A coastal cliff with a sandy beach and the ocean.

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Check prices for these dates

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

Top Cities in Dukes County

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

Oak Bluffs

Oak Bluffs

Our top choices for Dukes County cottages

A wooden cabin with a covered porch, a small window, and a door.

1. Cozy New TimberFrame Vineyard Haven!

Cozy New TimberFrame Vineyard Haven!
Tisbury
10.0 out of 10, Exceptional, (40 reviews)
"Very friendly host. Beautiful property."
United States
Kaylyn L.
Cozy New TimberFrame Vineyard Haven!
A house with a porch, a barbecue grill, and a lawn.

2. This Romantic Cottage is Simply a Cut Above -

This Romantic Cottage is Simply a Cut Above -
Katama
10.0 out of 10, Exceptional, (63 reviews)
"Host was fabulous & easy to reach. Place is just as described so no disappointment there. Convenient to all locations!"
United States
Eileen B.
This Romantic Cottage is Simply a Cut Above -
A wooden fence with a sign that reads "OPEN till Sunset."

3. Renovated Cottage with nice yard and homey interior

Renovated Cottage with nice yard and homey interior
Edgartown
9.0 out of 10, Wonderful, (44 reviews)
"Great location and very quiet. House is comfortable."
United States
Lisa G.
Renovated Cottage with nice yard and homey interior
A single-story house with a front porch, a small front yard with a pathway, and a clear blue sky.

4. LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (62 reviews)
"Great for a short stay on the island. Close to downtown area with shops, cafes, etc. "
United States
Andrew S.
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
A wooden deck with wicker furniture, a table with a vase of flowers, and a view of a marina with boats.

5. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (59 reviews)
"The house was awesome. It’s beautiful and the location is awesome. The host is amazing, he checked in multiple times to see how everything was. I cannot say enough how awesome the whole experience was."
United States
Karen H.
WATERFRONT Downtown Cottage w/ Beach
An aerial view of a residential area with multiple houses, a winding road, and a large lawn.

6. Beautiful Carriage House on the Chop

Beautiful Carriage House on the Chop
Oak Bluffs
10.0 out of 10, Exceptional, (30 reviews)
"Amazing stay on MVY — The Carriage House was immaculate … beautiful furnishings, well equipped kitchen with high end everything, bedrooms were comfortable and the host thought of everything right on down too plentiful coffee pods and toiletries. Appreciated the house had towels and sheets provided since many high end MVY rentals think providing is optional. Location on East Chop was so special across from lighthouse on a bluff which was incredibly peaceful but a quick walk into Oak Bluffs. ...
United States
Rob M.
Beautiful Carriage House on the Chop
A small house with a front door, a covered porch, and a blue tarp on the side.

7. Cozy Vineyard Haven Cottage < 1 Mi to Beach!

Cozy Vineyard Haven Cottage < 1 Mi to Beach!
3.0 star property
Vineyard Haven
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
A residential property with a stone staircase leading to a wooden door, surrounded by well-maintained grass and shrubs.

8. Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Tisbury
10.0 out of 10, Exceptional, (46 reviews)
"Location is great and house is just perfect for our family of four. Host was excellent to work with."
United States
Jason B.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
A covered outdoor area with a round table and white chairs, surrounded by a wooden deck and white railings.

9. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (159 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
Make Lasting Memories In This Adorable Vineyard Cottage!
A beach with people sunbathing and walking along the shore.

10. Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!

Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!
Edgartown
9.6 out of 10, Exceptional, (84 reviews)
"Beautiful beach cottage. We loved the gas grill, fenced-in back yard for our sheepdog, and the fire pit. The location was excellent and close to Edgarton Beach and town."
United States
Cathleen
Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!
A small wooden house with a gabled roof, a central window, and two side windows.

11. Cozy Beach Cottage

Cozy Beach Cottage
Oak Bluffs
9.8 out of 10, Exceptional, (67 reviews)
"Great stay"
United States
Matthew P.
Cozy Beach Cottage
A wooden deck with a table and chairs, a red umbrella, and a view of the water.

12. Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (22 reviews)
"What a gorgeous location, my family and I had a wonderful time on Chappy, will definitely be back!"
United States
Clinton G.
Chappy cottage with private beach
A small house with a front door, a covered porch, and a blue tarp on the side.

13. Cozy Vineyard Haven Cottage < 1 Mi to Beach!

Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Vineyard Haven
8.0 out of 10, Very good, (1 review)
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
A rustic cabin with a wooden exterior, surrounded by a natural landscape with trees and a grassy area.

14. Cozy 3BR Cottage with Lambert's Cove Beach access

Cozy 3BR Cottage with Lambert's Cove Beach access
West Tisbury
10.0 out of 10, Exceptional, (1 review)
"In all our years spending time on MV this is the first time we have stayed in the island in June. Would say the best weather and not too packed yet for summer. This house was a great stay for my family. Saw a lot of nature life, wild turkeys and bunnies mainly. Definitely felt like a cottage with the wooden structure and setup. Nice daytime lighting all over the house and the AC was strong. AC is key for my wife and she was happy with the AC units that cooled down the entire house. Katya...
United States
Jose F.
Cozy 3BR Cottage with Lambert's Cove Beach access
A house with a wooden porch, a stone pathway, and a variety of flowering plants.

15. Chappaquiddick, Cozy 2 Bedroom, September 20th - 26th Now Available!

Chappaquiddick, Cozy 2 Bedroom, September 20th - 26th Now Available!
Edgartown
10.0 out of 10, Exceptional, (34 reviews)
"Peaceful, relaxed, neat and tidy. Great location on quiet Chappy."
United States
Molly S.
Chappaquiddick, Cozy 2 Bedroom, September 20th - 26th Now Available!
A beach at sunset with the sun low on the horizon, a boat in the water, and a few people and chairs on the sand.

16. Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!

Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
West Tisbury
9.6 out of 10, Exceptional, (24 reviews)
"Great home!"
United States
Jennifer S.
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
A two-story house with a front porch and a wooden deck.

17. Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Edgartown
10.0 out of 10, Exceptional, (15 reviews)
"It's a fun location, a charming house bigger than it looks, close to beaches and nature. A great getaway destination."
United States
Darrin M.
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
A wooden gate with a sign reading "135 North" leading to a house with a sloped roof and a visible window with shutters.

18. Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!

Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!
Edgartown
9.6 out of 10, Exceptional, (71 reviews)
"Booked this somewhat last minute wanted to be near family in Edgartown, this was perfect location. rented bikes for the week and was easy to get into Edgartown with bike or a walk. Location is also great to State Beach. I felt like the host at thought of everything that I might have forgotten."
United States
Kathy D.
Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!
A two-story house with a garage, a covered porch, and a gravel driveway.

19. Edgartown cottage in a garden setting. New and near bike path in Katama

Edgartown cottage in a garden setting. New and near bike path in Katama
Katama
10.0 out of 10, Exceptional, (9 reviews)
"Our stay in Edgartown was perfect in every way. Both our host and the property met our expectation. The interior was clean with all the amenities we needed. Our host was next door. Helpful but never intrusive. We also loved the outdoor sitting area and of course the outdoor shower! I would highly recommend this property."
United States
Lorraine C.
Edgartown cottage in a garden setting. New and near bike path in Katama
A covered outdoor patio with a wooden ceiling, large windows, wicker furniture, and a dining table.

20. Family-friendly Tisbury Escape - Walk to Town

Family-friendly Tisbury Escape - Walk to Town
3.0 star property
Vineyard Haven
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful home! We stayed Monday-Friday and wished we were able to stay longer!"
United States
Donna
Family-friendly Tisbury Escape - Walk to Town
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

The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection

10/10 Excellent
"Beautiful boutique inn with delightful young staff, delicious continental breakfast and well appointed, comfortable rooms. The location was superb, also. We will be staying again next year."
Phyllis 4-night trip
Posted 21 hours ago
The Sydney, The Edgartown Collection

Find out more about Dukes County

Dukes County Cottages information

Number of reviews
717
Accommodation
53 Cottages
Lowest Price
Highest Price

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