Dukes County holiday homes

We found 1,993 holiday rentals — enter your dates for availability
Select from 899 houses, 59 apartments and other holiday rentals to find the perfect place for your stay in Dukes County. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Dukes County destinations on Bookabach

Holiday rentals with weekly discounts – Dukes County

Showing deals for:15 Jan - 22 Jan

the lounge, small event
back of the house, from the our dock
our dock
Bar (on property)
Exceptional
(7 reviews)

Relax by the sea! Bed & Breakfast near Horseneck State Beach

Westport Point

8% off
NZ$30,225
for 7 nights, 1 room
NZ$4,318 per night
includes taxes & fees
Relax by the sea! Bed & Breakfast near Horseneck State Beach
New gourmet kitchen
View of living room from dining area. Sun-flooded and relaxing.
South deck off living room
This is an "upside down house" with the living area on the second floor.
Exceptional
(51 reviews)

Exclusive Oyster Pond Retreat With Private Beach, New Kitchen and Boat

Edgartown

7% off
NZ$21,553
for 7 nights, 1 home
NZ$3,079 per night
includes taxes & fees
Exclusive Oyster Pond Retreat With Private Beach, New Kitchen and Boat
Dining
Living area
Room
Pool
Exceptional
(28 reviews)

Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.

East Falmouth

7% off
NZ$11,552
for 7 nights, 1 home
NZ$1,650 per night
includes taxes & fees
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
Living area
Living area
Outdoor dining
Dining
Exceptional
(17 reviews)

THE PARK ESTATE! Your Martha's Vineyard Getaway!

Oak Bluffs

9% off
NZ$99,938
for 7 nights, 1 home
NZ$14,277 per night
includes taxes & fees
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Terrace/patio
Exterior
Interior
Private kitchen
Exceptional
(22 reviews)

Stunning 4 bedroom with access to private beach

South Dartmouth

10% off
NZ$9,958
for 7 nights, 1 home
NZ$1,423 per night
includes taxes & fees
Stunning 4 bedroom with access to private beach
Interior
Terrace/patio
Private kitchen
Family Room with Panoramic View of the Pool and the Patio
Exceptional
(5 reviews)

Heated Indoor Pool & Spa - Golf Course View

Mashpee

8% off
NZ$15,858
for 7 nights, 1 villa
NZ$2,265 per night
includes taxes & fees
Heated Indoor Pool & Spa - Golf Course View
Sun room off the kitchen.
Exterior
Living area
Outdoor relaxing!
Exceptional
(6 reviews)

WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!

Edgartown

8% off
NZ$48,950
for 7 nights, 1 home
NZ$6,993 per night
includes taxes & fees
WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
Private deck off Master Bedroom
Town Beach, across the street
Outdoor Shower
Butlers panty with wet bar and drinks fridge.
Exceptional
(43 reviews)

Reserve for 2027 season, Wraparound Porch, Waterviews, Walk to beach,4 Ensuites

Mattapoisett

8% off
NZ$11,142
for 7 nights, 1 home
NZ$1,592 per night
includes taxes & fees
Reserve for 2027 season, Wraparound Porch, Waterviews, Walk to beach,4 Ensuites
Interior
Terrace/patio
Dining
Exterior
Exceptional
(7 reviews)

BRAND NEW!

Oak Bluffs

8% off
NZ$14,137
for 7 nights, 1 home
NZ$2,020 per night
includes taxes & fees
BRAND NEW!
Living area
Living area
Interior
Terrace/patio
Exceptional
(48 reviews)

Contemporary and Spacious South Cape Beach Home !!!

