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Massachusetts Christmas Vacation

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Massachusetts Christmas Vacation: Recommended rentals

Massachusetts Christmas Vacation: find your perfect rental from just $19 per night!

House Sandwich
Dec 19 - Dec 26
Free cancellation
House ∙ 7 guests ∙ 2 bedrooms

Child-friendly spacious vacation home with barbeque & garden | Water view | Beach nearby

Sandwich, Barnstable County, Massachusetts
$384
per night
Outstanding(1 rating)
$384
per night
View deal
House East Sandwich
-7%
Dec 20 - Dec 27
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace & grill | Nature view

East Sandwich, Sandwich, Massachusetts
$1,031$963
per night
Outstanding(34 ratings)
$1,031$963
per night
View deal
House Sandwich
-9%
Dec 20 - Dec 27
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with BBQ & patio | Nature view

Sandwich, Barnstable County, Massachusetts
$812$739
per night
Outstanding(154 ratings)
$812$739
per night
View deal
House West Chatham
Dec 20 - Dec 27
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with private pool, barbecue & garden

West Chatham, Chatham, Massachusetts
$2,347
per night
Outstanding(14 ratings)
$2,347
per night
View deal
Cabin Newbury
Dec 20 - Dec 27
Free cancellation
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with BBQ & heated pool

Newbury, Essex County, Massachusetts
$206
per night
$206
per night
View deal
House Great Barrington
Dec 19 - Dec 26
Free cancellation
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with patio & grill | Lake view

Great Barrington, Berkshire County, Massachusetts
$464
per night
Good(110 ratings)
$464
per night
View deal
Cabin Dennis Port
Dec 20 - Dec 27
Free cancellation
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with patio, garden & barbecue | Water view

Dennis Port, Dennis, Massachusetts
$683
per night
Very good(116 ratings)
$683
per night
View deal
House Brant Rock
Dec 20 - Dec 27
Free cancellation
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue | Sea view

Brant Rock, Marshfield, Massachusetts
$347
per night
Outstanding(1 rating)
$347
per night
View deal
House Weymouth
Dec 19 - Dec 26
Free cancellation
House ∙ 8 guests ∙ 3 bedrooms

House with private pool, barbeque & jacuzzi | Water view

Weymouth, Plymouth County, Massachusetts
$832
per night
Very good(1 rating)
$832
per night
View deal
Cabin Dennis Port
Dec 19 - Dec 26
Cabin ∙ 2 guests ∙ 1 bedroom

Family-oriented wonderful cottage with grill | Beach view | Beach nearby

Dennis Port, Dennis, Massachusetts
$240
per night
Outstanding(3 ratings)
$240
per night
View deal
House Brant Rock
Dec 20 - Dec 27
Free cancellation
House ∙ 8 guests ∙ 2 bedrooms

Vacation home with patio & grill | Sea view

Brant Rock, Marshfield, Massachusetts
$364
per night
Excellent(23 ratings)
$364
per night
View deal
House Osterville
Dec 20 - Dec 27
House ∙ 13 guests ∙ 5 bedrooms

Vacation home with terrace, garden & barbecue

Osterville, Barnstable, Massachusetts
$1,599
per night
Outstanding(42 ratings)
$1,599
per night
View deal
House Orleans
Dec 20 - Dec 27
Free cancellation
House ∙ 4 guests ∙ 2 bedrooms

Family-oriented house with barbeque | Perfect for remote work | Pets are welcome

Orleans, Orleans Town, Massachusetts
$264
per night
Outstanding(2 ratings)
$264
per night
View deal
House Pocasset
Dec 20 - Dec 27
Free cancellation
House ∙ 8 guests ∙ 2 bedrooms

Family-oriented nice house with garden & barbecue | Water view | Beach nearby | Pet-friendly

Pocasset, Bourne, Massachusetts
$252
per night
Outstanding(2 ratings)
$252
per night
View deal
House Stockbridge
Dec 19 - Dec 26
Free cancellation
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with BBQ, hot tub & private pool

Stockbridge, Berkshire County, Massachusetts
$1,232
per night
Outstanding(3 ratings)
$1,232
per night
View deal

Christmas in the Historic State of Massachusetts

As one of the oldest, most historic regions in the United States, it's no surprise that Massachusetts, and its state capital of Boston, offer plentiful charm and tradition for the Christmas holiday season. The range of opportunities for a festive vacation, from the lively city, to the suburban light-filled streets of Somerville, to the countryside, can accommodate all the holiday wishes of families, couples, and solo travelers alike.
Where to See Massachusetts's Best Holiday Lights

Where to See Massachusetts's Best Holiday Lights

From botanical gardens to city squares, each year various parts of Massachusetts put on great Christmas lights displays you won't want to miss if you're in town from the middle to the end of December.

  • 1. Forest Park, Springfield

    The spectacular 3mi. display of holiday lights known as Bright Nights at Forest Park, attracts visitors from far and wide during its run from late November through New Year's. A few of the highlights include traversing Santa’s Magical Forest, Suess Land, and the Victorian Village. Kids have the opportunity to visit with Santa, and you can dine on traditional dishes in Dicken's themed dining room. Don't forget about the numerous stalls selling lovely Christmas crafts.

  • 2. Boston Common

    Each festive season, Boston Common is adorned with fairy lights, and a tree from Nova Scotia stands tall amid the center of the square. The local skating club put on the Frog Pond Skating Spectacular, a wonderful ice skating performance. If you can't make the opening ceremony, fear not, the assortment of lights and ornaments are still enough to melt the heart of the most ardent Scrooge.

