Massachusetts holiday homes

We found 15,686 holiday rentals — enter your dates for availability

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Discover a selection of 9960 homes, 3146 apartments and other holiday rentals in Massachusetts that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Popular Massachusetts destinations on Bookabach

Holiday rentals with weekly discounts - Massachusetts

Showing deals for:17 Oct - 24 Oct

Exceptional

(6 reviews)

Berkshires Summer Chalet w/ Pool + Private Hiking Trails

Great Barrington, MA

16% off

NZ$1,198 per night

includes taxes & fees

Exceptional

(43 reviews)

Tranquil waterfront cottage. Recently remodeled, with relaxation in mind.

Marion, MA

8% off

NZ$652 per night

includes taxes & fees

Exceptional

(16 reviews)

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Gloucester, MA

8% off

NZ$659 per night

includes taxes & fees

Enjoy your morning coffee with a sea view :)

Exceptional

(19 reviews)

⭐ The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! ⭐

East Wareham, MA

8% off

NZ$470 per night

includes taxes & fees

Welcome to our Pond-House-By-The-Sea, where memories are created year after year

Exceptional

(17 reviews)

Serene Waterfront Cottage with Private Dock, Walk to Beaches, Golf, Cafe & Shops

Hyannis, MA

14% off

NZ$840 per night

includes taxes & fees

Exceptional

(30 reviews)

This two-bedroom cottage features one queen bed, two twin beds, and a sofa bed.

Nantucket, MA

14% off

NZ$831 per night

includes taxes & fees

Exceptional

(5 reviews)

Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA

Braintree, MA

22% off

NZ$776 per night

includes taxes & fees

A pictureque outdoor dining table on the patio makes al fresco meals a breeze.

Exceptional

(12 reviews)

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Lee, Massachusetts

9% off

NZ$884 per night

includes taxes & fees

Exceptional

(10 reviews)

STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME

Mashpee, MA

7% off

NZ$637 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Massachusetts

Fenway Park

Find the best place to stay - Massachusetts

Showing deals for: 17 Oct - 20 Oct

Peaceful Cozy Water Front Cottage. Step back in time and ENJOY

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

NZ$550 per night

includes taxes & fees

Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!

Sleeps 13 · 5 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$2,674 per night

includes taxes & fees

The historical area of Massachusetts awaits your stay

Enjoy the area's museums, history and live music with a rental holiday home in Massachusetts. Renowned for its sporting events, shopping and restaurants, this city welcomes all visitors. Harvard Square and Faneuil Hall Marketplace are a couple of places to search for that perfect souvenir. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Massachusetts

Are you hoping to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that Massachusetts has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Encore Boston Harbor (16 mi / 25.7 km)
New England Aquarium (17.3 mi / 27.9 km)
Honey Pot Hill Orchards (6.7 mi / 10.8 km)
Butternut Farm Golf Club (6.9 mi / 11.1 km)
Fun and Games Family Entertainment Center (7.5 mi / 12.1 km)
Massachusetts Horticultural Society's Gardens at Elm Bank (9.7 mi / 15.6 km)

Exploring the beaches and other natural features in Massachusetts

Whether you're an outdoor enthusiast or just want to take in the scenery, Massachusetts is a great place to get outside. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

Boston Common (16.5 mi / 26.6 km)
Copley Square (16.1 mi / 26 km)
Walden Pond (3 mi / 4.9 km)
Walden Pond State Reservation (3.1 mi / 5 km)
DeCordova Sculpture Park and Museum (3.9 mi / 6.2 km)
Concord River (4.5 mi / 7.3 km)

Transport to and around Massachusetts

Fly into Boston, MA (BNH-Boston Harbor Seaplane Base), the closest airport, located 18.4 mi (29.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Norwood, MA (OWD-Norwood Memorial), which is 18.5 mi (29.7 km) away.

If you're travelling by train, Lincoln Station, Concord Station and Weston Silver Hill Station are the main stations in the area. You can see more of Massachusetts by jumping on the metro at West Concord Station, Riverside Station or Woodland Station.

Frequently asked questions

What is the best area to stay in Massachusetts when booking a holiday home?

Dennis is one of the most popular locations to select a holiday home in Massachusetts. Looking for some awesome things to do here? Be sure to visit Cape Cod Museum of Art and Mayflower Beach.

What is the most popular type of holiday home accommodation in Massachusetts?

Houses are the most popular style of holiday home in Massachusetts, according to our data. Even if you have a different idea about what you'd like, Bookabach has properties in a variety of sizes and shapes. Compare our options to find your perfect pad.

How much does it cost to rent a holiday home in Massachusetts?

The average price for a holiday home in Massachusetts depends on a number of factors, like time of year, length of stay and property type. Whether you're thinking about a sprawling villa with lots of space or a cosy cabin for just you and your sweetheart, just enter your travel dates to view stays with terrific value.

How much does it cost to rent a beach house in Massachusetts?

Prices for beach houses in Massachusetts differ depending on the type and size of the property and when you're travelling. All you have to do is enter your travel dates into Bookabach and how many guests to see your options and prices. From there you can use our filters to tailor your search by ratings, amenities and more.

What are popular home amenities in Massachusetts?

When it comes to home amenities that people are on the lookout for in Massachusetts, a microwave oven, a stovetop and a fridge rank highest. With Bookabach holiday homes, you'll have options to suit your style and taste, whether you're going on a holiday with your partner, family members or even pets.

Are there large group holiday homes in Massachusetts?

Massachusetts has 1,822 holiday homes that can cater to 10 or more guests. These stays come with the privacy and space you need to enjoy good times with friends and family.

What are the top attractions for families in Massachusetts?

You'll find lots of exciting things to see and do with the family in Massachusetts, including:

New England Aquarium
Fenway Park
TD Garden

Can I find two-bedroom holiday homes in Massachusetts?

Massachusetts has 2,455 two-bedroom holiday homes to choose from. Enjoy a holiday home with all the privacy and comfort you want at an attractive price on Bookabach.

Are there holiday homes with WiFi in Massachusetts?

Whether you want to keep up with the latest headlines, make a video call or update your social media, there are 3,853 holiday homes with WiFi in Massachusetts. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.

How old do you have to be to rent a holiday home in Massachusetts?

The minimum age allowed can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Massachusetts you want to book. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Massachusetts for?

It's really down to the Massachusetts property. To view all available options offering extended stays, just enter your travel dates and guest number into the Bookabach search page. Look forward to having the place to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard where the kids can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.