Top Cottages in Dukes County in 2026

Dukes County Cottages
Massachusetts
United States of America
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A coastal cliff with a sandy beach and the ocean.

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An aerial view of a coastal area with a sandy beach, a small island with buildings, and numerous boats in the water.

Vineyard Haven

Our top choices for Dukes County cottages

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

A spacious wooden interior with a high ceiling, a staircase, and a kitchen area.

A wooden deck with a stone pathway leading to a grassy area, surrounded by trees and a fence.

A shower with a glass door, a metal showerhead, and a shelf with toiletries.

1. Cozy New TimberFrame Vineyard Haven!

Cozy New TimberFrame Vineyard Haven!

Tisbury

10.0 out of 10, Exceptional, (40 reviews)

10/10

Exceptional

(40 reviews)

"Very friendly host. Beautiful property."

Kaylyn L.

Cozy New TimberFrame Vineyard Haven!

A house with a porch, a barbecue grill, and a lawn.

A sandy beach path leading to the ocean, surrounded by grass.

A wooden deck with two Adirondack chairs and a small round table.

A bathroom with a large bathtub, a shower, and a decorative wall piece.

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)

10/10

Exceptional

(63 reviews)

"Host was fabulous & easy to reach. Place is just as described so no disappointment there. Convenient to all locations!"

Eileen B.

This Romantic Cottage is Simply a Cut Above -

A wooden fence with a sign that reads "OPEN till Sunset."

A kitchen with wooden flooring, a dining table with chairs, a stove, an oven, and a refrigerator.

A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a window providing natural light.

A living room with a dark brown sectional sofa, a glass coffee table, a striped rug, and a lamp on a side table.

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)

9.0/10

Wonderful

(44 reviews)

"Great location and very quiet. House is comfortable."

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.

An outdoor patio area with wicker furniture, including sofas and ottomans, and a small tree.

A wooden-floored entryway with a white door, two wall-mounted lights, and a small window above the door.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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)

10/10

Exceptional

(62 reviews)

"Great for a short stay on the island. Close to downtown area with shops, cafes, etc. "

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.

A cozy living room with a sofa, a wicker chair, a small table, and a view of a dock and boats through the windows.

A sunset view with a dock, a small building, and a boat.

A window with a view of a marina, boats, and a sandy beach.

5. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach

Tisbury

10.0 out of 10, Exceptional, (59 reviews)

10/10

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."

Karen H.

WATERFRONT Downtown Cottage w/ Beach

An aerial view of a residential area with multiple houses, a winding road, and a large lawn.

A modern kitchen with a central island, wooden bar stools, and a decorative mirror.

A lighthouse surrounded by a landscaped garden with a stone pathway.

A living room with a green sofa, two armchairs, a coffee table with decorative items, a patterned rug, and a painting of a seascape.

6. Beautiful Carriage House on the Chop

Beautiful Carriage House on the Chop

Oak Bluffs

10.0 out of 10, Exceptional, (30 reviews)

10/10

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. ...

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.

A cabin-style kitchen with wooden walls, a stove, sink, and a refrigerator.

A rustic cabin interior with a wooden dining table, chairs, a kitchen area, and a bathroom.

A cozy room with wooden walls, a wooden ceiling, a leather armchair, a wooden table, floral-patterned chairs, and a sofa.

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.

A modern living room with a fireplace, a TV, a kitchen with white cabinets, and a dining area with stools.

A modern kitchen with white cabinetry, a central island with stools, a blue sofa, and a round coffee table.

A modern bathroom with a glass shower enclosure, a white sink, and a toilet.

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)

10/10

Exceptional

(46 reviews)

"Location is great and house is just perfect for our family of four. Host was excellent to work with."

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.

A loft bedroom with a white ladder leading to a lofted sleeping area. A kitchen is visible in the background.

A cozy bedroom with a wooden floor, a bed with floral bedding, a white ladder, a kitchen area, and a door with a decorative glass panel.

A kitchen with a wooden table, a white chair, a stove, and an air conditioning unit.

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)

9.8/10

Exceptional

(159 reviews)

"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."

Karen C.

Make Lasting Memories In This Adorable Vineyard Cottage!

A beach with people sunbathing and walking along the shore.

