Massachusetts holiday rentals

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Best Massachusetts holiday rentals

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AED 165 - AED 790AED 790 - AED 1,410AED 1,410 - AED 2,031AED 2,031 - AED 2,651AED 2,651+ per night

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ApartmentCondoHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Massachusetts

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Private Charming Room #4 - Boston
Private Charming Room #4
Brighton
7.0Good(1)
Parking
Air conditioning
AED 294+
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Miranova Suites - Quincy
Miranova Suites
Quincy, MA, United States
6.7Okay(48)
Free Wi-Fi
Air conditioning
AED 364+
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Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
AED 422+
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4BR1BTH South Boston Apt perfect for commutes - Boston
4BR1BTH South Boston Apt perfect for commutes
South Boston
4.5Mediocre(37)
Free Wi-Fi
Air conditioning
AED 485+
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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(835)
Free Wi-Fi
Air conditioning
AED 520+
Check availability
HomeStay B&B in Boston - 3 locations in Dorchester - Boston
HomeStay B&B in Boston - 3 locations in Dorchester
Dorchester
8.6Very Good(500)
Parking
Free Wi-Fi
Air conditioning
AED 555+
Check availability
Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
7.2Good(46)
Free Wi-Fi
Air conditioning
AED 636+
Check availability
4BR 1BH Apt in South Boston near Old Harbor Beach - Boston
4BR 1BH Apt in South Boston near Old Harbor Beach
South Boston
6.9Okay(27)
Free Wi-Fi
Air conditioning
AED 670+
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Bay Village Suites - Boston
Bay Village Suites
Bay Village
5.9Fair(406)
Free Wi-Fi
AED 734+
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Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.4Good(337)
Free Wi-Fi
Air conditioning
AED 855+
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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.6Okay(1145)
Free Wi-Fi
Air conditioning
AED 888+
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Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.8Good(993)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,627+
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The Princeton Boston Luxurious Apartment - New! - Near Downtown Boston, Airport - Boston - Living room
The Princeton Boston Luxurious Apartment - New! - Near Downtown Boston, Airport
East Boston
9.1Wonderful(7)
Free Wi-Fi
Air conditioning
AED 1,705+
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Harmony Medical Suites Chinatown - Boston
Harmony Medical Suites Chinatown
Chinatown
6.1Okay(18)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,827+
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Lovely Fidi Studio Close To Faneuil Hall - Boston
Lovely Fidi Studio Close To Faneuil Hall
Downtown
8.0Very Good(1)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,860+
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Cozy, Convenient Boston. Indulge, you deserve it - Boston - Kitchen
Cozy, Convenient Boston. Indulge, you deserve it
Hyde Park
9.6Wonderful(41)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 2,006+
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Booking Insights

KAYAK’s insights for holiday rentals in Massachusetts

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Massachusetts with confidence.

How early should you book a vacation rental in Massachusetts?

Book at least 15 days before your stay begins to get the best price for your Massachusetts vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
October
AED 1,118
AED 1,401
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 3% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Massachusetts holiday rental

  • If you’re looking for a cheap holiday rental in Massachusetts, you should consider visiting during the low season. The cheapest holiday homes in Massachusetts can be found in September and June.
  • The cheapest night for renting a holiday home in Massachusetts is Wednesday. In contrast, the most expensive is Saturday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Massachusetts for 7 days.
  • Pool, pet friendly, air-conditioned, airport shuttle, and hot tub are the most popular holiday rental property amenities in Massachusetts
  • Holiday rentals in Massachusetts are around 10% more expensive than hotels on average. Search here to compare prices for all accommodation types in Massachusetts.

FAQs when booking a holiday home in Massachusetts

  • What is the most popular holiday rental destination in Massachusetts?

    Based on KAYAK holiday rental searches, the most popular destination is Boston (88% of total searches to Massachusetts). The next most popular destination is Cambridge (13%).

  • How much is a holiday rental in Massachusetts for tonight?

    In the last 72 hours, users have found Massachusetts holiday rentals for tonight for as little as AED 422. Search here for similar prices

  • How much is a holiday rental in Massachusetts for this weekend?

    In the last 72 hours, users have found Massachusetts holiday rentals for this weekend for as little as AED 422 per night. Search here for similar prices

  • What types of holiday rentals are available in Massachusetts?

    There are loads of different property types that you can make your holiday home in Massachusetts. You’ll find apartments, houses, condos, homestays, cabins, cottages, boats, farm stays, houseboats, lodges, villas, agritourism, bungalows, caravan parks, chalets, barns and caravans.

  • Are there any pet-friendly holiday rentals in Massachusetts?

    There are a number of dog and pet-friendly Massachusetts holiday rentals, with around 15% allowing you to bring your pet along with you.

Where to stay in Massachusetts?

Our map will help you find the perfect place to stay in Massachusetts by showing you the exact location of each holiday home.

What Massachusetts holiday rental guests are talking about

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Popular topics

Holiday rentals by topic

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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(835)
Free Wi-Fi
Air conditioning
AED 520+
Check availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(370)
Free Wi-Fi
Air conditioning
AED 1,972+
Check availability

Everything you need to know for your stay in Massachusetts

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