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Massachusetts vacation rentals

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Top-rated vacation rentals in Massachusetts

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Private room in Waltham
#13 [Bohemian Stylish Room 5 Min To Brandeis Uni!]
Enjoy your stay and relax in this bright, stylish space on the second floor of a large house with a natural environment. There is a TV in the living room. A dedicated workstation, strong Wi-Fi and plenty of storage space in the room. The guests are welcome to use the fully equipped kitchen, the washer and dryer on the first floor. The house is located 1.7 miles from Brandies Uni, 2.1 miles to Moody St, and 4 min access to I-95. There is a bus station 7 minutes walk away from the property.
$82 per night
Private room in Waltham
#202 Queen Bed
Looking for a comfortable and convenient stay in Waltham, Massachusetts? Look no further! Our charming bedroom located on the main floor of the house offer everything you need for a relaxing stay. Don't miss out on this fantastic opportunity to stay in a comfortable and convenient location in Waltham, Massachusetts. Book now and enjoy all the amenities we have to offer!
$77 per night
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Private room in Waltham
Rm#21, Sm private room, 3min to Moody Street.
One bedroom in a 5-bedroom, 3-shared-bathroom home/apartment in Waltham MA. Different sized bedrooms available, but all have queen beds, Roku-TV's, ceiling fans and large closets. Share kitchen and bathrooms. Completely renovated large 5-bedroom house with 3 bathrooms and 2 livingrooms. Central AC, ample parking, yard, hardwood floors. Quiet time at 10pm nightly.
$73 per night
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Massachusetts beach vacation rentals

Private room in Salem
Studio style, spacious room conveniently located
$71 per night
Private room in Winthrop
The House On Myrtle
$59 per night
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Bungalow in Newburyport
Luxe & Cozy Romantic Retreat by the Sea
$354 per night
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Rental unit in Lynn
Super Cozy Studio in Lynn near Boston/Salem
$112 per night
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Rental unit in Lynn
Charming & Modern Flat in between Boston/Salem!
$135 per night
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Private room in Winthrop
Beautiful Victorian
$80 per night
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Condo in Rockport
Bearskin Neck Rockport ★ Amazing Views ★ Parking
$302 per night
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Loft in Swampscott
Gorgeous Oceanfront Penthouse
$245 per night
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Guesthouse in Marshfield
Adorable 1 bedroom guest house with ocean view
$200 per night
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Loft in Rockport
Chic Downtown Loft ☆ Private Parking ☆ Ocean View
$170 per night
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Private room in Quincy
Sunny Second Floor Suite by North Quincy Station
$67 per night
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Tiny home in Mattapoisett
101 Steps to Beach/Island/Bike Path
$123 per night
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Massachusetts summer vacation rentals

Private room in Waltham
#14 [Super Stylish Room 9 min to Brandeis Uni!]
$71 per night
Private room in Waltham
Private room by the Charles River and near Boston
$75 per night
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Private room in Worcester
Private Queen bedroom near Umass Med School
$34 per night
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Private room in Boston
Large sunny room free parking
$50 per night
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Private room in Quincy
4 mins walk to T station (room A)
$41 per night
Private room in Waltham
Nicely Decorated in Boston Suburb
$80 per night
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Private room in Malden
Cozy Retreat-Close To Train
$50 per night
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Private room in Wellesley
Babson and Wellesley College-Budget Freiendly
$58 per night
Private room in Lowell
◈Lowell◈②Parking⋆CrossPointKronos⋆ShoppingPlaza
$43 per night
Private room in Cambridge
Charming, peaceful room in mid-Cambridge
$64 per night
Private room in Cambridge
The Modica Estates Apartment 4 Room 2
$98 per night
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Private room in Cambridge
The Modica Estates apartment 3 room A
$98 per night
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Massachusetts home rentals

