths, [object Object]

$4,800/mo

3 beds3 baths3,279 sq ft

165 Christiantown Rd Unit Wt157, Vineyard Haven, MA 02568

Property at 100 Connie's Way Unit Vh401, Vineyard Haven, MA, 02568, 4 beds, 3.5 baths, [object Object]

$25,000/mo

4 beds3.5 baths2,334 sq ft

100 Connie's Way Unit Vh401, Vineyard Haven, MA 02568

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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