Massachusetts holiday rentals

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Booking Insights
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Latest Massachusetts holiday rental deals

MOST POPULARNantucket
Holiday homes from €1,510
Boston
Holiday homes from €87

Best Massachusetts holiday rentals

These are the best prices for 28 Mar - 4 Apr.
The Cottages at Nantucket Boat Basin - Nantucket - Living room
The Cottages at Nantucket Boat Basin
Nantucket, MA, United States
9.4Wonderful(206)
Cottage
€787+
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Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available! - Cambridge - Bedroom
Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available!
Riverside
8.8Very Good(51)
Apartment
€456+
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Global Luxury Suites East Boston - Boston - Lounge
Global Luxury Suites East Boston
East Boston
6.5Okay(209)
Apartment
€254+
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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1165)
Apartment
€170+
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Pet-Friendly Revere Getaway, Steps from the T! - Revere - Dining room
Pet-Friendly Revere Getaway, Steps from the T!
Revere, MA, United States
9.8Wonderful(47)
House
€341+
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Beautiful Apartment-5 Beds-Full Kitchen- - Boston - Living room
Beautiful Apartment-5 Beds-Full Kitchen-
West Roxbury
8.7Very Good(91)
Apartment
€177+
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Harvard Square Apartments by Next Star - Cambridge - Bedroom
Harvard Square Apartments by Next Star
Mid-Cambridge
10Wonderful(1)
Apartment
€454+
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Amazing Location studio parking - Boston - Living room
Amazing Location studio parking
North End
10Wonderful(12)
Apartment
€389+
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Global Luxury Suites at Kendall West - Cambridge
Global Luxury Suites at Kendall West
East Cambridge
10Wonderful(112)
Apartment
€301+
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Apartments in Watermark Seaport by LYX - Boston
Apartments in Watermark Seaport by LYX
South Boston
8.5Very Good(14)
Apartment
€157+
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Charming Harvard Victorian - Cambridge
Charming Harvard Victorian
West Cambridge
8.2Very Good(29)
Apartment
€544+
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Beautiful 3br 3ba Duplex Parking Best Location Boston - Boston
Beautiful 3br 3ba Duplex Parking Best Location Boston
North End
10Wonderful(24)
Apartment
€1,488+
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2 bedroom Boston condo in Jamaica Plain with parking - Boston
2 bedroom Boston condo in Jamaica Plain with parking
Jamaica Plain
8.8Very Good(10)
Apartment
€397+
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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
7.1Good(848)
Apartment
€117+
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Suites At 143 Arlington Street - Boston
Suites At 143 Arlington Street
Bay Village
6.8Okay(112)
Apartment
€179+
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~pet Friendly 30min To Downtown~ The Bostonian - Milton
~pet Friendly 30min To Downtown~ The Bostonian
Milton, MA, United States
8.9Very Good(46)
House
€277+
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Booking Insights

KAYAK’s insights for holiday rentals in Massachusetts

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Massachusetts with confidence.

How early should you book a vacation rental in Massachusetts?

Book at least 49 days before your stay begins to get the best price for your Massachusetts vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
August
€325
€283
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 19% 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 September.
  • The cheapest night for renting a holiday home in Massachusetts is Saturday. 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 1 days.
  • Pool, hot tub, air-conditioned, parking, and pet friendly 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.
  • The city in Massachusetts with the most affordable holiday homes is Boston, with around 1,449 properties and an average price of €140. The most popular holiday rentals in Massachusetts among KAYAK users are Private Large Bedroom #D, Boston Monadnock Properties, and Beautiful Victorian house, Room.

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 (89% of total searches to Massachusetts). The next most popular destinations are Nantucket (6%) and Sturbridge (6%).

  • 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 €75. 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 €75 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 €1,223.

  • 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 €5,242.

  • 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, cottages, homestays, boats, cabins, farm stays, houseboats, lodges, villas, hotels, agritourism, caravans, bungalows, bed & breakfasts and campsites.

  • 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.

  • What are the most popular Massachusetts holiday rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is Beach & King Street Inn.

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

    There are a number of dog and pet-friendly Massachusetts holiday rentals, with around 9% 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.

Everything you need to know for your stay in Massachusetts

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