Discover a selection of more than 10,000 vacation rentals in Massachusetts, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $83 per night, and houses and cabins are popular options for a stay in Massachusetts. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Massachusetts
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
Destination guide

Explore Massachusetts from vacation home rentals

The Bay State, so named for its bays which characterize the coastline, played an important role in the American Revolution and there are plenty of historical sites that still survive to this day. Its varied topography, which range from wetlands to coastlines, provide homes for a wealth of wild animals. Are you bringing the family on a summer break? If you score a Massachusetts vacation rental along the coast, they'll love the long sunny days on the beach, best spent gorging on ice cream, building castles in the sand and splashing around in the calm shallows.

History

Heritage sites near Massachusetts vacation homes

Massachusetts boasts rich historic sites that date back to the Revolutionary War. Vacation homes are available near fascinating locations like Freedom Trail, a route with historic meetinghouses, churches, museums, and burial grounds, and the Paul Revere House, the colonial-era home of the legendary war hero. You'll also like the Bunker Hill Monument, a granite obelisk marking the Battle of Bunker Hill.

Things to do

Sightseeing near Massachusetts vacation rentals

With more than 170 museums ranging from art to history and at least 50 theaters showing productions year-round, you're not likely to get bored when you stay at a Massachusetts vacation rental. If you're a history buff, particularly those with an interest in the American Revolution, you could book up a Massachusetts vacation rental to visit some of the major monuments and sites of interest. Alternatively, you can drop in to the New Bedford Whaling National Historical Park to find reminders of the days when whaling was one of the largest industries here.

Activities

Activities near Massachusetts vacation homes

When it comes to outdoor activities, Massachusetts has got you covered. When you stay at a Massachusetts vacation rental, you'll have some of the best opportunities for whale watching in the country. Alternatively, you can find a peaceful spot on the banks of the river or shore to cast in your line and try to reel in a big one. The state has some fabulous cycling routes, like the 135-mile Claire Saltonstall Bikeway from Boston to Cape Cod. Visiting in winter? No problem. Rent some skies or snowboards to cruise along the outstanding runs.

Weather

Local weather for your stay in Massachusetts vacation homes

The high season in Massachusetts, particularly along the coast, is the summer season between June and August, when families flock to the seaside. If you nab a Massachusetts vacation rental during this time you can expect bright and sunny days and most of the state's festivities and events. If you're looking to save a few bucks, consider visiting in the shoulder seasons. Spring can be pleasantly warm, often hot enough to stretch out on the beach. During fall, the state bursts into color with the changing of the leaves and winter sees a blanket of snow most years, but there's plenty of outdoor fun to be had still.

Natural features

Wildly different wildlife in Massachusetts

Massachusetts spans from the highlands in the west, through central wetlands and marshes ending on the rocky eastern seaboard. These 3 ecosystems provide habitats for some fascinating wildlife. While you're walking, look out for Blanding's turtles hiding out in the shallow waters, majestic great blue herons wading in search of fish, or busy beavers damming the streams in the woodland. If you're kicking back by the sea and you like to spot wildlife, you've come to the right place. Here, you'll likely spot a wealth of coastal sea birds, as well as red-beaked American oystercatchers and piping plovers.

How to get there

Transportation to and around Massachusetts

Fly into Logan International Airport (BOS), the closest airport, located 18.8 mi (30.3 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Bedford, MA (BED-Laurence G. Hanscom Field), which is 6.3 mi (10.1 km) away.

If you're traveling by train, Lincoln Station, Concord Station and Weston Silver Hill Station are the main stations that serve the city. It's easy to get around Massachusetts by jumping on the metro at West Concord Station, Riverside Station or Woodland Station.

What are the top-rated vacation rentals for weekend getaways in Massachusetts?

Got limited time but want a change of scene? A weekend break is what you need. Book a night or two at one of these rental properties and get ready to feel worlds away from your Monday to Friday:

  • "Luxurious Estate Includes - Tennis Court" - This rental in West Barnstable features amenities that'll make your visit nice and comfy, such as a fenced pool and a porch. Its handy location also makes it a good base to get out and do some sightseeing.
  • "Exceptional - Waterfront Home" - This is another fantastic place where you can relax and unwind and enjoy a mini break. Take advantage of a beach view, a garden and more during your short and sweet stay at this West Barnstable property.

Can I find studio apartments for rent in Massachusetts?

If you want someplace with more personality than a ho-hum hotel room, you'll love our studio apartments in Massachusetts. Cook up a meal in your kitchen, snooze on the lounge and feel completely at home. Take a peek at some of our coziest digs:

  • Sleep, eat, hang out with pals ... Do it all from the compact yet cleverly designed single room space at "Bright, Comfortable 1 - Bedroom". Located in Provincetown, nearby whale-watching activities and tennis are among this property's amenities.
  • Begin your day with a cup of hot coffee and a plate of freshly cooked pancakes at "Cape Cod/oceanfront On Nantucket Sound W". This Bass River getaway has all the things you need to make your visit cozy, including outdoor furniture and a kitchenette.

Can I find short term rentals in Massachusetts?

