Massachusetts holiday rentals

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Latest Massachusetts holiday rental deals

MOST POPULARBoston
Holiday homes from €87

Best Massachusetts holiday rentals

Most recommended holiday rentals in Massachusetts

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M-Nova Suites - Quincy
M-Nova Suites
Quincy, MA, United States
6.7Okay(39)
Apartment
Free Wi-Fi
Air conditioning
Quarters On Dot By Thatch - Boston
Free Wi-Fi
Air conditioning
Temple Place Suites - Boston - Bedroom
Free Wi-Fi
Air conditioning
Maverick Suites at 28 Fenway - Boston - Bedroom
Maverick Suites at 28 Fenway
Fenway–Kenmore
Apartment
Air conditioning
Temple Place Suites 2+3 - Boston
Free Wi-Fi
Air conditioning
Furnished Apartment in Downtown - Boston
Free Wi-Fi
Pet friendly
Air conditioning
Global Luxury Suites East Boston - Boston - Lounge
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Global Luxury Suites Downtown Boston - Boston - Living room
Free Wi-Fi
Pet friendly
Air conditioning
Carlisle House Inn - Nantucket - Beach
Carlisle House Inn
Nantucket, MA, United States
Free Wi-Fi
Air conditioning
The Cottages at Nantucket Boat Basin - Nantucket - Living room
Parking
Free Wi-Fi
Pet friendly
Air conditioning
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 15 days before your stay begins to get the best price for your Massachusetts vacation rental.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
October
€266
€301
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 44% 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 March and May.
  • 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 1 days.
  • Pool, hot tub, parking, air-conditioned, and pet friendly are the most popular holiday rental property amenities in Massachusetts
  • Holiday rentals in Massachusetts are around 27% 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 1,340 properties and an average price of €74. The most popular holiday rentals in Massachusetts among KAYAK users are Temple Place Suites, Temple Place Suites 2+3, and Homestay in Boston - 5 Locations in the Greater Boston.

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 (80% of total searches to Massachusetts). The next most popular destinations are Salem (7%) and Hyannis (3%). Searches for holida rentals in Cambridge (3%), Nantucket (3%) and Sturbridge (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 €60. 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 €68 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 €519.

  • 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 €2,225.

  • 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, cottages, villas, boats, cabins, farm stays, houseboats, lodges, bungalows, bed & breakfasts, agritourism, caravans 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 Quarters On Dot By Thatch and Econo Lodge Sturbridge Route 20.

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

    There are a number of dog and pet-friendly Massachusetts holiday rentals, with around 10% 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
Free Wi-Fi
Air conditioning