Holiday Rentals in Dukes County
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Top Cities in Dukes County

Vineyard Haven
Our top choices for Dukes County holiday rentals

Cozy efficiency apartment/heated pool
Cozy efficiency apartment/heated poolChilmark
9.6 out of 10, Exceptional, (21)
The price is €367
includes taxes & fees
31 Dec - 1 Jan 2026

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean ViewOak Bluffs
9.4 out of 10, Exceptional, (88)
The price is €434
includes taxes & fees
29 Dec - 30 Dec

Newly Renovated Martha's Vineyard Vacation Rental!
Newly Renovated Martha's Vineyard Vacation Rental!Katama
9.6 out of 10, Exceptional, (47)
The price is €543
includes taxes & fees
30 Dec - 31 Dec

The Seashell Cove - Martha's Vineyard
The Seashell Cove - Martha's VineyardKatama
9.8 out of 10, Exceptional, (24)
The price is €500
includes taxes & fees
5 Jan - 6 Jan 2026

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!Oak Bluffs
10.0 out of 10, Exceptional, (7)
The price is €1,056
includes taxes & fees
29 Dec - 30 Dec

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!Oak Bluffs
9.4 out of 10, Exceptional, (3)
The price is €779
includes taxes & fees
29 Dec - 30 Dec

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!Tisbury
10.0 out of 10, Exceptional, (16)
The price is €945
includes taxes & fees
30 Dec - 31 Dec

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.Oak Bluffs
9.4 out of 10, Exceptional, (91)
The price is €434
includes taxes & fees
29 Dec - 30 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Dukes County Hotel Reviews

Vineyard Harbor Motel - Private Beach
10/10 Excellent
Find out more about Dukes County
Holiday Homes in Dukes County
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