Massachusetts holiday rentals

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Booking Insights
Recommended by KAYAK

Best Massachusetts holiday rentals

Luxury Apartments by Hyatus at Boston Everett - Everett - Living room
Parking
Free Wi-Fi
Pool
Pet-friendly
37 - 3BR Quincy - Cozy Townhouse near Adams Park - Quincy - Living room
Parking
Free Wi-Fi
Pet-friendly
Elegant Oasis with Pool and Gym - Everett - Living room
Elegant Oasis with Pool and Gym
Everett, MA, United States
Free Wi-Fi
383 - 3BR Quincy - Chic House near Adams Park - Quincy - Kitchen
Parking
Free Wi-Fi
Pet-friendly
Elegant 2br - 2ba Oasis With Pool & Gym - Everett - Living room
Elegant 2br - 2ba Oasis With Pool & Gym
Everett, MA, United States
Apartment
Free Wi-Fi
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
April
$459
$536
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 50% 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 February and December.
  • The cheapest night for renting a holiday home in Massachusetts is Monday. In contrast, the most expensive is Wednesday.
  • 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.
  • 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 25% 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 (78% of total searches to Massachusetts). The next most popular destinations are Plymouth (9%) and Cambridge (4%). Searches for holiday rentals in Webster (4%) and Brookline (4%) 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 $120. 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, condos, homestays, cottages, boats, cabins, farm stays, houseboats, lodges, villas, campgrounds, luxury tents, agritourism, caravans and bungalows.

  • 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 Econo Lodge West Yarmouth on Cape Cod and 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 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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