Mashpee

8% off
NZ$11,436
for 7 nights, 1 home
NZ$1,634 per night
includes taxes & fees
Contemporary and Spacious South Cape Beach Home !!!
Private kitchen
Outdoor dining
Exterior
Living area
Exceptional
(9 reviews)

Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Edgartown

8% off
NZ$12,372
for 7 nights, 1 home
NZ$1,767 per night
includes taxes & fees
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown
Nice deck right off the kitchen with a grill and exterior furniture
Private kitchen
Exterior
Interior
Exceptional
(25 reviews)

New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖

Falmouth

7% off
NZ$5,201
for 7 nights, 1 home
NZ$743 per night
includes taxes & fees
New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖
Dining area can seat 8-10 and looks onto patio and water views.
Meals on the patio are a daily delight- sparkly mornings to ocean dipped sunsets
Large, farmhouse fireplace perfect for chillier seasons.
Newly built cedar and mahogany with rain head shower.
Exceptional
(43 reviews)

Sanctuary House: An ocean-view farmhouse retreat

Vineyard Haven

8% off
NZ$9,061
for 7 nights, 1 home
NZ$1,294 per night
includes taxes & fees
Sanctuary House: An ocean-view farmhouse retreat
Private kitchen
Private kitchen
Dining
Pool
Exceptional
(56 reviews)

Luxurious & Spacious 6 Bed/5 Bath Home with Ocean Views, New Seabury, Cape Cod

Mashpee

15% off
NZ$11,137
for 7 nights, 1 home
NZ$1,591 per night
includes taxes & fees
Luxurious & Spacious 6 Bed/5 Bath Home with Ocean Views, New Seabury, Cape Cod
Great kayaking down the street to Washburn Island & Waquoit Bay.
Use of clubhouse heated POOL & tennis courts.
Open dining room, living room, kitchen (brand new) 
 & deck.
Out door seating for 8 & gas grill.
Wonderful
(36 reviews)

Minutes to Menauhant Beach - July & August AVAILABILITY clubhouse heated pool.

East Falmouth

8% off
NZ$5,678
for 7 nights, 1 home
NZ$811 per night
includes taxes & fees
Minutes to Menauhant Beach - July & August AVAILABILITY clubhouse heated pool.
Exterior
Exterior
Terrace/patio
Aerial view
Exceptional
(12 reviews)

The Beach Estate, Panoramic Ocean Views, 5700 sqft

Mattapoisett

12% off
NZ$13,301
for 7 nights, 1 home
NZ$1,900 per night
includes taxes & fees
The Beach Estate, Panoramic Ocean Views, 5700 sqft
Choose from a variety of seating areas
overlooking the ocean and harbor.
This unique home was
carefully renovated to maintain its original character.
Laughter and stories are guaranteed as you
get together on the West Porch.
Your closest neighbors are a family of Osprey!
Exceptional
(28 reviews)

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell

Oak Bluffs

9% off
NZ$61,369
for 7 nights, 1 home
NZ$8,767 per night
includes taxes & fees
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
Interior
Dining
Living area
Private kitchen
Exceptional
(5 reviews)

Beach Getaway - Spacious Katama Beach House

Edgartown

8% off
NZ$48,835
for 7 nights, 1 home
NZ$6,976 per night
includes taxes & fees
Beach Getaway - Spacious Katama Beach House
Front porch
Kitchen
Kitchen/Living Room area
Dining Room
Exceptional
(35 reviews)

Across the street from Old Silver Beach; New house with hot tub. Sleeps 12.

Falmouth

8% off
NZ$7,258
for 7 nights, 1 home
NZ$1,037 per night
includes taxes & fees
Across the street from Old Silver Beach; New house with hot tub. Sleeps 12.
Kitchen slider and herb garden
Living room  with loft space above
West wing with futon/sleeper
Spacious wrap around deck with all day sun and shade
Exceptional
(45 reviews)

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Chilmark

8% off
NZ$9,061
for 7 nights, 1 home
NZ$1,294 per night
includes taxes & fees
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
View of water
View from kitchen
Kitchen
Toasty Fireplace for fall and winter getaways
Exceptional
(76 reviews)

Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!

