Massachusetts holiday rentals

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Latest Massachusetts holiday rental deals

MOST POPULARBoston
Holiday homes from €74

Best Massachusetts holiday rentals

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€0 - €505€505 - €1,009€1,009 - €1,514€1,514 - €2,019€2,019+ per night

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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
€98+
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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
€100+
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
€123+
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A Village Bed and Breakfast - Newton - Dining room
A Village Bed and Breakfast
Newton, MA, United States
9.6Wonderful(97)
Parking
Free Wi-Fi
Air conditioning
€150+
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Cozy Two Bedrooms Apartment in Norwood - Boston Massachusetts - Norwood - Living room
Cozy Two Bedrooms Apartment in Norwood - Boston Massachusetts
Norwood, MA, United States
7.8Good(14)
Parking
Free Wi-Fi
Air conditioning
€162+
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Furnished Apartments near Encore - Everett - Bedroom
Furnished Apartments near Encore
Everett, MA, United States
8.0Very Good(30)
Parking
Free Wi-Fi
Air conditioning
€218+
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Charming 3BR Colonial Home in Wellesley - Wellesley
Charming 3BR Colonial Home in Wellesley
Wellesley, MA, United States
Air conditioning
€226+
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Convenient 2 bed Apt in Everett a Short Walk to Encore - Everett
Convenient 2 bed Apt in Everett a Short Walk to Encore
Everett, MA, United States
8.4Very Good(2)
Parking
Free Wi-Fi
Air conditioning
€229+
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Modern 2 Bedroom Apartment in Quincy - Quincy - Living room
Modern 2 Bedroom Apartment in Quincy
Quincy, MA, United States
8.6Very Good(9)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€284+
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Newly Renovated Open-Concept living space, close to Boston, plenty of parking - Milton - Dining room
Newly Renovated Open-Concept living space, close to Boston, plenty of parking
Milton, MA, United States
Free Wi-Fi
Air conditioning
€317+
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Cozy Get Away Somerville - Somerville - Building
Cozy Get Away Somerville
Somerville, MA, United States
9.4Wonderful(7)
Parking
Free Wi-Fi
Air conditioning
€365+
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39 - 3BR Quincy - Stunning Townhouse near Adams - Quincy
39 - 3BR Quincy - Stunning Townhouse near Adams
Quincy, MA, United States
8.2Very Good(3)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€469+
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Boston Executive Quarters Mystic River edition - Somerville - Living room
Boston Executive Quarters Mystic River edition
Somerville, MA, United States
1.0Poor(1)
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€687+
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Homestay Near Boston Harvard Mit - Somerville
Homestay Near Boston Harvard Mit
Somerville, MA, United States
Parking
Free Wi-Fi
Air conditioning
€796+
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Luxury Furnished Apartments by Hyatus at Arris - Somerville - Living room
Luxury Furnished Apartments by Hyatus at Arris
Somerville, MA, United States
10Wonderful(3)
Parking
Free Wi-Fi
Pool
Pet friendly
€868+
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6br3bath Home With Free Parking & Outdoor Furniture - Somerville
6br3bath Home With Free Parking & Outdoor Furniture
Somerville, MA, United States
Parking
Free Wi-Fi
Air conditioning
€1,005+
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
July
€353
€398
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 6% 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 May and April.
  • The cheapest night for renting a holiday home in Massachusetts is Friday. 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 2 days.
  • The cheapest Massachusetts holiday rental found on KAYAK in the last 2 weeks was €438, while the most expensive was €439.
  • 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 33% more expensive than hotels on average. Search here to compare prices for all accommodation types in Massachusetts.
  • The city in Massachusetts with the most affordable holiday homes is Boston, with around 1,823 properties and an average price of €63. The most popular holiday rentals in Massachusetts among KAYAK users are Temple Place Suites, HomeStay B&B in Boston - 3 locations in Dorchester, and Homestay - We have trees and grass!.

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 (74% of total searches to Massachusetts). The next most popular destinations are Nantucket (13%) and Salem (6%). Searches for holiday rentals in Hyannis (3%) and Gloucester (3%) 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 €97. 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 €74 per night. Search here for similar prices

  • How much is a holiday rental for a week in Massachusetts?

    The average price for a weekly Massachusetts holiday rental found by KAYAK users in the last 2 weeks is €443.

  • How much is a holiday rental for a month in Massachusetts?

    The average price for a monthly Massachusetts holiday rental found by KAYAK users in the last 2 weeks is €1,898.

  • 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, cottages, homestays, cabins, boats, chalets, farm stays, houseboats, villas, barns, bungalows, agritourism 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 14% 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
€111+
Check availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(373)
Free Wi-Fi
Air conditioning
€459+
Check availability

Everything you need to know for your stay in Massachusetts

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