A kitchen with a white stove, sink, and cabinets. There is a window above the sink and a shelf with various kitchen items.

A room with a bed, a wooden floor, a small table with a tablecloth, a chair, a shelf with decorative items, and a microwave on a cabinet.

A wooden gate labeled "135 South" leading to a backyard with a wooden deck, a chair, and a flower bed.

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)

9.6/10

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."

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.

A wooden house with a porch, an American flag, and a garden with pink flowers.

A cozy room with a wooden ceiling, a dining table with chairs, a guitar, a sofa, and a painting on the wall.

A coastal landscape with a beach, cliffs, and greenery.

11. Cozy Beach Cottage

Cozy Beach Cottage

Oak Bluffs

9.8 out of 10, Exceptional, (67 reviews)

9.8/10

Exceptional

(67 reviews)

"Great stay"

Matthew P.

Cozy Beach Cottage

A wooden deck with a table and chairs, a red umbrella, and a view of the water.

A wooden house with a shingled exterior, a window, and a wooden gate.

A living room with a fireplace, a sofa, a chair, and a coffee table.

A kitchen with a brick floor, white cabinets, a wooden table, and a large bowl.

12. Chappy cottage with private beach

Chappy cottage with private beach

Edgartown

10.0 out of 10, Exceptional, (22 reviews)

10/10

Exceptional

(22 reviews)

Chappy cottage with private beach

A wooden-paneled bathroom with a toilet, sink, and mirror.

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)

8.0/10

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.

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a map on the wall, and a small table with a lamp.

A rustic kitchen with wooden cabinets, a sink, a stove, and hanging plants.

A cozy living room with a beige sofa, a wooden coffee table, and a lamp.

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)

10/10

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...

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.

A marina with various boats docked, a sandy shore, and a building in the background.

A bedroom with a bed, a nightstand, a lamp, and two framed pictures on the wall.

A cozy kitchen with wooden cabinets, a dining table, and a ceiling fan.

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)

10/10

Exceptional

(34 reviews)

"Peaceful, relaxed, neat and tidy. Great location on quiet Chappy."

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.

A staircase with wooden steps and a handrail, leading to a living area with a sofa, a fireplace, and a chandelier.

A living room with a brick fireplace, a sofa, a chair, and a television mounted on the wall.

A backyard with a fire pit surrounded by Adirondack chairs, a red-roofed cabin, and a forested area.

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)

9.6/10

Exceptional

(24 reviews)

"Great home!"

Jennifer S.

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

A two-story house with a front porch and a wooden deck.

A spacious living room with a large flat-screen TV, comfortable seating, a wooden coffee table, and a staircase leading to an upper level.

A modern kitchen with white cabinets, a light blue refrigerator, and a bar area with green chairs.

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)

10/10

Exceptional

(15 reviews)

"It's a fun location, a charming house bigger than it looks, close to beaches and nature. A great getaway destination."

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.

A kitchen with wooden floors, a bar stool, a stove, and a refrigerator.

A rustic bar area with wooden walls, a wooden countertop, and two black bar stools.

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)

9.6/10

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."

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.

A wooden deck with a table and chairs, a grill, and a basket.

A compact living space with a grey sofa, a small table, a lamp, a TV mounted on the wall, and a window with a view of greenery.

A bed with a coastal life themed bedspread, a bedside table with a phone, and a wall-mounted lamp.

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)

10/10

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."

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.

A living room with a grey sofa, a coffee table, and a large window with curtains.

A covered outdoor patio with a wooden ceiling, large windows, a dining table, and blue upholstered seating.

A wooden cabin with a large porch, surrounded by a well-maintained lawn and trees.

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)

10/10

Exceptional

(2 reviews)

"Such a beautiful home! We stayed Monday-Friday and wished we were able to stay longer!"

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

Vineyard Harbor Motel - Private Beach

8/10 Good

"Very clean and nice room with a awesome view"

James 2-night trip

Posted 2 hours ago

Vineyard Harbor Motel - Private Beach

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 1 day ago

The Sydney, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection

8/10 Good

"Very friendly staff. Hotel is small and quiet with a home feel. No elevator if you need it. Convenient location"

Tiffany 3-night trip

Posted 1 day ago

The Edgartown Inn, The Edgartown Collection

The Richard, The Edgartown Collection

10/10 Excellent

"This hotel was beautiful, well appointed, welcoming. The staff was courteous, accommodating and professional. The breakfast was a great way to start the morning, so convenient with a nice variety. Would definitely recommend this hotel!"