Private room in Quincy
Spacious room in a quiet area
$68 per night
Private room in Lowell
◈Lowell◈⑤Parking⋆CrossPointKronos⋆ShoppingPlaza
$44 per night
Private room in Boston
Clean room with Free parking
$58 per night
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Private room in Malden
Dream Room with working area
$67 per night
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Private room in Waltham
#18 [Stylish Fancy Room in Hearth Of Waltham]
$86 per night
Private room in Somerville
Comfy room close to Metro, Parking Available
$80 per night
Private room in Waltham
Rm#32. Medium private room, 2-bedrooms share bath
$79 per night
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Private room in Waltham
#11 [Joyful Room 5 Min To Brandeis Unversity]
$67 per night
Private room in Waltham
#101 Ensuite Private Bath
$100 per night
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Private room in Malden
Cozy Retreat-Close to Train
$60 per night
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Private room in Boston
Sunny room with Free parking
$51 per night
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Private room in Quincy
Cozy room for convenient travel
$75 per night

Your guide to Massachusetts

All About Massachusetts

Massachusetts’ bustling capital, Boston, draws in travelers seeking to explore the city’s extensive history, legendary baseball stadium, and impressive arts scene — but this northeastern state offers varied geography and options beyond its biggest city. There are opportunities for outdoor adventure, rest and relaxation, and arts and culture throughout the state. Western Massachusetts and the Berkshires is the state's rural mountain region popular with ski resorts and snow-shoeing for outdoor athletes. The towns and many farms of the central region host fall harvest celebrations and farm-to-table dining with some of the state’s best fall foliage driving routes.

Sturbridge Village is ideal for history buffs wanting a glimpse into life in New England during the 19th century. Cape Cod, a hook-shaped peninsula abou 70 miles south of Boston, is known for its beautiful beaches and lighthouses. Beachgoers and island lovers can take a ferry to the islands of Nantucket and Martha’s Vineyard for swimming, surfing, and miles of bike trails. The state’s rich maritime tradition is evident in the northern coastal towns of Newburyport, Rockport, and Marblehead.

Boston is rich in history and culture — dine at one of its award-winning restaurants or make your way through the Freedom Trail, which weaves through the city passing iconic sites of the American Revolution and gorgeous green spaces like Boston Commons and Public Garden.


When is the best time to stay in a vacation rental in Massachusetts?

Fall is an excellent time for a trip to the state, bringing bright, colorful foliage and the chance to meander down the scenic Route 2 highway from Boston to western Massachusetts. There are hot, humid summers and snowy, cold winters here, weather typical for most northeastern states. Summers also come with intense thunderstorms, but that doesn’t stop people from enjoying the beaches or heading to the Berkshires for Tanglewood’s summer music lineup.

Massachusetts is susceptible to hurricanes from June until November, though the majority weaken to tropical storms as they pass by the state. Winters are milder along the coast, with temperatures staying above freezing even in January. As you move further inland, it gets colder, and snowfall in the mountains is perfect for skiing and snowshoeing. Spring is generally wet and cloudy across the state, but let that stop you from exploring the Brimfield Antique Show, the largest antiques show in the country.


What are the top things to do in Massachusetts?

Explore the History of Lexington

Drive 20 minutes outside Boston to the birthplace of the Revolutionary War. Hop on the Liberty Ride Trolley and pass multiple pivotal historical sites. Favorite stops include Lexington Battle Green — where the first shot of the Revolutionary War was fired in 1775 — and significant literary sites from classic American writers.

The Berkshires

Located on the far western border of the state, The Berkshires are popular with outdoor enthusiasts, artists, shoppers, and foodies. Known for the mountains and ski resorts here, it's a winter wonderland for skiers, snowboarders, and even offers snow tubing. Once the snow melts, you’ll find epic hiking trails, white-water rafting, and climbing opportunities abound. Towns throughout the area including Lenox, Great Barrington, Stockbridge, offer farm-to-table restaurants, antique shopping, unique musical experiences, and local theatres.

Western Massachusetts wineries

Explore picturesque vineyards while sipping on award-winning wines from dozens of wineries across Western Massachusetts. A rising star on the global wine stage, the area's wines are hand-crafted from a variety of grapes, fruits, berries, and even flowers. The region’s most common grape varieties are the vinifera varieties including chardonnay, pinot grigio, riesling, and pinot noir. Many of the wineries can be found between Amherst and Springfield with stunning landscapes to enjoy along the way.