Martha’s Vineyard Homes with Guest House

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Find a variety of homes with a guest house on Martha’s Vineyard, whether you are looking for a seasonal home or year round residence. Martha’s Vineyard has beautiful oceanfront properties, homes with wooded acreage, Cape style homes, and much more. Browse homes on Martha’s Vineyard below. 

Newest
New Listing
19 Locust Lane Aquinnah MA 02535

$6,950,000

Aquinnah, MA

North

19 Locust Lane

  • 7 Beds
  • 5 Baths
  • 17.16 Acres
  • 7,320 SqFt
  • 2 Days on Market
MLS#: 44522
New Listing

$9,875,000

Chilmark, MA

South

6 Wakeman Road

  • 6 Beds
  • 6 Baths
  • 4 Acres
  • 3,758 SqFt
  • 7 Days on Market
MLS#: 44509
New Listing

$3,195,000

Edgartown, MA

Central

10 North Bog Road

  • 5 Beds
  • 5 Baths
  • 2.2 Acres
  • 3,881 SqFt
  • 8 Days on Market
MLS#: 44333
New Listing

$1,195,000

Vineyard Haven, MA

West Chop

61 Wood Chips Circle

  • 1 Bed
  • 1 Bath
  • 0.713 Acres
  • 768 SqFt
  • 11 Days on Market
MLS#: 44510
New Listing

$2,195,000

Edgartown, MA

Chappy

7 Pip'n Circle

  • 5 Beds
  • 4 Baths
  • 3.05 Acres
  • 2,628 SqFt
  • 13 Days on Market
MLS#: 44218
New Listing

$2,950,000

Edgartown, MA

Sengy

15 Twenty First Street North

  • 4 Beds
  • 7 Baths
  • 0.53 Acres
  • 3,740 SqFt
  • 13 Days on Market
MLS#: 44320
New Listing

$1,400,000

West Tisbury, MA

Lambert's Cove

318 Lamberts Cove Road

  • 4 Beds
  • 3 Baths
  • 0.405 Acres
  • 2,345 SqFt
  • 15 Days on Market
MLS#: 44156
Active Under Contract

$7,200,000

Edgartown, MA

Downtown

2 Noras Lane

  • 5 Beds
  • 5 Baths
  • 1.8 Acre
  • 4,389 SqFt
  • 15 Days on Market
MLS#: 44348
New Listing

$6,250,000

Chilmark, MA

North

34 Edys Island Way

  • 5 Beds
  • 3 Baths
  • 3.8 Acres
  • 2,269 SqFt
  • 19 Days on Market
MLS#: 44243
New Listing

$1,488,000

Vineyard Haven, MA

Tashmoo

39 Ferro Way

  • 5 Beds
  • 4 Baths
  • 0.36 Acres
  • 2,884 SqFt
  • 26 Days on Market
MLS#: 44398
Sold

Sale Price: $2,450,000

Oak Bluffs, MA

East Chop

16 Atlantic Avenue

  • 6 Beds
  • 3 Baths
  • 0.497 Acres
  • 2,577 SqFt
  • 25 Days on Market
MLS#: 44455
New Listing

$19,900,000

Edgartown, MA

South Shore

33 Boldwater Road

  • 5 Beds
  • 6 Baths
  • 9.1 Acres
  • 6,577 SqFt
  • 27 Days on Market
MLS#: 44437

Houses for Sale with Guest House on Martha's Vineyard

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Based on information submitted to LINKMV as of June 3, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.