Janet 2-night trip

Posted 1 day ago

The Richard, The Edgartown Collection

Pequot Hotel

10/10 Excellent

"The place is so nice, but rooms are dated. Doesn’t bother me, but just wanted to put that out there. Great breakfast and service staff were very friendly and helpful us with our plans for the day! Close to Circuit street. We walked everywhere. I loved it!"

Lisa 1-night trip

Posted 2 days ago

Pequot Hotel

The Christopher, The Edgartown Collection

10/10 Excellent

"Bailey was wonderful. She deserves a raise. Everything was impeccable and clean. Parking is the only issue there."

Matt 2-night trip

Posted 3 days ago

The Christopher, The Edgartown Collection

Harbor View Hotel

10/10 Excellent

"Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!"

Marc 1-night trip

Posted 4 days ago

Harbor View Hotel

The Lightkeepers Inn

10/10 Excellent

"The lightkeepers in was perfect. Would definitely go back"

Penny 3-night trip

Posted 5 days ago

The Lightkeepers Inn

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Flights from Palermo (PMO) to Vineyard Haven (MVY)
Flights from Torrance (TOA) to Vineyard Haven (MVY)
Flights from East Midlands (EMA) to Vineyard Haven (MVY)
Flights from Syracuse (SYR) to Vineyard Haven (MVY)
Flights from Halifax (YHZ) to Vineyard Haven (MVY)
Flights from Spartanburg (SPA) to Vineyard Haven (MVY)
Flights from Bengaluru (BLR) to Vineyard Haven (MVY)
Flights from Savannah (SAV) to Vineyard Haven (MVY)
Flights from Woods Hole
Flights from Ningbo (NGB) to Vineyard Haven (MVY)
Flights from Albany (ALB) to Vineyard Haven (MVY)
Flights from Tokyo (HND) to Vineyard Haven (MVY)
Flights from Martha's Vineyard
Flights from Flint (FNT) to Vineyard Haven (MVY)
Flights from Martha's Vineyard
Flights from Ontario Intl. Airport (ONT) to Vineyard Haven (MVY)
Flights from Vineyard Haven
Flights to Martha's Vineyard
Flights from Salina (SLN) to Vineyard Haven (MVY)
Flights from Pingtung (PIF) to Vineyard Haven (MVY)
Flights from Detroit (DTW) to Vineyard Haven (MVY)
Flights from Peoria (PIA) to Vineyard Haven (MVY)
Flights from Pierre (PIR) to Vineyard Haven (MVY)
Flights from Arctic Village (ARC) to Vineyard Haven (MVY)
Flights from Galveston (GLS) to Vineyard Haven (MVY)
Flights from Falmouth
Flights from Santa Maria (SMX) to Vineyard Haven (MVY)
Flights from Chilmark
Flights from La Roche-sur-Yon (EDM) to Vineyard Haven (MVY)
Flights from Milford (MLF) to Vineyard Haven (MVY)
Flights from Belo Horizonte (CNF) to Vineyard Haven (MVY)
Flights from London (LGW) to Vineyard Haven (MVY)

Compact Car Rentals near Martha's Vineyard
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Cottages in Dukes County

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Dukes County

Vineyard Haven

Our top choices for Dukes County cottages

1. Cozy New TimberFrame Vineyard Haven!

2. This Romantic Cottage is Simply a Cut Above -

3. Renovated Cottage with nice yard and homey interior

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

5. WATERFRONT Downtown Cottage w/ Beach

6. Beautiful Carriage House on the Chop

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

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

9. Make Lasting Memories In This Adorable Vineyard Cottage!

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

11. Cozy Beach Cottage

12. Chappy cottage with private beach

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

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

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

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

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

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

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

20. Family-friendly Tisbury Escape - Walk to Town

Find vacation rentals that suit your style

Top Dukes County Hotel Reviews

Vineyard Harbor Motel - Private Beach

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