Massachusetts vacation rentals

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Booking Insights
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Latest Massachusetts vacation rental deals

MOST POPULARProvincetown
Vacation homes from $102
Salem
Vacation homes from $53
Nantucket
Vacation homes from $66
Boston
Vacation homes from $43
Cambridge
Vacation homes from $115
Edgartown
Vacation homes from $118
Booking Insights

KAYAK’s insights for vacation 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)

March
July
$286
$292
Cheapest month to stay with an average 19% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Massachusetts, you should consider visiting during the low season. The cheapest vacation homes in Massachusetts can be found in March and February.
  • The cheapest night for renting a vacation home in Massachusetts is Wednesday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Massachusetts for 14 days.
  • The cheapest Massachusetts vacation rental found on KAYAK in the last 2 weeks was $112, while the most expensive was $1,168.
  • Pool, hot tub, air-conditioned, parking, and pet friendly are the most popular vacation rental property amenities in Massachusetts
  • Vacation rentals in Massachusetts are around 22% 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 vacation homes is New Bedford, with around 22 properties and an average price of $46. The most popular vacation rentals in Massachusetts among KAYAK users are Homestay - Room in Historic Whaling City, The Charming Gem Near The Water!, and Modern Downtown Condo!.

FAQs when booking a vacation home in Massachusetts

  • What is the most popular vacation rental destination in Massachusetts?

    Based on KAYAK vacation rental searches, the most popular destination is Boston (14% of total searches to Massachusetts). The next most popular destinations are Nantucket (4%) and Worcester (3%). Searches for vacation rentals in Lenox (2%), Salem (2%) and Hancock (2%) are also popular.

  • How much is a vacation rental in Massachusetts for tonight?

    In the last 72 hours, users have found Massachusetts vacation rentals for tonight for as low as $105. Search here for similar prices

  • How much is a vacation rental in Massachusetts for this weekend?

    In the last 72 hours, users have found Massachusetts vacation rentals for this weekend for as low as $93 per night. Search here for similar prices

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

    The average price for a weekly Massachusetts vacation rental found by KAYAK users in the last 2 weeks is $1,534.

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

    The average price for a monthly Massachusetts vacation rental found by KAYAK users in the last 2 weeks is $6,576.

  • What types of vacation rentals are available in Massachusetts?

    There are loads of different property types that you can make your vacation home in Massachusetts. You’ll find apartments, houses, condos, homestays, boats, cabins, cottages, farm stays, houseboats, lodges, villas, hotels, agritourism, caravans, campgrounds, bungalows and bed & breakfasts.

  • What are some of the most-loved vacation rentals available in Massachusetts?

    There are many types of properties available for Massachusetts vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Temple Place Suites and The Cottages at Nantucket Boat Basin.

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

    If you’re a large group then you’ll need plenty of space. The highest rated vacation homes that can sleep 6 people or more by KAYAK users are Beach & King Street Inn, Cozy Salem Getaway. Historic Home Near All the Sights and Luxury Apartments by Hyatus Boston Somerville.

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

    There are a number of dog and pet-friendly Massachusetts vacation 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 vacation home.