Massachusetts holiday rentals

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Latest Massachusetts holiday rental deals

MOST POPULARSalem
Holiday homes from £114
Nantucket
Holiday homes from £414
Boston
Holiday homes from £67
Cambridge
Holiday homes from £138
Revere
Holiday homes from £204
Edgartown
Holiday homes from £267

Best Massachusetts holiday rentals

Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.8Okay(1165)
Apartment
Free Wi-Fi
Air conditioning
£122+
Check availability
The Cottages at Nantucket Boat Basin - Nantucket - Living room
The Cottages at Nantucket Boat Basin
Nantucket, MA, United States
9.4Wonderful(206)
Cottage
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£246+
Check availability
Global Luxury Suites Downtown Boston - Boston - Living room
Global Luxury Suites Downtown Boston
Chinatown
7.9Good(1066)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
£220+
Check availability
Vacation Village in the Berkshires - Hancock - Lobby
Vacation Village in the Berkshires
Hancock, MA, United States
8.3Very Good(1251)
Apartment
Free Wi-Fi
Pool
Air conditioning
£105+
Check availability
Berkshire Mountain Lodge - Pittsfield - Building
Berkshire Mountain Lodge
Pittsfield, MA, United States
8.5Very Good(759)
Lodge
Parking
Free Wi-Fi
Pool
Air conditioning
£120+
Check availability
Maverick Suites at 28 Fenway - Boston - Bedroom
Maverick Suites at 28 Fenway
Fenway–Kenmore
Apartment
Air conditioning
£160+
Check availability
Global Luxury Suites East Boston - Boston - Lounge
Global Luxury Suites East Boston
East Boston
6.7Okay(209)
Apartment
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£153+
Check availability
Econo Lodge West Yarmouth on Cape Cod - West Yarmouth - Pool
Econo Lodge West Yarmouth on Cape Cod
West Yarmouth, MA, United States
6.8Okay(449)
Lodge
Parking
Free Wi-Fi
Pool
Pet-friendly
£85+
Check availability
Carlisle House Inn - Nantucket - Patio
Carlisle House Inn
Nantucket, MA, United States
9.4Wonderful(43)
Lodge
Free Wi-Fi
Air conditioning
£212+
Check availability
Econo Lodge Sharon - Foxborough - Sharon - Bedroom
Econo Lodge Sharon - Foxborough
Sharon, MA, United States
6.6Okay(410)
Lodge
Parking
Free Wi-Fi
Air conditioning
£63+
Check availability
M-Nova Suites - Quincy
M-Nova Suites
Quincy, MA, United States
6.7Okay(39)
Apartment
Free Wi-Fi
Air conditioning
£72+
Check availability
Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.4Good(350)
Apartment
Free Wi-Fi
Air conditioning
£117+
Check availability
Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
7.0Good(848)
Apartment
Free Wi-Fi
Air conditioning
£100+
Check availability
Bay Village Suites - Boston
Bay Village Suites
Bay Village
6.0Okay(436)
Apartment
Free Wi-Fi
£115+
Check availability
Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
Homestay
£85+
Check availability
Furnished Apartment in Downtown - Boston
Furnished Apartment in Downtown
Downtown
6.9Okay(350)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
£173+
Check availability
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 18 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)

February
April
£246
£274
Cheapest month to stay with an average 33% drop in price.
Most expensive month to stay with an average 42% 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 December.
  • The cheapest night for renting a holiday home in Massachusetts is Friday. 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 5 days.
  • The cheapest Massachusetts holiday rental found on KAYAK in the last 2 weeks was £130, while the most expensive was £209.
  • Pool, hot tub, air-conditioned, parking, and pet friendly are the most popular holiday rental property amenities in Massachusetts
  • Holiday rentals in Massachusetts are around 37% 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 1,431 properties and an average price of £120. The most popular holiday rentals in Massachusetts among KAYAK users are Harmony Medical Suites Chinatown, Apartments in Watermark Seaport by LYX, and 2 bedroom Boston condo in Jamaica Plain with parking.

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 (47% of total searches to Massachusetts). The next most popular destinations are Salem (16%) and Edgartown (6%). Searches for holida rentals in Nantucket (5%), Plymouth (3%) and Provincetown (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 £51. 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 £841.

  • 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 £3,603.

  • 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, cottages, homestays, boats, cabins, farm stays, houseboats, lodges, villas, 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 Quarters On Dot By Thatch and Econo Lodge Sturbridge Route 20.

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

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is Beach & King Street Inn.

  • 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?

Our map will help you find the perfect place to stay in Massachusetts by showing you the exact location of each holiday home.

Everything you need to know for your stay in Massachusetts