A coastal cliff with a sandy beach and the ocean.

Condo Rentals in Dukes County

Compare and save

  • 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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Dukes County condo rentals

A porch with white rocking chairs, a small table, and a planter with green and purple plants.

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

IN TOWN! Charming 1-bedroom condo in downtown Edgartown
Edgartown
10.0 out of 10, Exceptional, (8 reviews)
"We had the BEST experience with our stay! The owner was incredibly responsive prior to our stay and during our stay. The place was well appointed with plenty of household items and toiletries (trash bags, paper towels, toilet paper, laundry detergent, etc.), which made the stay that much easier/enjoyable. It was also really appreciated to have other handy items like beach towels, beach chairs, and ice packs to make trips to the beach nicely fulfilled. We highly recommend this property to other...
United States
Steven N.
IN TOWN! Charming 1-bedroom condo in downtown Edgartown
A beach with wooden benches and a clear view of the ocean.

2. Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Oak Bluffs
10.0 out of 10, Exceptional, (37 reviews)
"This was a great place and location"
United States
Michael R.
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
A covered porch with wicker furniture, a view of a grassy area with cars, and a gazebo in the distance.

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

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Oak Bluffs
9.6 out of 10, Exceptional, (22 reviews)
"Great location!! Walking distance to Downtown!!"
United States
Christine N.
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
A beach with large rocks and waves.

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

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
10.0 out of 10, Exceptional, (63 reviews)
"We continue to be extremely satisfied with everything about this vacation rental. We look forward to returning."
United States
Sherilynn K.
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
A two-story building with a porch, a flag, and a sign that reads 'Vineyard Vines.'

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

Modern Downtown OB Condo, Stroll to Ferry & Beach
Oak Bluffs
10.0 out of 10, Exceptional, (14 reviews)
"The property was immaculate and spacious. On the main strip on Circuit Ave, close to everything. Inkwell beach a few blocks away. Would stay again."
United States
kenyetta g.
Modern Downtown OB Condo, Stroll to Ferry & Beach
A bedroom with a bed, a television, a wardrobe, and a door leading to a bathroom.

6. Walk to Ferry & Beach from Central Oak Bluffs

Walk to Ferry & Beach from Central Oak Bluffs
Oak Bluffs
Walk to Ferry & Beach from Central Oak Bluffs
A two-story building with a porch, a flag, and storefronts.

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

Heart of Oak Bluffs, Walk to Beach & Ferries
Oak Bluffs
Heart of Oak Bluffs, Walk to Beach & Ferries
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dukes County Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"This is our 5th time staying at Summercamp. Never disappoints. Great location and friendly staff. The front porch is ideal to relax and read a book."
Maricela 3-night trip
Posted 15 hours ago
Summercamp

Explore a world of travel with Expedia