Vacation rentals in Massachusetts

Vacation rentals in Massachusetts

Start comparing over 9,728 rentals in Massachusetts and book at the best price!

Best Vacation Rentals in Massachusetts

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 8 Guests in Yarmouth (ma), Cape Cod
Vacation Rental for 8 Guests in Yarmouth (ma), Cape Cod, Picture 1
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Yarmouth (ma), Cape Cod
Vacation Rental • 8 Guests • 2 Bedrooms
(9 reviews)
Spend amazing days discovering Provincetown, Cape Cod National Seashore, the lovely boutiques and art galleries, and the stunning beaches. Our comfortable cottage is ideally located in South Yarmouth, only 7 minutes away from West Dennis Beach and 4 minutes to Bass River Golf Course. Our charming cottage in South Yarmouth offers an ideal location to unplug and relax close to Long Pond.• Long Pond View• 3-Season Sunroom• Fully-Equipped Kitchen• Private Yard• Dedicated Workspace w/ Printer• Short Drive to West Dennis Beach & Bass River Golf CourseEscape to Cape Cod for your next relaxing ...
from $200 / night
Vacation Rental for 4 Guests in Boston, Massachusetts
Vacation Rental for 4 Guests in Boston, Massachusetts, Picture 1
Vacation Rental for 4 Guests in Boston, Massachusetts, Picture 2
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Boston, Massachusetts
Vacation Rental • 4 Guests • 2 Bedrooms
A beautiful, upscale apartment awaits you. Located in Boston's Premier Back Bay District and close to the South End too, this outstanding apartment offers you an elevated experience. Please note the photos are representative, I am currently refurbishing the apartment. Layout and photos may be different when you arrive but the photos give you a feel for the place.A full private office is included with a wireless all-in-1 printer, copier, and scanner so you can work and then rest and play! Awesome amenities such as a gym, library/business lounge, patio area, and in the summer a rooftop pool w...
from $321 / night
Vacation Rental for 2 Guests in Boston, Massachusetts
Vacation Rental for 2 Guests in Boston, Massachusetts, Picture 1
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Boston, Massachusetts
Vacation Rental • 452 ft² • 1 Bedroom
Welcome to the Good Hotel in South End Boston! Looking to get the most out of your Boston experience? Our cozy studio is the perfect home base for all your adventures. Nestled in the heart of the historic South End, you'll be surrounded by the city's best restaurants, shops, and attractions.Inside, you'll find all the comforts of home, including a comfortable bed, an ensuite bathroom, and access to a shared kitchen equipped with modern appliances. And with shared laundry facilities, you'll have everything you need for a stress-free stay. Welcome to your urban oasis in the heart of Boston's ...
from $158 / night

Prices and availability

Current Vacation rental prices Massachusetts

$480for 25 May - 1 Jun
$467 annual average
Average price per week

Current vacation rental availability Massachusetts

25%for 25 May - 1 Jun
40% annual average
Percentage of available rentals

Highlights Massachusetts

  • Historic sites
  • Beach town
  • Amusement park
  • University campus
  • Baseball stadium

Vacation rentals in Massachusetts

A peaceful New England destination

Massachusetts is a peaceful New England state packed with a wide range of activities for all types of travelers to enjoy. The state is home to one of the top universities in the country, as well as a plethora of incredible cities, beaches, and historic sites. Winters are cold, so the best time to visit Massachusetts is between April and October. However, if you enjoy winter sports, the months of November through February are the best times to visit, as there are several top-rated ski resorts throughout the state.

Finding your perfect Massachusetts vacation rental

Massachusetts offers a wide range of vacation rentals brimming with New England charm. Opt for a rental along the seaside in a coastal region of the state with a private balcony where you can enjoy ocean views. Stay in a city apartment with an urban design style, just steps away from a variety of shops, restaurants, and museums. Many rentals are tucked away in nature, surrounded by trees, the sounds of a trickling creek, and scenic views. Families and large groups can enjoy oversized rentals with numerous bedrooms and bathrooms to comfortably accommodate everyone. Pet-friendly rentals are available for people traveling with pets.

Vacations in Massachusetts

The area and getting around

Arriving in Massachusetts

The largest airport in Massachusetts is Boston Logan International Airport, located just a short drive outside the city of Boston. There are several car rental companies located in the airport as well as in Boston. It is highly recommended to rent a car during your stay, especially if you plan to visit different regions around the state. If you’ll be basing yourself in Boston, however, it is possible to get around using rideshare apps such as Uber or Lyft.

