Massachusetts holiday rentals

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Best Massachusetts holiday rentals

Most recommended holiday rentals in Massachusetts

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Welcome to Honey Spot! - Springfield - Bedroom
Welcome to Honey Spot!
Springfield, MA, United States
9.6Wonderful(53)
Free Wi-Fi
₹ 44,113+
View availability
Cozy Haven - Springfield - Bedroom
Cozy Haven
Springfield, MA, United States
10Wonderful(1)
Parking
Free Wi-Fi
₹ 21,971+
View availability
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield - Springfield - Bedroom
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Springfield, MA, United States
₹ 26,144+
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Upscaled Quiet Neighborhood- Modern 3 Bdrm - Springfield - Bedroom
Upscaled Quiet Neighborhood- Modern 3 Bdrm
Springfield, MA, United States
Free Wi-Fi
₹ 21,716+
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Charming 3 bed/2 bath town home with gorgeous back yard - Springfield - Living room
Charming 3 bed/2 bath town home with gorgeous back yard
Springfield, MA, United States
₹ 54,588+
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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1121)
Free Wi-Fi
₹ 20,207+
View availability
Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.7Good(920)
Free Wi-Fi
Pet-friendly
₹ 41,637+
View availability
Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
6.6Okay(41)
Free Wi-Fi
₹ 15,805+
View availability
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
₹ 108,841+
View availability
Fair vacation rental - Springfield
Fair vacation rental
Springfield, MA, United States
3.3Poor(16)
Free Wi-Fi
₹ 19,277+
View availability
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
₹ 16,656+
View availability
Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
₹ 12,774+
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Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.3Good(304)
Free Wi-Fi
₹ 18,755+
View availability
Bay Village Suites - Boston
Bay Village Suites
Bay Village
6.2Okay(368)
Free Wi-Fi
₹ 18,654+
View availability
4BR 1BH Apt in South Boston near Old Harbor Beach - Boston
4BR 1BH Apt in South Boston near Old Harbor Beach
South Boston
5.9Fair(20)
Free Wi-Fi
₹ 15,995+
View availability
Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(818)
Free Wi-Fi
₹ 15,228+
View availability
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₹ 0 - ₹ 16,436₹ 16,436 - ₹ 32,872₹ 32,872 - ₹ 49,308₹ 49,308 - ₹ 65,658₹ 65,658+ per night

Property type

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

December

Average price (weeknight)

₹ 27,567

Average price (weekend night)

₹ 21,572
Cheapest month to stay with an average 13% drop in price.
Most expensive month to stay with an average 60% 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 December and November.
  • The cheapest night for renting a holiday home in Massachusetts is Tuesday. In contrast, the most expensive is Thursday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Massachusetts for 3 days.
  • Pool, kitchen/kitchenette, 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 26% more expensive than hotels on average. Search here to compare prices for all accommodation types in Massachusetts.
See more tips

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 (81% of total searches to Massachusetts). The next most popular destinations are Springfield (6%) and Falmouth (6%). Searches for holiday rentals in Brookline (6%) are also popular.

  • 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 ₹ 5,872. 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, condos, houses, homestays, houseboats, agritourism, cottages, boats, cabins, chalets, farm stays, lodges, villas, barns, campsites, bungalows and campgrounds.

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

    There are many types of properties available for Massachusetts holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Econo Lodge and 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.

See more FAQs

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
₹ 15,228+
View availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(375)
Free Wi-Fi
₹ 45,731+
View availability

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