What is the most popular holiday rental destination in Massachusetts?

Based on KAYAK holiday rental searches, the most popular destination is Boston (87% of total searches to Massachusetts). The next most popular destinations are Cambridge (4%) and Webster (4%). Searches for holiday rentals in 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 $98.

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 $131 per night.

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, hotels, agritourism, caravans, campgrounds 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 9% allowing you to bring your pet along with you.

Massachusetts Holiday Rentals

Recommended by KAYAK

Latest Massachusetts holiday rental deals

MOST POPULARBoston

Holiday homes from $74

Cambridge

Holiday homes from $189

Best Massachusetts holiday rentals

The Cottages at Nantucket Boat Basin

Nantucket, MA, United States

9.4Wonderful(206)

Cottage

Parking

Free Wi-Fi

Pet-friendly

Low season	High season	Average price (weeknight)	Average price (weekend night)
February	October	$414	$444
Cheapest month to stay with an average 27% drop in price.	Most expensive month to stay with an average 43% rise in price.	Average Sun - Thu price over the last 2 weeks.	Average Fri & Sat price over the last 2 weeks.

Massachusetts holiday rentals

Search hundreds of travel sites at once for holiday home deals in Massachusetts

Latest Massachusetts holiday rental deals

Best Massachusetts holiday rentals

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 18 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)

Top tips for finding the perfect Massachusetts holiday rental

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 (87% of total searches to Massachusetts). The next most popular destinations are Cambridge (4%) and Webster (4%). Searches for holiday rentals in 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 $98. 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 $131 per night. 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, hotels, agritourism, caravans, campgrounds 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 9% allowing you to bring your pet along with you.

Where to stay in Massachusetts?

Everything you need to know for your stay in Massachusetts

Complete your trip to Massachusetts

Holiday rentals in Massachusetts

Other popular Holiday Rental destinations