Southeast Massachusetts holiday homes

We found 14,388 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southeast Massachusetts

Showing deals for:13 Nov - 20 Nov

New fire pit on new patio with raised seating in backyard
view from Cabbyshack restaurant downtown Plymouth
Steps to front door with keypad lock.  your code
New kitchen cabinets, granite counters, refrigerator, exhaust, finished floor
Exceptional
(163 reviews)

August dates available!! 4 Suites plus! Sleep 16 5 min walk to beach 5.5 baths

Plymouth

8% off
NZ$10,781
for 7 nights, 1 home
NZ$1,540 per night
includes taxes & fees
August dates available!! 4 Suites plus! Sleep 16 5 min walk to beach 5.5 baths
Outdoor dining
Exterior
Living area
Living area
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
NZ$1,357
for 7 nights, 1 cottage
NZ$194 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Exterior
Living area
Interior
Exceptional
(44 reviews)

Shoreline Serenity: Your Coastal Escape

Marshfield

8% off
NZ$6,040
for 7 nights, 1 home
NZ$863 per night
includes taxes & fees
Shoreline Serenity: Your Coastal Escape
Dining
Interior
Private kitchen
Room
Very good
(14 reviews)

Charming garden level 1 bedroom 1 bath apartment in Brockton

Brockton

8% off
NZ$1,494
for 7 nights, 1 home
NZ$213 per night
includes taxes & fees
Charming garden level 1 bedroom 1 bath apartment in Brockton
Dining table with view of ocean in the sunroom
Living area
Exterior
Rose covered flower arch next to unit
Exceptional
(39 reviews)

Maushop Village Getaway with Ocean Views, Steps to Private Beach

Mashpee

8% off
NZ$7,227
for 7 nights, 1 cottage
NZ$1,032 per night
includes taxes & fees
Maushop Village Getaway with Ocean Views, Steps to Private Beach
Interior
Living area
Room
Outdoor dining
Very good
(38 reviews)

The Cabin on Chappy!

Edgartown

8% off
NZ$4,221
for 7 nights, 1 cottage
NZ$603 per night
includes taxes & fees
The Cabin on Chappy!
#2 queen bedroom
sand dune looking down the beach
#1 Queen bedroom -View from queen bed
kitchen sink winter view
Exceptional
(102 reviews)

Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach

East Sandwich

7% off
NZ$5,373
for 7 nights, 1 cottage
NZ$768 per night
includes taxes & fees
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
Outdoor dining
Interior
Interior
Interior
Exceptional
(50 reviews)

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs

15% off
NZ$10,506
for 7 nights, 1 home
NZ$1,501 per night
includes taxes & fees
Luxury Loft Historic Center Oak Bluffs
Interior
Private kitchen
Exterior
Living area
Exceptional
(23 reviews)

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

Falmouth

7% off
NZ$5,295
for 7 nights, 1 home
NZ$756 per night
includes taxes & fees
New Home close to Beach, Bike Path, and Sleeps 10! ☀️ 🏖
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

7% off
NZ$3,772
for 7 nights, 1 home
NZ$539 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Pet Friendly Cape House.
Kayaks to paddle around Waquoit Bay to Washburn Island
Deck with outdoor dining & plenty of flowers.
Open floor plan of Living Room/ Dining room & Kitchen.
Wonderful
(64 reviews)

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

East Falmouth

8% off
NZ$5,430
for 7 nights, 1 home
NZ$776 per night
includes taxes & fees
Steps to the Beach in East Falmouth, PET FRIENDLY & clubhouse heated pool.
Exterior detail
Harbor is a 3-5 minute walk from the suite.
Living area
Room
Exceptional
(25 reviews)

Coastal Private Guest Suite

Cohasset

8% off
NZ$2,549
for 7 nights, 1 home
NZ$364 per night
includes taxes & fees
Coastal Private Guest Suite
Out door seating for 8 & gas grill.
Use of clubhouse heated POOL & tennis courts.
Great kayaking down the street to Washburn Island & Waquoit Bay.
Brand new kitchen with stainless & quartz.
Wonderful
(33 reviews)

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

East Falmouth

8% off
NZ$5,430
for 7 nights, 1 home
NZ$776 per night
includes taxes & fees
Minutes to Menauhant Beach - July & August AVAILABILITY clubhouse heated pool.
KITCHEN
DEN
KING SECOND FLOOR
SIDE VIEW
Exceptional
(21 reviews)