Spend a few days in an inexpensive cabin or live it up in a luxury condo. Vrbo has plenty of short-term rentals for your vacation in Massachusetts. Take a look at these options for some inspiration:

  • "Luxurious Estate Includes - Tennis Court" in West Barnstable is an ideal place for a short-term stay. It's near the town center, so you'll be able to go out and explore all the best sights without having to travel too far.
  • Otherwise, spend a couple of days at "Exceptional - Waterfront Home" and explore the best of Popponesset. This property also caters to short-stay guests and is a great choice if you love being close to the action.

What are the best romantic weekend getaways in Massachusetts?

A romantic weekend getaway in Massachusetts is a surefire way to feed the flame of passion. Light some scented candles, take your love by the hand and watch the sparks fly at one of these vacation rentals:

  • Catch up on quality time and cuddles at "Oceanfront Contemporary Home - Breathtaking Views" in East Sandwich. A fireplace and beauty services are some of the little touches you'll find here.
  • Alternatively, organize an amorous weekend away at "Panoramic Views Of Snug Harbor In Beautiful West Falmouth". Located in West Falmouth, it offers a nearby bay, a fireplace and other bonuses.

What are the best large group vacation rentals in Massachusetts?

If you're planning that special trip away, don't travel alone; bring everyone along. You'll have more fun sharing the experience with your nearest and dearest. These vacation rentals in Massachusetts are ideal for large groups:

  • "Panoramic Views Of Snug Harbor In Beautiful West Falmouth": Featuring 6 bedrooms, this popular option in West Falmouth has more than enough room for you and the whole gang. Amenities such as a kitchen and a water park are on hand to make things nice and comfy.
  • "Luxurious Estate Includes - Tennis Court": Located in West Barnstable, this option has 6 bedrooms and is another favorite for a get-together with loved ones. There's plenty to keep guests comfortable and content, such as a swimming pool and a firepit.

Are there large vacation rentals that sleep 30 or more in Massachusetts?

Planning a trip to Massachusetts with all your family and friends doesn't have to mean squeezing everyone into just a few rooms. If you're looking for someplace comfy where you and your crew can stretch out, one of these large vacation rentals might just fit the bill:

  • "Family - Friendly Falmouth Retreat": With 4 bedrooms accommodating up to 100 people, this vacation property in Falmouth Heights has all the space you need. A beach view and a garden are just some of the amenities on offer here.
  • "Egyptian Linens And Luxury Amenities By Hermès": Sleeping up to 92 guests and featuring great amenities such as a garden and a nearby river, this is another good choice. It has 5 bedrooms and is located in Cotuit.

What are the best houses for rent with a pool in Massachusetts?

You'll have your choice of houses with a pool in Massachusetts, so pull on your swimsuit and get set to spend your days bobbing around in the water. Here are two popular options to get you inspired:

  • Book a stay at "New House, Steps To Beaches, Main St", where the first item on your must-do list should be taking a dip in the pool. This getaway is located in Hyannis and comes with a range of family-friendly amenities, including a separate dining area and a microwave oven.
  • "Hóll Adventure House - Perfect For Groups" in Siglufjörður is another guest favorite. There's so much to love about this property besides its pool, such as a stereo and outdoor furniture.

What are the best large family vacation rentals in Massachusetts?

There's nothing like a vacation to bring a family together, but first, you need to find the ideal space. These family vacation rentals in Massachusetts come with lots of room to reconnect with your loved ones:

  • Located in East Sandwich, "Oceanfront Contemporary Home - Breathtaking Views" has 3 bedrooms and can sleep up to 8 of your nearest and dearest. A few of the conveniences here include a stereo and childrens activities.
  • Another excellent option, "Panoramic Views Of Snug Harbor In Beautiful West Falmouth" in West Falmouth comes with 6 bedrooms and accommodates up to 12 people. Towels and a balcony will help keep your group happy and comfortable.

What are the best large houses to rent with indoor pools in Massachusetts?

Book a Massachusetts vacation home with an indoor pool and every day can be a pool day. Get away with the whole gang to one of these sprawling rentals that boast this decadent perk:

  • Hop in, the water's fine at "The Half Shell" Cottage In Osterville Village". Located in Düsseldorf Government Region, this quality haven has 4 bedrooms that fit up to 8 guests. A kitchen and a swimming pool are other amenities you'll have access to here.
  • You'll be doing plenty of mingling and relaxing by the indoor pool at "Hyannis Luxury Condo: Wave Pool" in Hyannis. With 3 bedrooms, up to 10 friends can vacation with you at this welcoming property. It's packed with features to keep a large group happy, including a fireplace and a sauna.

Want to see some more options? Use the search bar at the top of the page, adjust the filters to find the Massachusetts vacation rental that's perfect for your needs and secure your dream getaway today.

Explore destinations around Massachusetts

Dennis Port
872 vacation rentals
Provincetown
893 vacation rentals
Hyannis
870 vacation rentals
Nantucket
735 vacation rentals
Wellfleet
2,074 vacation rentals
West Yarmouth
394 vacation rentals
Brewster
3,063 vacation rentals
North Truro
1,120 vacation rentals
Chatham
2,360 vacation rentals
Edgartown
1,016 vacation rentals
Oak Bluffs
1,387 vacation rentals
Eastham
2,032 vacation rentals
Plymouth
691 vacation rentals
East Falmouth
483 vacation rentals
West Dennis
975 vacation rentals
East Sandwich
140 vacation rentals
Mashpee
1,167 vacation rentals
Boston
1,321 vacation rentals
Dennis
782 vacation rentals
Gloucester
407 vacation rentals