Massachusetts holiday rentals

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Best Massachusetts holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$0 - $493$493 - $984$984 - $1,476$1,476 - $1,967$1,967+ per night

Property type

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Massachusetts

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Homestay - We have trees and grass! - Boston
Homestay - We have trees and grass!
West Roxbury
$176+
View availability
Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(824)
Free Wi-Fi
$195+
View availability
HomeStay B&B in Boston - 3 locations in Dorchester - Boston
HomeStay B&B in Boston - 3 locations in Dorchester
Dorchester
8.6Very Good(426)
Parking
Free Wi-Fi
$223+
View availability
4BR 1BH Apt in South Boston near Old Harbor Beach - Boston
4BR 1BH Apt in South Boston near Old Harbor Beach
South Boston
5.7Fair(22)
Free Wi-Fi
$228+
View availability
Cozy Up In 5br Apt Near Charming Oak Square - Boston
Cozy Up In 5br Apt Near Charming Oak Square
Brighton
7.1Good(23)
Free Wi-Fi
$232+
View availability
4BR1BTH South Boston Apt perfect for commutes - Boston
4BR1BTH South Boston Apt perfect for commutes
South Boston
4.8Mediocre(32)
Free Wi-Fi
$255+
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Easy Commute South Boston 4br 1bh Apt - Boston - Bedroom
Easy Commute South Boston 4br 1bh Apt
South Boston
7.0Good(43)
Free Wi-Fi
$263+
View availability
Boston Monadnock Properties - Boston
Boston Monadnock Properties
Dorchester
8.6Very Good(150)
Free Wi-Fi
$264+
View availability
Temple Place Suites 2+3 - Boston
Temple Place Suites 2+3
Downtown
7.3Good(317)
Free Wi-Fi
$310+
View availability
Bay Village Suites - Boston
Bay Village Suites
Bay Village
5.9Fair(391)
Free Wi-Fi
$311+
View availability
Temple Place Suites - Boston - Bedroom
Temple Place Suites
Downtown
6.7Okay(1124)
Free Wi-Fi
$330+
View availability
Global Luxury Suites East Boston - Boston - Lounge
Global Luxury Suites East Boston
East Boston
7.2Good(167)
Free Wi-Fi
Pool
Pet-friendly
$507+
View availability
Global Luxury Suites Downtown Boston - Boston - Lobby
Global Luxury Suites Downtown Boston
Chinatown
7.8Good(940)
Free Wi-Fi
Pet-friendly
$628+
View availability
Beautiful sunny apt right across Harvard yard - Cambridge - Living room
Beautiful sunny apt right across Harvard yard
Mid-Cambridge
$1,006+
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Carlisle House Inn - Nantucket - Living room
Carlisle House Inn
Nantucket, MA, United States
9.4Wonderful(39)
Free Wi-Fi
$1,381+
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The Cottages at Nantucket Boat Basin - Nantucket - Living room
The Cottages at Nantucket Boat Basin
Nantucket, MA, United States
9.3Wonderful(197)
Parking
Free Wi-Fi
Pet-friendly
$2,114+
View availability
Useful Info

Good to know

Low season

March

High season

April

Average price (weeknight)

$618

Average price (weekend night)

$619
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 11% 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 October and June.
  • 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 1 days.
  • Pool, kitchen/kitchenette, pet friendly, air-conditioned, airport shuttle, and hot tub are the most popular holiday rental property amenities in Massachusetts
  • Holiday rentals in Massachusetts are around 32% 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 (61% of total searches to Massachusetts). The next most popular destinations are Cambridge (14%) and Plymouth (7%). Searches for holida rentals in Revere (4%), Provincetown (4%) and Hull (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 $155. 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 $184 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, lodges, condos, agritourism, homestays, cottages, boats, cabins, chalets, farm stays, houseboats, villas, campgrounds, barns, bungalows and caravan parks.

  • 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 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 17% 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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Popular topics

Holiday rentals by topic

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Quarters On Dot By Thatch - Boston
Quarters On Dot By Thatch
South Boston
6.9Okay(824)
Free Wi-Fi
$195+
View availability
Boston Christopher - Boston
Boston Christopher
South End
7.8Good(373)
Free Wi-Fi
$820+
View availability

Everything you need to know for your stay in Massachusetts

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