East Falmouth

7% off
NZ$4,968
for 7 nights, 1 home
NZ$710 per night
includes taxes & fees
Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!
Living area
South view to Pond and Atlantic Ocean from master bedroom
Exterior
Property grounds
Exceptional
(14 reviews)

Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views

Chilmark

8% off
NZ$11,459
for 7 nights, 1 home
NZ$1,637 per night
includes taxes & fees
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
Slate kitchen island & granite dining room table.
Seating for 10.
Kayaks to paddle around Waquoit Bay to Washburn Island
Pet Friendly Cape House.
Deck with outdoor dining & plenty of flowers.
Excellent
(71 reviews)

Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.

East Falmouth

8% off
NZ$5,678
for 7 nights, 1 home
NZ$811 per night
includes taxes & fees
Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.
Interior
Interior
Outdoor dining
Interior
Exceptional
(51 reviews)

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs

19% off
NZ$7,932
for 7 nights, 1 home
NZ$1,133 per night
includes taxes & fees
Luxury Loft Historic Center Oak Bluffs

Find the perfect holiday rental for your Dukes County getaway

Learn about the unique charm of Dukes County with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Dukes County

Are you searching for things to do while you're in the area? Venture out of your holiday home and experience everything that makes Dukes County a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Winery (13.4 mi / 21.6 km)
  • Shining Sea Bikeway (14.3 mi / 23.1 km)
  • Cape Cod Country Club (16.2 mi / 26 km)
  • Cape Codder Water Park (22.3 mi / 35.8 km)
  • Water Wizz (26.5 mi / 42.6 km)
  • Farm Neck Golf Club (4.4 mi / 7.1 km)

Exploring the natural features in Dukes County

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Dukes County. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Lighthouse Beach (0.7 mi / 1.1 km)
  • Edgartown Beach (2.6 mi / 4.1 km)
  • South Beach (2.8 mi / 4.6 km)
  • Norton Point Beach (3.1 mi / 5 km)
  • Katama Beach (4.4 mi / 7.1 km)
  • Inkwell Beach (4.9 mi / 7.8 km)

Transport options to and around Dukes County

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 5.1 mi (8.2 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Dukes County?
Houses are the most popular type of holiday home in Dukes County, according to our data. Even if you have something a little different in mind, Bookabach has properties in a variety of sizes and shapes. Browse our many options to find your perfect pad.
How much does it cost to rent a holiday home in Dukes County?
Season, length of stay and property type are some of the things that can determine the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy chalets to sprawling villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Dukes County?
When you travel and the style and size of the property will help determine the cost of your beachside holiday home. Click on your Dukes County travel dates to see your options on Bookabach. Did someone just say "private pool"? Use our filters to choose the features and amenities you want in your home.
What are popular home amenities in Dukes County?
The most popular home amenities people prefer in Dukes County are off-street parking options, a microwave oven and a fridge. Whether you're on a trip with buddies, family or even pets, Bookabach holiday homes provide the best amenities for hanging out with the people who matter most.
Are there large group holiday homes in Dukes County?
There are 202 holiday homes in Dukes County that can accommodate a group of 10 or more guests. Whether you're planning a holiday with extended family or a special event, there's ample space to get your group together under one roof.
What are the top attractions for families in Dukes County?
There are plenty of cool things to see and do with the family in Dukes County, such as:
  • Oak Bluffs Harbour
  • Inkwell Beach
  • Oak Bluffs Town Beach
Can I find two-bedroom holiday homes in Dukes County?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 136 two-bedroom holiday homes Dukes County has to offer.
Are there holiday homes with WiFi in Dukes County?
Dukes County has 336 holiday homes with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to sending emails, these Bookabach homes make it a cinch to go online.
How old do you have to be to rent a holiday home in Dukes County?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Bookabach, so check the rules of your chosen Dukes County holiday home before you book.
How long can I rent a holiday home in Dukes County for?
The amount of time you can stay in a Dukes County holiday home for varies depending on the property. Just enter your dates of travel to see available options that offer extended stays. They have the things you need to make your extended holiday more comfortable and enjoyable, like kitchens and laundries. Some properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.

More holiday ideas