Massachusetts vacation rentals

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Latest Massachusetts vacation rental deals

MOST POPULARBoston
Vacation homes from C$ 86

Best Massachusetts vacation rentals

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C$ 72 - C$ 462C$ 462 - C$ 851C$ 851 - C$ 1,240C$ 1,240 - C$ 1,629C$ 1,629+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Massachusetts

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Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
C$ 159+
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Close to Colleges Worcester Apt with Lake Access! - Worcester - Living room
Close to Colleges Worcester Apt with Lake Access!
Worcester, MA, United States
9.1Wonderful(5)
Free Wi-Fi
C$ 241+
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Full House/Heart of Worcester - Worcester - Bedroom
Full House/Heart of Worcester
Worcester, MA, United States
10Wonderful(10)
Parking
Free Wi-Fi
C$ 251+
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1 Mi to Downtown and Palladium Worcester Getaway! - Worcester
1 Mi to Downtown and Palladium Worcester Getaway!
Worcester, MA, United States
9.8Wonderful(2)
Free Wi-Fi
C$ 343+
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New Chic Home Close To Boston - Washer Dryer & Parking - Marlborough
New Chic Home Close To Boston - Washer Dryer & Parking
Marlborough, MA, United States
10Wonderful(3)
C$ 381+
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1 Mi to Downtown Salem: Studio w/ Fire Pit Access - Salem - Bedroom
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
Salem, MA, United States
Free Wi-Fi
C$ 417+
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Worcester Home on Indian Lake with Shared Boat Dock! - Worcester
Worcester Home on Indian Lake with Shared Boat Dock!
Worcester, MA, United States
9.7Wonderful(6)
Free Wi-Fi
C$ 436+
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1 Mi to Downtown Salem Studio with Fire Pit Access - Salem
1 Mi to Downtown Salem Studio with Fire Pit Access
Salem, MA, United States
9.9Wonderful(8)
Free Wi-Fi
Pet friendly
C$ 443+
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Tranquil setting in Private home - Andover
Tranquil setting in Private home
Andover, MA, United States
C$ 474+
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Winery Studio w/ Private Hot Tub,Fireplace,Tasting - North Andover - Bedroom
Winery Studio w/ Private Hot Tub,Fireplace,Tasting
North Andover, MA, United States
Free Wi-Fi
C$ 637+
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Beautiful clean Bright Quiet 4BDR 3 Bath house 1min to route 9 big yard - Southborough
Beautiful clean Bright Quiet 4BDR 3 Bath house 1min to route 9 big yard
Southborough, MA, United States
9.8Wonderful(11)
Free Wi-Fi
C$ 683+
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Beautiful Tasteful Tranquil Home Close To Boston - Marlborough
Beautiful Tasteful Tranquil Home Close To Boston
Marlborough, MA, United States
9.0Wonderful(2)
Free Wi-Fi
C$ 893+
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9 Green Hollow Road - Nantucket
9 Green Hollow Road
Nantucket, MA, United States
10Wonderful(4)
Parking
Free Wi-Fi
C$ 1,008+
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Friendly family with. Sweet home - Salem - Bedroom
Friendly family with. Sweet home
Salem, MA, United States
8.0Very good(16)
Free Wi-Fi
C$ 1,057+
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1891 Victorian Home Near Harvard - Cambridge - Building
1891 Victorian Home Near Harvard
Neighborhood Nine
9.3Wonderful(23)
Free Wi-Fi
C$ 1,487+
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Gorgeous Views - Private Beachfront - Salem - Living room
Gorgeous Views - Private Beachfront
Salem, MA, United States
9.8Wonderful(15)
Free Wi-Fi
C$ 1,629+
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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.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
October
C$ 445
C$ 537
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 4% 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 December and February.
  • The cheapest night for renting a vacation home in Massachusetts is Sunday. In contrast, the most expensive is Wednesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Massachusetts for 5 days.
  • The cheapest Massachusetts vacation rental found on KAYAK in the last 2 weeks was C$ 1,189, while the most expensive was C$ 1,189.
  • Pool, pet friendly, air-conditioned, airport shuttle, and hot tub are the most popular vacation rental property amenities in Massachusetts
  • Vacation rentals in Massachusetts are around 35% 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 Boston, with around 1,725 properties and an average price of C$ 229. The most popular vacation rentals in Massachusetts among KAYAK users are Temple Place Suites, HomeStay B&B in Boston - 3 locations in Dorchester, and Homestay - We have trees and grass!.

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 (54% of total searches to Massachusetts). The next most popular destinations are Nantucket (10%) and Salem (8%). Searches for vacation rentals in Cambridge (5%), Worcester (5%) and Sharon (3%) 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 C$ 127. 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 C$ 141 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 C$ 1,523.

  • 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 C$ 6,528.

  • 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, lodges, homestays, boats, cabins, campgrounds, chalets, cottages, farm stays, vacation villages, houseboats, villas, caravans, agritourism, bungalows and barns.

  • 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 Quarters On Dot By Thatch and Temple Place Suites.

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

    There are a number of dog and pet-friendly Massachusetts vacation rentals, with around 14% 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.

What Massachusetts vacation rental guests are talking about

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Popular topics

Vacation rentals by topic

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Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1145)
Free Wi-Fi
C$ 335+
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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(835)
Free Wi-Fi
C$ 196+
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Boston Christopher - Boston
Boston Christopher
South End
7.8Good(370)
Free Wi-Fi
C$ 743+
Check availability

Everything you need to know for your stay in Massachusetts

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