  • 3. Tower Hill Botanic Garden

    Every year the oldest botanical garden in the state puts on one of the best lights displays in Massachusetts. The range of tropical plants and trees are adorned with twinkling lights to create quite a unique festive experience.

Best Places to Stay for Christmas in Massachusetts

Apartment Boston
Dec 20 - Dec 27
$350
per night
Apartment ∙ 3 guests ∙ 2 bedrooms

Child-friendly pleasant rental apartment | Close to Faneuil Hall | Pets are welcome

Boston, Suffolk County, Massachusetts, United States
View deal
Apartment Boston
Dec 20 - Dec 27
$547
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Family-friendly nice apartment with hot tub | Pets are welcome

Boston, Suffolk County, Massachusetts, United States
View deal
Apartment Boston
Dec 20 - Dec 27
$378
per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Rental apartment with 4 rooms for 8 persons

Boston, Suffolk County, Massachusetts, United States
Free cancellation
View deal
Best Family Christmas Getaways in Massachusetts

Best Family Christmas Getaways in Massachusetts

Massachusetts, as one of the original thirteen colonies, is home to substantial traditional architecture. When adorned in lights, it creates a picture-perfect setting for the festive season.

  • 1. Marblehead

    The town is famous for its early December Christmas walk, a four-day tree-lighting and caroling extravaganza that sees Santa and Mrs. Claus arrive by boat via the harbor. You and your children can also enjoy a range of markets and activities, including a charming gingerbread festival, throughout the rest of the month.

  • 2. Newburyport

    The quaint town of Newburyport exudes traditional charm. A Santa parade, traditional tree lighting, and the so-called Invitation Nights (fear not, these shopping nights require no actual invitation!) throughout the month all coalesce to create the perfect family Christmas experience. The Tannery Marketplace is a superb location to pick up some last-minute gifts.

  • 3. Somerville

    Somerville is known for its Illumination Trolley Tour, during which you can admire houses up and down the picturesque streets donned in holiday lights from top to bottom. Winter-ready sports enthusiasts can feel free to don bikes with lights and ride alongside the trolley tour, following the iconic procession.

Recommended Accommodations for Christmas in Massachusetts

House Harwich Port
Dec 20 - Dec 27
$1,449
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly house with private pool, yard & grill

5.0
Outstanding(1 rating)
Harwich Port, Harwich, Massachusetts
Free cancellation
View deal
House Dennis Port
Dec 20 - Dec 27
$443
per night
House ∙ 9 guests ∙ 4 bedrooms

Child-friendly vacation home with grill & terrace | Next to the beach | Good for workation

4.9
Outstanding(42 ratings)
Dennis Port, Dennis, Massachusetts
Free cancellation
View deal
House East Harwich
Dec 20 - Dec 27
$372
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented lovely house with BBQ | Lake view | Pets allowed

5.0
Outstanding(1 rating)
East Harwich, Harwich, Massachusetts
View deal
Best Places for Couples to Spend Christmas in Massachusetts

Best Places for Couples to Spend Christmas in Massachusetts

A Massachusetts Christmas vacation for couples is equally enjoyable whether you spend it in bustling Boston or in one of the state's quaint small countryside towns. Both possess ample historic character, and are wonderful places to spend the festive season.

  • 1. Boston

    Boston is a fantastic destination for couples looking for a Christmas vacation with plenty to do. The city's scenic waterfront is decked in lights, and there are plenty of bars and restaurants where you can eat and drink away the season. The cobbled streets of the Cradle of Liberty are a romantic delight, while the city abounds in cultural attractions, like the Museum of Fine Arts, Gibson House, and the JFK Presidential Library and Museum.

  • 2. Martha's Vineyard

    This New England island is packed with quaint harbor towns, long stretches of sandy beaches, and lighthouses. Christmas here can be quite romantic. Winter walks along the beach and mulled wine on the porch of your accommodation will contribute to a festive season to remember.

  • 3. Nantucket

    The sleepy towns of the island of Nantucket are perfect for couples seeking some festive peace. The focus is on the numerous beaches, but the quaint stores and restaurants of the island's various villages are perfect for hibernating with that special somebody over a Massachusetts Christmas vacation.

Top Offers for Christmas in Massachusetts

House Harwich Port
Dec 19 - Dec 26
$371
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly house with yard & barbeque | Beach nearby | Pets allowed

Harwich Port, Harwich, Massachusetts
Free cancellation
View deal
House Mattapoisett
Dec 19 - Dec 26
$636
per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly house | Water view | Beach nearby

5.0
Outstanding(2 ratings)
Mattapoisett, Plymouth County, Massachusetts
Free cancellation
View deal
House Bourne
Dec 19 - Dec 26
$468
per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue | Water view

4.8
Outstanding(11 ratings)
Bourne, Barnstable County, Massachusetts
View deal

Information about Massachusetts Christmas Vacation

📏 Average home size 186 m²
😎 Least busy month September
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months July and August
❄️ Coldest months 19 °F in January and February

Massachusetts Christmas Vacation: frequently asked questions

Massachusetts Christmas Vacation: What is the nightly price for a stay?

You can get a great vacation rental from $491 and get discounts up to 17%!

Massachusetts Christmas Vacation: are there many vacation homes available for large groups?

House rental in Massachusetts typically fits 8 people.

Massachusetts Christmas Vacation: what kinds of vacation rentals can I find?

There are 2,648 Apartment rentals and 10,929 House rentals available in Massachusetts.

Average Nightly Rental Prices in Massachusetts

Click on any bar to see price and availability information

Vacation Rental Price Information in Massachusetts

Vacation Rental Availability in Massachusetts

Rental availability information in Massachusetts

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