Holiday Rentals in Dukes County

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Top Cities in Dukes County

Our top choices for Dukes County holiday rentals

9.6 out of 10, Exceptional, (21)
"We loved this property and would love to return!"
United States
Clifford L.
The price is €367
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy efficiency apartment/heated pool
9.4 out of 10, Exceptional, (88)
"Very happy. Thank you for the stay."
United States
Gillian S.
The price is €434
includes taxes & fees
29 Dec - 30 Dec
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
9.6 out of 10, Exceptional, (47)
"We really enjoyed our stay. The house was conveniently located near Edgartown and South Beach in a quiet neighborhood. The house had everything we needed and more and was in great shape. Would definitely stay here again. "
United States
Patrick S.
The price is €543
includes taxes & fees
30 Dec - 31 Dec
Newly Renovated Martha's Vineyard Vacation Rental!
9.8 out of 10, Exceptional, (24)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is €500
includes taxes & fees
5 Jan - 6 Jan 2026
The Seashell Cove - Martha's Vineyard
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is €1,056
includes taxes & fees
29 Dec - 30 Dec
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
9.4 out of 10, Exceptional, (3)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is €779
includes taxes & fees
29 Dec - 30 Dec
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (16)
"The house is clean, peaceful and perfectly appointed with everything you need for a great week on the Vineyard."
United States
Celeste P.
The price is €945
includes taxes & fees
30 Dec - 31 Dec
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
9.4 out of 10, Exceptional, (91)
"Great place to stay in Oak Bluffs"
United States
Stephen S.
The price is €559
includes taxes & fees
8 Jan - 9 Jan 2026
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
9.6 out of 10, Exceptional, (77)
"Danielle was the perfect host. We loved our stay on the Lilypad. Would definitely come back again!"
United States
Andrew D.
The price is €468
includes taxes & fees
31 Dec - 1 Jan 2026
Sweet summer escape on Newport Harbor
9.4 out of 10, Exceptional, (16)
"What an awesome way to experience Newport - it was our first time on a houseboat and Daniel was so kind and informative during our stay. The best thing I can say is that I can not wait to visit again soon and stay on the Waterlily. "
United States
Khuram C.
The price is €565
includes taxes & fees
29 Dec - 30 Dec
Private Houseboat In Beautiful Newport Harbor

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (341)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury

Aparthotel in Falmouth Heights

InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
The price is €126
includes taxes & fees
1 Jan - 2 Jan 2026
InnSeason Resorts Captain's Quarters

Aparthotel in West Yarmouth

Holly Tree Resort
3.0 star property
9.0 out of 10, Wonderful, (385)
"Best place in massachusetts "
United States
Michael
Holly Tree Resort
9.6 out of 10, Exceptional, (157)
"Great location for my stay. Short walks to beach and dining options. Easy access to main routes for travel in area. "
United States
Edwin
The price is €140
includes taxes & fees
29 Dec - 30 Dec
Nice Private Space Short Walk To The Beach

Aparthotel in West Yarmouth

The Cove at Yarmouth by Westgate Resorts
3.0 star property
9.2 out of 10, Wonderful, (243)
"Great place to stay. Clean, friendly and accommodating!"
United States
Mike
The price is €125
includes taxes & fees
8 Jan - 9 Jan 2026
The Cove at Yarmouth by Westgate Resorts
10.0 out of 10, Exceptional, (118)
"Terrific cottage filled with great light and decorated with quaint Nantucket Charm!Comfortable sleigh bed with a large TV in the room, with an attached spacious bathroom with washer and dryer!Ideal location in town and a spacious parking spot! "
United States
kristin v.
The price is €256
includes taxes & fees
29 Dec - 30 Dec
Save now for Stroll and winter! Charming cottage, close to lower Main Street.
9.8 out of 10, Exceptional, (172)
"Really enjoyed my stay"
Canada
Lucas
The price is €146
includes taxes & fees
29 Dec - 30 Dec
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Holiday Home in Downtown Newport

The Newport Lofts – 543 Thames Street
4.0 star property
9.8 out of 10, Exceptional, (6)
"Attentive and helpful host, great location. "
United States
Todd
The Newport Lofts – 543 Thames Street

Holiday Home in Downtown Newport

The Newport Lofts - Brick Market Place
3.5 star property
10.0 out of 10, Exceptional, (12)
"The size of the accommodations, the kitchen, large seating area; the apart was very clean"
United States
Debbie
The price is €530
includes taxes & fees
30 Dec - 31 Dec
The Newport Lofts - Brick Market Place
9.8 out of 10, Exceptional, (137)
"Great location!!!!"
United States
Jan W.
The price is €253
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Newport Penthouse on Thames Street, 2 BR, Walk to Everything - Sleeps 6
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.
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Top Dukes County Hotel Reviews

Find out more about Dukes County

Holiday Homes in Dukes County

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