Dukes County Condo Rentals

A coastal cliff with a sandy beach and the ocean.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Top Cities in Dukes County

A row of colorful, historic houses with a central path.

Our top choices for Dukes County condo rentals

On the beach, sun loungers, beach towels

1. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Oak Bluffs

Stephanie

2. Carole's Place- 2BR/2BA in Edgartown, Pool & Bikes

Edgartown

Daniel M.

3. IN TOWN! Charming 1-bedroom condo in downtown Edgartown

Edgartown

Marisa M.

4. Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

Oak Bluffs

Cassie D.

5. Spacious Waterview Condo - Steps To The Beach, Right Across The Street!

Oak Bluffs

Terrence E.

6. Modern Downtown OB Condo, Stroll to Ferry & Beach

Oak Bluffs

Benjamin M.

7. Heart of Oak Bluffs, Walk to Beach & Ferries

Oak Bluffs

View all properties

Find vacation rentals that suit your style

Private vacation homes

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Dukes County Hotel Reviews

Vineyard Harbor Motel - Private Beach

10/10 Excellent

"This is my second time staying at VHM. I was attending a conference and the location was great. The motel is just a few blocks around the corner from the Vineyard Haven ferry which makes it so convenient for travel. The rooms appear to have been remodeled since last year’s stay, which was a nice surprise. The gentleman who sits at the front desk is always warm and welcoming. The bus stops outside the motel and there are a lot of shops across the street. There is a private beach in the back which I unfortunately didn’t get a chance to enjoy this year. I do plan to stay again next year!"

Summercamp

10/10 Excellent

"Beautiful hotel in such a convenient location. We loved the camp themed decor and amenities and the staff we extremely friendly and helpful with recommendations and extras (bike and umbrella rentals, towels, bus route, etc.) The room was well appointed with comfortable beds and a beautiful view. Note - there is no elevator in the main part of the hotel so be prepared to get your steps in if you are on an upper floor."

Faraway Martha's Vineyard

10/10 Excellent

"We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!"

Vineyard Square Hotel & Suites

10/10 Excellent

"The STAFF!!! Front desk ladies when I checked in were awesome! Room was not ready at the time and held my bag as I went to eat and the beach! Friendly and professional. Then the night shift rep was just as wonderful. She was so sweet and kind and a little sassy too! Loved her! And saw her again in the morning when I checked out. This was the best birthday gift I gave to myself and can’t wait to come back!"

The Christopher, The Edgartown Collection

10/10 Excellent

"The Christopher is officially my new favorite hotel. Bailey greeted us when we arrived and was the primary person we saw during our stay. She was lovely and so helpful. I could have fainted when she offered to have our super heavy luggage taken up 3 flights of stairs for us! We were upgraded free of charge to a larger room that had its own private deck. The room was beautiful - gorgeous furnishings and so clean and comfortable. There are homemade, sinfully delicious chocolate chip cookies served at 3 pm - we actually raced back to the hotel for these; they were so good! And the homemade breakfasts served each morning with delicious, strong coffee were a welcome way to start the day. I've already started planning a girls' trip to the island and The Christopher is where we'll stay!"

Find out more about Dukes County