Getting around Massachusetts

Massachusetts is the 7th smallest state in the United States which makes it easy to see many different areas of the state without spending an excessive amount of time in the car. Driving from Boston to Cape Cod only takes a little over an hour. Getting from Boston to Salem is around a 30-minute drive.

Travelers and activities

Massachusetts for families

A family-trip to Massachusetts can be a memorable and historical experience for children and adults alike. The state is home to the enormous Six Flags New England theme park, which is considered one of the best amusement parks on the East Coast. Head here for a day of fun and enjoy thrilling rollercoasters, entertaining shows, games, food, and other fun attractions. Also, take a tour of the historic and prestigious Harvard University. Located in the town of Cambridge, the university is officially the oldest in the entire country, having been built in the early 1600s. The architecture and stunning green grounds are well-worth a visit.

Massachusetts for history lovers

The 3-mile Freedom Trail in Boston is a must-visit for any history enthusiast. The well-marked trail is situated in the historic district of Boston and winds through a series of colonial streets. It includes 16 of the most iconic historic sites in the country. Pay a visit to the Minute Man National Historic Park. The park marks the location where the American Revolution was first initiated. To visit the location where the first shots of the American Revolution were fired in 1775, head to the historic site of the Battle Green in Lexington.

Did you know that the first lighthouse to be constructed in the USA was built in Boston in 1716?

Top 5 travel tips in Massachusetts

1. Explore the city of Boston

The capital city of Massachusetts is Boston, and it is an incredible city not to be missed. The historic city is home to several historic sites, including the Boston Tea Party Ships & Museum. Visit art museums, enjoy world-class dining, and spend a few hours walking around and discovering this picturesque seaside city.

2. Visit the quintessential New England beach town of Cape Cod

Cape Cod is a peninsula that juts off from mainland Massachusetts into the Atlantic Ocean. The quaint seaside town boasts endless miles of pristine beaches, lighthouses, and mouthwatering seafood restaurants. There are some excellent museums in town as well. Head here for a few days of relaxing by the seaside in this idyllic part of the state.

3. Visit the Plimoth Plantation

Massachusetts was the first of the 13 original colonies and the Plimoth Plantation living museum aims to recreate the first New England settlement where the pilgrims lived in the early 1600s. You can participate in a tour of the settlement where you’ll even get to see actors who are wearing 17th century clothes and performing the same tasks of gardening, building, and living that the pilgrims had done.

4. Catch a game at Fenway Park

This famed, timeless baseball stadium was first established in the early 1900s and stands as one of the most distinctive “All American” baseball parks in the entire country. Buy tickets to catch a game at this lively stadium where you can experience the enthusiasm of the fans first hand! There are plenty of concession options for food and drinks as well.

5. Visit Salem

Salem is well-known for its witch trials in the late 1600s. Today, you’ll find a variety of attractions to explore in this picturesque town. Browse museums and art galleries, enjoy excellent shopping, and dine at top-rated restaurants. You can easily spend a day or two exploring this city.

FAQs: Vacation Rentals in Massachusetts

How much did it cost for a vacation rental in Massachusetts last year?

At an average cost of $422 per night, Massachusetts lies at the upper end of the price range for vacation rentals in the USA.

Which months allow you to save the most on vacation rentals?

According to last year, the months that hurt your pocket the least in Massachusetts are February, March and January, with average prices of $347, $362, and $392, respectively.

When are vacation rentals more expensive in Massachusetts?

Last year, the month that showed the highest annual average prices in Massachusetts was August, with an average price of $501 per night. This was followed by July, with an average of $500, and then September, with $461.

Are there usually many vacation rentals available in Massachusetts?

If you decide to put Massachusetts on your bucket list, we recommend organizing your vacation ahead of time because it tends to be very high in demand, with an annual average of 68% of rentals booked the previous year.

What time of the year can I find more available vacation rentals?

Last year, the months with the most vacation rentals available of the year in Massachusetts were May, June and October, with average availabilities of 72%, 62%, and 33%, respectively.

When will it be harder to find an available vacation rental in Massachusetts?

The month with the highest average booked rental figures is August (only 8% of properties were available on average last year). Followed by July (17%), and then April (19%). During these three months, the availability is very low (15%). It is therefore recommended to book early.

How many rentals does Holidu have in Massachusetts?

We have grouped together the offers from 12 different partners in Massachusetts, so we can provide you with around 9,000 properties. You're going to have a hard time choosing!

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