Massachusetts holiday rentals

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

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Massachusetts holiday rentals

Most recommended holiday rentals in Massachusetts

Show all
Let us help you make Salem a place to remember! - Salem - Living room
Parking
Free Wi-Fi
Air conditioning
Tranquilty - Nantucket - Living room
Tranquilty
€758+
€758+
Air conditioning
The Warlock House
9.5 Wonderful
€439+
€439+
Air conditioning
€254+
Parking
Free Wi-Fi
Air conditioning
Temple Place Suites
6.7 Okay
Downtown€171+
€171+
Free Wi-Fi
Air conditioning
M-Nova Suites
6.7 Okay
€95+
€95+
Free Wi-Fi
Air conditioning

Good to know

Low season

April

High season

July

Average price (weeknight)

€301

Average price (weekend night)

€318
Cheapest month to stay with an average 17% drop in price.
Most expensive month to stay with an average 32% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a holiday rental in Massachusetts

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding the perfect Massachusetts holiday rental

See more tips

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 (81% of total searches to Massachusetts). The next most popular destinations are Nantucket (9%) and Salem (3%). Searches for holiday rentals in Rockland (3%) and Peabody (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 €82. 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 €82 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 houses, homestays, lodges, apartments, condos, houseboats, boats, cabins, chalets, cottages, farm stays, villas, campgrounds, campsites, barns, agritourism, 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 Quarters On Dot By Thatch and Econo Lodge Sturbridge Route 20.

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

    There are a number of dog and pet-friendly Massachusetts holiday rentals, with around 15% allowing you to bring your pet along with you.

See more FAQs

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

Show all

Holiday rentals by topic

Show all
Quarters On Dot By Thatch - Boston - Bedroom
Quarters On Dot By Thatch
6.5 Okay
South Boston€132+
€132+
Free Wi-Fi
Air conditioning
Boston Christopher - Boston
Boston Christopher
7.8 Good
South End€514+
€514+
Free Wi-Fi
Air conditioning

Popular topics

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.