Massachusetts Holiday Rentals from R2 770/night – KAYAK

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Recommended by KAYAK

Best Massachusetts holiday rentals

These are the best prices for 12-19 Oct.

Econo Lodge West Yarmouth on Cape Cod - West Yarmouth - Pool

Econo Lodge West Yarmouth on Cape Cod

West Yarmouth, MA, United States

Lodge

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Berkshire Mountain Lodge - Pittsfield - Building

Berkshire Mountain Lodge

Pittsfield, MA, United States

8.8Very Good(814)

Lodge

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The Cottages at Nantucket Boat Basin - Nantucket - Living room

The Cottages at Nantucket Boat Basin

Nantucket, MA, United States

9.7Wonderful(203)

Cottage

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Newbury Guest House - Boston - Bar

Newbury Guest House

Back Bay

9.1Wonderful(1354)

Homestay

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The College Club of Boston - Boston - Bedroom

The College Club of Boston

Back Bay

8.0Very Good(1)

Homestay

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Amazing Location studio parking - Boston - Outdoor view

Amazing Location studio parking

North End

10Wonderful(14)

Apartment

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Luxury Apartments by Hyatus Boston Somerville - Somerville

Luxury Apartments by Hyatus Boston Somerville

Somerville, MA, United States

8.8Very Good(11)

Apartment

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Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available! - Cambridge - Bathroom

Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available!

Riverside

8.6Very Good(67)

Apartment

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Harmony Medical Suites Chinatown - Boston

Harmony Medical Suites Chinatown

Chinatown

8.1Very Good(92)

Apartment

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Global Luxury Suites at Kendall West - Cambridge

Global Luxury Suites at Kendall West

East Cambridge

10Wonderful(110)

Apartment

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Beautiful 3br 3ba Duplex Parking Best Location Boston - Boston

Beautiful 3br 3ba Duplex Parking Best Location Boston

North End

10Wonderful(24)

Apartment

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Charming Harvard Victorian - Cambridge

Charming Harvard Victorian

West Cambridge

8.4Very Good(29)

Apartment

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2 bedroom Boston condo in Jamaica Plain with parking - Boston

2 bedroom Boston condo in Jamaica Plain with parking

Jamaica Plain

8.8Very Good(10)

Apartment

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Boston Childrens, Beth Israel, Dana F, Brigham - Brookline

Boston Childrens, Beth Israel, Dana F, Brigham

Brookline, MA, United States

8.2Very Good(12)

Apartment

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Suites At 143 Arlington Street - Boston

Suites At 143 Arlington Street

Bay Village

Apartment

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Symphony Suites by Thatch - Boston

Symphony Suites by Thatch

Fenway–Kenmore

8.6Very Good(21)

Apartment

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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 84 days before your stay begins to get the best price for your Massachusetts vacation rental.

Low season	High season	Average price (weeknight)	Average price (weekend night)
January	August	R7 724	R9 564
Cheapest month to stay with an average 50% drop in price.	Most expensive month to stay with an average 12% rise in price.	Average Sun - Thu price over the last 2 weeks.	Average Fri & Sat price over the last 2 weeks.

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 July and June.
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, air-conditioned, pet friendly, hot tub, and parking are the most popular holiday rental property amenities in Massachusetts
Holiday rentals in Massachusetts are around 14% more expensive than hotels on average. Search here to compare prices for all accommodation types in Massachusetts.

What is the most popular holiday rental destination in Massachusetts?
Based on KAYAK holiday rental searches, the most popular destination is Boston (100% of total searches to Massachusetts).
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 R1 171. 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 R1 607 per night. 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 R43 403.
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 R186 011.
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, condos, cottages, houses, villas, homestays, cabins, boats, houseboats, hotels, lodges, resorts, agritourism, caravans and campgrounds.
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 Oasis Guest House and Econo Lodge West Yarmouth on Cape Cod.
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.

More options for your stay in Massachusetts

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