Walk to Children's Beach- house w/ Yard + Firepit

Nantucket

8% off
NZ$20,121
for 7 nights, 1 home
NZ$2,874 per night
includes taxes & fees
Walk to Children's Beach- house w/ Yard + Firepit
Twin bed with trundle bed in second room in Master Bedroom Suite
View of Spinnaker Island and water from Master Bedroom Suite
Portion of garden surrounding my home
Walkway from waterfront to my home at top of stairs
Excellent
(46 reviews)

Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

Hull

8% off
NZ$3,214
for 7 nights, 1 room
NZ$459 per night
includes taxes & fees
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
With everything you need for your stay!
Living room right on the beach. Come in and relax after sunning on the sand!
Also views of East Harbor!
Living space with easy access to  the beach. Just step out the door...
Exceptional
(46 reviews)

Townhouse Beach Front Living - 2BD 3BA - Central AC - Linen Towels provided

North Truro

7% off
NZ$5,603
for 7 nights, 1 home
NZ$800 per night
includes taxes & fees
Townhouse Beach Front Living - 2BD 3BA - Central AC - Linen Towels provided
Guest House front view
DOWN TOWN
living room
Court yard
Exceptional
(86 reviews)

OCEAN VIEWS! Immaculate Quintessential Nantucket Beach Cottage see virtual tour.

Nantucket

8% off
NZ$9,964
for 7 nights, 1 home
NZ$1,423 per night
includes taxes & fees
OCEAN VIEWS! Immaculate Quintessential Nantucket Beach Cottage see virtual tour.
Living area
Property grounds
Dining
Room
Exceptional
(53 reviews)

Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!

Aquinnah

8% off
NZ$3,834
for 7 nights, 1 home
NZ$548 per night
includes taxes & fees
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Exterior
Dining
Fresh Pond
Private kitchen
Exceptional
(8 reviews)

Fresh Pond Cottage! A charming & peaceful getaway for couples or small families.

Plymouth

8% off
NZ$4,303
for 7 nights, 1 cottage
NZ$615 per night
includes taxes & fees
Fresh Pond Cottage! A charming & peaceful getaway for couples or small families.
Room
Exterior detail
Dining
Interior
Exceptional
(41 reviews)

West End Tiny House / Walk to Commercial St

Provincetown

7% off
NZ$1,898
for 7 nights, 1 cottage
NZ$271 per night
includes taxes & fees
West End Tiny House / Walk to Commercial St
A place to rest your head after all the fun you will have here!
Welcome to the porch where you can relax after a day at the beach or golfing!
Exterior
Built in microwave and range.
Wonderful
(64 reviews)

Delightful Cottage for Two

Chatham

8% off
NZ$2,789
for 7 nights, 1 cottage
NZ$398 per night
includes taxes & fees
Delightful Cottage for Two
Private patio with seating for 8. Outdoor shower.
Quiet location with off-street parking for two vehicles. Security camera.
Fully-equipped kitchen
Master Bedroom with access to shared bath, desk, and high-resolution monitor.
Exceptional
(58 reviews)

Beautiful House Minutes from Town, on Bike Path

Nantucket

8% off
NZ$11,239
for 7 nights, 1 home
NZ$1,606 per night
includes taxes & fees
Beautiful House Minutes from Town, on Bike Path
Room
Living area
Dining
Exterior detail
Exceptional
(27 reviews)

Steps to the beach!

Dennis Port

8% off
NZ$4,271
for 7 nights, 1 cottage
NZ$610 per night
includes taxes & fees
Steps to the beach!
Room
Beach
Private kitchen
Terrace/patio
Exceptional
(23 reviews)

Charming Historic Downtown Cottage

Nantucket

7% off
NZ$13,276
for 7 nights, 1 cottage
NZ$1,897 per night
includes taxes & fees
Charming Historic Downtown Cottage
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting historical Southeast Massachusetts

The area's history and museums are just some of the reasons to come on holiday to Southeast Massachusetts. Renowned for its seafood restaurants, sporting events and beaches, this city welcomes all visitors. Take in top local attractions such as Gillette Stadium and Cape Cod Beaches. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Southeast Massachusetts

