Massachusetts holiday rentals

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Best Massachusetts holiday rentals

Most recommended holiday rentals in Massachusetts

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Homestay Near Downtown Boston - Andrew Station Area - Boston - Kitchen
Homestay Near Downtown Boston - Andrew Station Area
Dorchester
8.2Very Good(26)
Parking
Free Wi-Fi
RM 832+
Check availability
Homestay - B&b - Near South Boston - Jfk-Umass Area - Boston - Kitchen
Homestay - B&b - Near South Boston - Jfk-Umass Area
Dorchester
8.4Very Good(17)
Parking
Free Wi-Fi
RM 851+
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Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.7Good(920)
Free Wi-Fi
Pet-friendly
RM 2,115+
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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1121)
Free Wi-Fi
RM 1,027+
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Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
6.6Okay(41)
Free Wi-Fi
RM 803+
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The Cottages at Nantucket Boat Basin - Nantucket - Living room
The Cottages at Nantucket Boat Basin
Nantucket, MA, United States
9.0Wonderful(190)
Parking
Free Wi-Fi
Pet-friendly
RM 5,529+
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Global Luxury Suites East Boston - Boston - Lounge
Global Luxury Suites East Boston
East Boston
7.4Good(152)
Free Wi-Fi
Pool
Pet-friendly
RM 1,709+
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Suites At 143 Arlington Street - Boston
Suites At 143 Arlington Street
Bay Village
6.7Okay(79)
Free Wi-Fi
RM 943+
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Bay Village Suites - Boston
Bay Village Suites
Bay Village
6.2Okay(368)
Free Wi-Fi
RM 948+
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HomeStay B&B in Boston - 3 locations in Dorchester - Boston
HomeStay B&B in Boston - 3 locations in Dorchester
Dorchester
8.7Very Good(375)
Parking
Free Wi-Fi
RM 846+
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Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
RM 649+
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Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.3Good(304)
Free Wi-Fi
RM 953+
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4BR 1BH Apt in South Boston near Old Harbor Beach - Boston
4BR 1BH Apt in South Boston near Old Harbor Beach
South Boston
5.9Fair(20)
Free Wi-Fi
RM 813+
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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
RM 774+
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Boston Monadnock Properties - Boston
Boston Monadnock Properties
Dorchester
8.7Very Good(120)
Free Wi-Fi
RM 735+
Check availability
4BR1BTH South Boston Apt perfect for commutes - Boston
4BR1BTH South Boston Apt perfect for commutes
South Boston
4.7Mediocre(30)
Free Wi-Fi
RM 870+
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RM 0 - RM 883RM 883 - RM 1,761RM 1,761 - RM 2,643RM 2,643 - RM 3,522RM 3,522+ per night

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

September

Average price (weeknight)

RM 1,228

Average price (weekend night)

RM 1,128
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 51% 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

FAQs when booking a holiday home in Massachusetts

  • 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 RM 298. 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 houses, homestays, lodges, agritourism, apartments, cottages, condos, houseboats, cabins, boats, chalets, farm stays, villas, barns, campsites, bungalows and caravan parks.

  • What are some of the most-loved holiday rentals available in Massachusetts?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Quarters On Dot By Thatch.

  • 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.

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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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Holiday rentals by topic

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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
RM 774+
Check availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(375)
Free Wi-Fi
RM 2,323+
Check availability

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