Houses for Rent in Dukes County, MA

79 rentals

Sort:

Recommended

ABOUT THIS HOME
House for Rent in Dukes County:
Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts t

$7,000/mo

Fees may apply

7 beds1.5 baths2,900 sq ft

39 N Neck Rd, Edgartown, MA 02539

Pets welcome • Parking • Car-dependent

ABOUT THIS HOME
House for Rent in Dukes County:
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter thr

$64,000/mo

Fees may apply

4 beds4.5 baths3,600 sq ft

385 Barnes Rd Unit Ob534, Vineyard Haven, MA 02568

Parking • Car-dependent

ABOUT THIS HOME
House for Rent in Dukes County:
**SUMMER RENTAL ONLY** RATE IS WEEKLY** Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vi

$9,500/mo

Fees may apply

4 beds2 baths1,579 sq ft

155 Skiff Ave, Vineyard Haven, MA 02568

Parking • A/C • Somewhat walkable

ABOUT THIS HOME
House for Rent in Dukes County:
3 bedroom home availible from November 1 2025 until April 30 2026. $2800! plus electric bill and internet. great location easy walk to town.. first last and security deposit. Dogs are comsidered w

$2,800/mo

Fees may apply

3 beds1.5 baths1,320 sq ft

74 Pine St, Edgartown, MA 02539

Dogs welcome • Laundry in unit • A/C

ABOUT THIS HOME
House for Rent in Dukes County:
YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take a

$21,700/mo

Fees may apply

5 beds3 baths2,168 sq ft

97 3rd St N, Vineyard Haven, MA 02568

Pets welcome • Parking • Patio/Balcony

ABOUT THIS HOME
House for Rent in Dukes County:
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Relax and enjoy this majestic estate you will call home during your stay.

$24,000/mo

Fees may apply

4 beds3.5 baths3,637 sq ft

56 Chilmark Rd Unit CH208, Chilmark, MA 02535

Parking

Property at 17 Otis Bassett Rd Unit Wt152, Vineyard Haven, MA, 02568, 4 beds, 3.5 baths, [object Object]

$38,000/mo

4 beds3.5 baths3,000 sq ft

17 Otis Bassett Rd Unit Wt152, Vineyard Haven, MA 02568

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 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

Property at 9 Thaxter Ln Unit Ed310, Edgartown, MA, 02539, 4 beds, 3.5 baths, [object Object]

$48,000/mo

4 beds3.5 baths2,675 sq ft

9 Thaxter Ln Unit Ed310, Edgartown, MA 02539

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 6 Trails End Unit CH241, Chilmark, MA, 02535, 4 beds, 3 baths, [object Object]

$50,700/mo

4 beds3 baths2,346 sq ft

6 Trails End Unit CH241, Chilmark, MA 02535

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 1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA, 02539, 2 beds, 2 baths, [object Object]

$13,600/mo

2 beds2 baths1,967 sq ft

1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539

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 99 S Pond Rd Unit WT104, Vineyard Haven, MA, 02568, 6 beds, 4.5 baths, [object Object]

$46,000/mo

6 beds4.5 baths3,800 sq ft

99 S Pond Rd Unit WT104, Vineyard Haven, MA 02568

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 12 John Wesley Ave Unit Ob519, Vineyard Haven, MA, 02568, 6 beds, 2 baths, [object Object]

$21,000/mo

6 beds2 baths1,700 sq ft

12 John Wesley Ave Unit Ob519, 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 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 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 40 Lighthouse Rd Unit Aq610, Aquinnah, MA, 02535, 3 beds, 2.5 baths, [object Object]

$18,000/mo

3 beds2.5 baths2,400 sq ft

40 Lighthouse Rd Unit Aq610, Aquinnah, 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 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 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 15 Loon Ln Unit Ch203, Chilmark, MA, 02535, 4 beds, 2.5 baths, [object Object]

$34,000/mo

4 beds2.5 baths2,300 sq ft

15 Loon Ln Unit Ch203, Chilmark, MA 02535

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 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 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 175 Meeting House Way Unit Ed321, Edgartown, MA, 02539, 4 beds, 2 baths, [object Object]

$14,000/mo

4 beds2 baths1,505 sq ft

175 Meeting House Way Unit Ed321, Edgartown, MA 02539

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 31 S Ridge Rd Unit Ch218, Chilmark, MA, 02535, 3 beds, 2 baths, [object Object]

$16,800/mo

3 beds2 baths1,638 sq ft

31 S Ridge Rd Unit Ch218, Chilmark, MA 02535

Property at 58 Forest Rd Unit Wt140, Vineyard Haven, MA, 02568, 3 beds, 1 bath, [object Object]

$10,900/mo

3 beds1 bath936 sq ft

58 Forest Rd Unit Wt140, Vineyard Haven, MA 02568

Viewing page 1 of 2

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.

More to explore in Dukes County, MA

Property Types

Rentals near Dukes County, MA

Cities

Apartments for rent near Dukes County, MA

Cities

Popular rental markets in Massachusetts

Rentals
Apartments

Related searches in Dukes County, MA

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.