Massachusetts holiday rentals

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Best Massachusetts holiday rentals

Most recommended holiday rentals in Massachusetts

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One Bedroom Fully Furnished Apartment - Shrewsbury - Living room
One Bedroom Fully Furnished Apartment
Shrewsbury, MA, United States
Free Wi-Fi
Air conditioning
AED 661+
Check availability
Cozy Large House Close To Tufts/Harvard/Mit 4br - Medford - Bedroom
Cozy Large House Close To Tufts/Harvard/Mit 4br
Medford, MA, United States
8.7Very Good(6)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 2,667+
Check availability
Cozy 3B2Ba Home with huge backyard and Gym - Northborough - Living room
Cozy 3B2Ba Home with huge backyard and Gym
Northborough, MA, United States
8.5Very Good(1)
Parking
Free Wi-Fi
Air conditioning
AED 1,598+
Check availability
Remodeled Single Family, Enjoy a experience at this centrally located place.\n - Worcester - Living room
Remodeled Single Family, Enjoy a experience at this centrally located place.\n
Worcester, MA, United States
Air conditioning
AED 1,201+
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Charming home Centrally located in Worcester - Worcester - Living room
Charming home Centrally located in Worcester
Worcester, MA, United States
10Wonderful(2)
Parking
Free Wi-Fi
Air conditioning
AED 1,263+
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Spacious Private Entrance Master Bedroom/Bath - Wellesley - Building
Spacious Private Entrance Master Bedroom/Bath
Wellesley, MA, United States
9.9Wonderful(40)
Free Wi-Fi
Air conditioning
AED 577+
Check availability
Dreamy Somerville 2BR w/ W/D, near Union Square T Stop - Somerville - Living room
Dreamy Somerville 2BR w/ W/D, near Union Square T Stop
Somerville, MA, United States
Air conditioning
AED 690+
Check availability
41 Convenient Townhouse - Quincy - Kitchen
41 Convenient Townhouse
Quincy, MA, United States
9.3Wonderful(28)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,930+
Check availability
Modern 2 Bedroom Apartment in Quincy - Quincy - Living room
Modern 2 Bedroom Apartment in Quincy
Quincy, MA, United States
8.6Very Good(8)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,306+
Check availability
Charming Large 3 Bedroom Entire Home - Worcester - Living room
Charming Large 3 Bedroom Entire Home
Worcester, MA, United States
Free Wi-Fi
Air conditioning
AED 1,818+
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Spacious Medford Gem - Medford - Living room
Spacious Medford Gem
Medford, MA, United States
9.4Wonderful(19)
Parking
Free Wi-Fi
Air conditioning
AED 1,514+
Check availability
Beautiful home in Wellesley's Historic district - Wellesley - Bedroom
Beautiful home in Wellesley's Historic district
Wellesley, MA, United States
Air conditioning
AED 10,702+
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Charming 3BR Colonial Home in Wellesley - Wellesley
Charming 3BR Colonial Home in Wellesley
Wellesley, MA, United States
Air conditioning
AED 969+
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Cozy Stay for Single or a Couple - Everett
Cozy Stay for Single or a Couple
Everett, MA, United States
Parking
Free Wi-Fi
Air conditioning
AED 851+
Check availability
Beautiful 2 Bed Apt Minutes from Encore - Everett
Beautiful 2 Bed Apt Minutes from Encore
Everett, MA, United States
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,182+
Check availability
39 Newly Built Townhouse - Quincy
39 Newly Built Townhouse
Quincy, MA, United States
8.0Very Good(1)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 2,167+
Check availability
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AED 0 - AED 2,204AED 2,204 - AED 4,407AED 4,407 - AED 6,611AED 6,611 - AED 8,811AED 8,811+ per night

Property type

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

July

Average price (weeknight)

AED 1,127

Average price (weekend night)

AED 1,126
Cheapest month to stay with an average 21% drop in price.
Most expensive month to stay with an average 90% 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 November and October.
  • The cheapest night for renting a holiday home in Massachusetts is Friday. 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 4 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 10% 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 (83% of total searches to Massachusetts). The next most popular destination is Cambridge (17%).

  • 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 443. 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 443 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 houses, homestays, lodges, apartments, condos, cottages, houseboats, cabins, boats, chalets, farm stays, villas, agritourism, barns, campsites, 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 16% 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
Air conditioning
AED 650+
Check availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(375)
Free Wi-Fi
Air conditioning
AED 1,972+
Check availability

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