Massachusetts holiday rentals

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Best Massachusetts holiday rentals

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AED 0 - AED 2,167AED 2,167 - AED 4,330AED 4,330 - AED 6,493AED 6,493 - AED 8,656AED 8,656+ per night

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ApartmentHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Massachusetts

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Private Room in Everett - Everett
Private Room in Everett
Everett, MA, United States
1.0Poor(1)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 420+
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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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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 632+
Check availability
Furnished Apartments near Encore - Everett
Furnished Apartments near Encore
Everett, MA, United States
8.0Very Good(30)
Parking
Free Wi-Fi
Air conditioning
AED 929+
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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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A Stylish Stay w/ a Queen Bed, Heated Floors.. #36 - Brookline
A Stylish Stay w/ a Queen Bed, Heated Floors.. #36
Brookline, MA, United States
8.4Very Good(40)
Free Wi-Fi
Air conditioning
AED 1,021+
Check availability
Lovely Stoughton Getaway Near Train Station! - Stoughton - Bedroom
Lovely Stoughton Getaway Near Train Station!
Stoughton, MA, United States
9.5Wonderful(10)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,050+
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Stunning Brockton Apt Less Than 4 Mi to Westgate Mall! - Brockton - Bedroom
Stunning Brockton Apt Less Than 4 Mi to Westgate Mall!
Brockton, MA, United States
8.9Very Good(9)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,076+
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Comfortable 3 Bed Apt in Quiet Neighborhood - Wayland
Comfortable 3 Bed Apt in Quiet Neighborhood
Wayland, MA, United States
Parking
Free Wi-Fi
Air conditioning
AED 1,113+
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3 Bed Apartment in Quiet Neighborhood - Wayland
3 Bed Apartment in Quiet Neighborhood
Wayland, MA, United States
8.5Very Good(2)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,135+
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Spacious Two Bedroom Apartment - Wayland
Spacious Two Bedroom Apartment
Wayland, MA, United States
8.5Very Good(2)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,249+
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Charming Condo near Gillette Stadium - Sharon - Living room
Charming Condo near Gillette Stadium
Sharon, MA, United States
10Wonderful(1)
Parking
Free Wi-Fi
Air conditioning
AED 1,392+
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5 Mi to TD Garden Quiet Medford Getaway! - Medford
5 Mi to TD Garden Quiet Medford Getaway!
Medford, MA, United States
8.0Very Good(1)
Free Wi-Fi
Air conditioning
AED 1,414+
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Comfort and Location! - Medford
Comfort and Location!
Medford, MA, United States
10Wonderful(1)
Parking
Free Wi-Fi
Air conditioning
AED 1,924+
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Spacious 4 bedroom home with large yard - Wayland
Spacious 4 bedroom home with large yard
Wayland, MA, United States
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
AED 2,174+
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Lakefront private house secluded yet close to everything 3bed 2bath w gameroom! - Natick - Living room
Lakefront private house secluded yet close to everything 3bed 2bath w gameroom!
Natick, MA, United States
Air conditioning
AED 2,861+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
July
AED 1,429
AED 1,446
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 10% 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 June and April.
  • The cheapest night for renting a holiday home in Massachusetts is Wednesday. In contrast, the most expensive is Sunday.
  • 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, 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 28% 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 (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 422. 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, cabins, cottages, boats, chalets, farm stays, houseboats, villas, agritourism, 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 16% 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(825)
Free Wi-Fi
Air conditioning
AED 477+
Check availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(373)
Free Wi-Fi
Air conditioning
AED 1,972+
Check availability

Everything you need to know for your stay in Massachusetts

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