Are you looking for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that Southeast Massachusetts has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Water Wizz (5.3 mi / 8.5 km)
  • Cape Cod Country Club (8.5 mi / 13.6 km)
  • Pinehills Golf Club (10.1 mi / 16.2 km)
  • Waverly Oaks Golf Club (10.6 mi / 17.1 km)
  • Cape Cod Winery (11.5 mi / 18.4 km)
  • Shining Sea Bikeway (12.1 mi / 19.4 km)

Exploring the beaches and other natural features in Southeast Massachusetts

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Southeast Massachusetts. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Beaches (21.1 mi / 33.9 km)
  • Heritage Museums and Gardens (2.7 mi / 4.3 km)
  • Scusset Beach State Reservation (3.4 mi / 5.5 km)
  • Town Neck Beach (4.1 mi / 6.6 km)
  • Onset Beach (5.3 mi / 8.6 km)
  • Shell Point Beach (5.4 mi / 8.8 km)

Travelling to and around Southeast Massachusetts

The nearest airport is in Plymouth, MA (PYM-Plymouth Municipal), located 14.6 mi (23.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Hyannis, MA (HYA-Barnstable Municipal), which is 15 mi (24.1 km) away.

If you prefer to travel by train, Bourne Buzzards Bay Station, Hyannis Transportation Center and Plymouth Station are the main stations in the city. You can see more of Southeast Massachusetts by catching a ride on the metro at Greenbush Station, North Scituate Station or Cohasset Station.

Frequently asked questions

What is the best area to stay in Southeast Massachusetts when booking a holiday home?
Among the most sought-after destinations to book your holiday home in Southeast Massachusetts is Dennis. Spend your trip here and explore its big-ticket attractions, like Cape Cod Museum of Art and Mayflower Beach.
What is the most popular type of holiday home accommodation in Southeast Massachusetts?
Houses are the most popular style of holiday home in Southeast Massachusetts, according to our data. Even if you've got something a little different in mind, Bookabach has properties in many shapes and sizes. Explore our options to find your perfect match.
How much does it cost to rent a holiday home in Southeast Massachusetts?
Property type, season and length of stay are among the factors that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From cosy country cottages to plush villas, all Bookabach holiday homes offer amazing value.
How much does it cost to rent a beach house in Southeast Massachusetts?
The average price for a holiday home near the beach in Southeast Massachusetts depends on when you're going and the type and size of property you're searching for. Find prices easily and quickly on Bookabach by entering your travel dates. Then use the filter tool to pick the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.
What are popular home amenities in Southeast Massachusetts?
When it comes to home amenities that people look for in Southeast Massachusetts, a microwave oven, a fridge and a stovetop rank highest. With Bookabach holiday homes, you'll enjoy choices to suit your taste and style, whether you're going on a holiday with your partner, your friends or even pets.
Are there large group holiday homes in Southeast Massachusetts?
Pick from 1,509 holiday properties in Southeast Massachusetts that can host 10 or more guests. Whether you're organising a trip with the family or an event like a birthday party, there's ample space to get your loved ones together under one roof.
What are the top attractions for families in Southeast Massachusetts?
There are plenty of cool things to see and do with the family in Southeast Massachusetts, including:
  • Boston Harbour
  • Wrentham Village Premium Outlets
  • Gillette Stadium
Can I find two-bedroom holiday homes in Southeast Massachusetts?
Southeast Massachusetts has 1,668 two-bedroom holiday properties to select from. Enjoy a holiday home with all the space and privacy you want at a price that's hard to resist on Bookabach.
Are there holiday homes with WiFi in Southeast Massachusetts?
You'll find 2,946 holiday homes with WiFi in Southeast Massachusetts. If you want to disconnect from daily life on your holiday, but still need to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Southeast Massachusetts?
The minimum age is usually 16, 18 or 21. It can differ across properties on Bookabach, so check the rules of your chosen Southeast Massachusetts stay before you book.
How long can I rent a holiday home in Southeast Massachusetts for?
How long you can rent a holiday home in Southeast Massachusetts is down to the property. Simply enter your selected travel dates to look at a list of options offering extended stays. With loads of features like air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to discover a perfect place to call your home away from home in Southeast Massachusetts.

More holiday ideas