Winter Vacation Rentals & Cabin Rentals in Massachusetts

Compare 53,018 available vacation home properties, starts from $10

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Massachusetts: Top Deals

Best Western Hartford Hotel and Suites
Best Western Hartford Hotel and Suites
Best Western Hartford Hotel and Suites
Best Western Hartford Hotel and Suites
Best Western Hartford Hotel and Suites
Best Western Hartford Hotel and Suites
4.0 (293 reviews)
Best Western Hartford Hotel and Suites
Hotel
$93 /night
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Aqualina Inn Montauk
Aqualina Inn Montauk
Aqualina Inn Montauk
Aqualina Inn Montauk
Aqualina Inn Montauk
Aqualina Inn Montauk
Aqualina Inn Montauk
4.7 (308 reviews)
Aqualina Inn Montauk
Hotel
$159 /night
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14 Charles St Apartment
14 Charles St Apartment
14 Charles St Apartment
14 Charles St Apartment
14 Charles St Apartment
14 Charles St Apartment
14 Charles St Apartment
4.8 (12 reviews)
14 Charles St Apartment
Apartment
$120 /night
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Americas Best Value Inn - Manchester
Americas Best Value Inn - Manchester
Americas Best Value Inn - Manchester
Americas Best Value Inn - Manchester
Americas Best Value Inn - Manchester
4.0 (76 reviews)
Americas Best Value Inn - Manchester
Hotel
$60 /night
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Best Western Plus New England Inn & Suites
Best Western Plus New England Inn & Suites
Best Western Plus New England Inn & Suites
Best Western Plus New England Inn & Suites
Best Western Plus New England Inn & Suites
Best Western Plus New England Inn & Suites
4.2 (172 reviews)
Best Western Plus New England Inn & Suites
Hotel
$79 /night
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Bellissimo Grande Hotel
Bellissimo Grande Hotel
Bellissimo Grande Hotel
Bellissimo Grande Hotel
Bellissimo Grande Hotel
Bellissimo Grande Hotel
Bellissimo Grande Hotel
4.2 (1220 reviews)
Bellissimo Grande Hotel
Hotel
$84 /night
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Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
Aqua by American Beech
4.4 (261 reviews)
Aqua by American Beech
Hotel
$169 /night
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Abbey's Lantern Hill Inn
Abbey's Lantern Hill Inn
Abbey's Lantern Hill Inn
Abbey's Lantern Hill Inn
Abbey's Lantern Hill Inn
Abbey's Lantern Hill Inn
Abbey's Lantern Hill Inn
4.8 (89 reviews)
Abbey's Lantern Hill Inn
Hotel
$164 /night
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Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
Beach Plum Resort
4.3 (122 reviews)
Beach Plum Resort
Resort
$174 /night
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Similar Inspirational Vacation Rental Destinations

How Does The Vacation Home Rental Price Look Like in Massachusetts?
Vacation House & Cottage Rental Price Information in Massachusetts
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The graph shows the percentages of vacation homes in each price bucket. Massachusetts has the largest percentage (19.36%) of homes in $500+ price range.
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What are some of the best activities and places of interest for snowbirds in Massachusetts?
Snowbirds Friendly Places and Activities in Massachusetts
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Massachusetts is a great place for snowbirds. It offers a wide range of activities, communities, and places of interest that appeal to seniors. Its proximity to healthcare facilities, museums, shopping centers, and other amenities make it an ideal destination for snowbirds.

  • Franklin Park Zoo

    The Franklin Park Zoo in Boston is a great spot for snowbirds looking to explore the beauty of nature. The zoo features over 200 species of animals, as well as educational programs and interactive experiences.

  • Fenway Park

    Fenway Park in Boston is one of the most iconic stadiums in America. Snowbirds can experience the thrill of watching a Red Sox game, enjoy the amazing atmosphere, and take part in pre-game festivities.

  • Plimoth Plantation

    Plimoth Plantation in Plymouth is a living history museum that allows visitors to experience life during the 17th century. It also has a variety of interactive exhibits and workshops that will be of interest to snowbirds.

How Many Accommodations Are Not Pets Friendly in Massachusetts?
Percentage of Pet Friendly Rental Properties in Massachusetts
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26.71% of vacation homes in Massachusetts are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Best Tourist Attractions in Massachusetts?
Destinations To Visit During the Winter in Massachusetts
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