Massachusetts holiday rentals

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Best Massachusetts holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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R0 - R5 761R5 761 - R11 504R11 504 - R17 247R17 247 - R22 991R22 991+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Massachusetts

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Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
R2 051+
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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(824)
Free Wi-Fi
Air conditioning
R2 283+
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(419)
Parking
Free Wi-Fi
Air conditioning
R2 601+
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
5.7Fair(22)
Free Wi-Fi
Air conditioning
R2 603+
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Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
7.0Good(43)
Free Wi-Fi
Air conditioning
R3 084+
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Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.3Good(315)
Free Wi-Fi
Air conditioning
R3 629+
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Bay Village Suites - Boston
Bay Village Suites
Bay Village
6.0Okay(384)
Free Wi-Fi
R3 642+
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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1124)
Free Wi-Fi
Air conditioning
R3 883+
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Indian Lake House - Worcester - Living room
Indian Lake House
Worcester, MA, United States
8.7Very Good(21)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R4 958+
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Full House/Heart of Worcester - Worcester - Bedroom
Full House/Heart of Worcester
Worcester, MA, United States
10Wonderful(10)
Parking
Free Wi-Fi
Air conditioning
R6 561+
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Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.7Good(937)
Free Wi-Fi
Pet-friendly
Air conditioning
R7 255+
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Beautiful two-story home close to downtown worcester 5beds-4bedroom - West Millbury - Bedroom
Beautiful two-story home close to downtown worcester 5beds-4bedroom
West Millbury, MA, United States
Free Wi-Fi
Air conditioning
R8 294+
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Quiet oasis in the city - Worcester - Bedroom
Quiet oasis in the city
Worcester, MA, United States
Free Wi-Fi
Air conditioning
R9 043+
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New renovation cozy house in Worcester - Worcester - Living room
New renovation cozy house in Worcester
Worcester, MA, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R9 471+
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Beautiful home minutes to shopping center, mall and College of Holy Cross. - Worcester - Dining room
Beautiful home minutes to shopping center, mall and College of Holy Cross.
Worcester, MA, United States
Air conditioning
R21 974+
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The Cottages at Nantucket Boat Basin - Nantucket - Living room
The Cottages at Nantucket Boat Basin
Nantucket, MA, United States
9.3Wonderful(196)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R24 786+
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Useful Info

Good to know

Low season

January

High season

July

Average price (weeknight)

R7 495

Average price (weekend night)

R7 581
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 12% 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

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

    Based on KAYAK holiday rental searches, the most popular destination is Boston (91% of total searches to Massachusetts). The next most popular destination is Chatham (9%).

  • 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 R1 971. 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 R2 051 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, lodges, condos, homestays, houseboats, agritourism, cottages, cabins, boats, chalets, farm stays, campsites, villas, barns, bungalows and caravan parks.

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

    There are a number of dog and pet-friendly Massachusetts holiday rentals, with around 18% 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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Boston Christopher - Boston
Boston Christopher
South End
7.8Good(373)
Free Wi-Fi
Air conditioning
R9 578+
Check availability

Everything you need to know for your stay in Massachusetts

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