Massachusetts Holiday Rentals – KAYAK

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Best Massachusetts holiday rentals

A Quintessential New England Historical Guesthouse - Groton - Dining room

A Quintessential New England Historical Guesthouse

Groton, MA, United States

Air conditioning

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Cozy Downtown Gem - Rockport - Bedroom

Cozy Downtown Gem

Rockport, MA, United States

9.0Wonderful(8)

Air conditioning

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Mansion Wifi Fire Pit Sleeps 14 - Dedham - Living room

Mansion Wifi Fire Pit Sleeps 14

Dedham, MA, United States

Free Wi-Fi

Pet-friendly

Air conditioning

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Made for Beach Other - Rockport - Dining room

Made for Beach Other

Rockport, MA, United States

Pet-friendly

Air conditioning

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Gorgeous Apt With Kitchen - Alh-12224 - Lexington - Living room

Gorgeous Apt With Kitchen - Alh-12224

Lexington, MA, United States

Free Wi-Fi

Pool

Pet-friendly

Air conditioning

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Apartments in Salem - Salem - Living room

Apartments in Salem

Downtown

8.0Very Good(85)

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

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Updated Lakeville Cottage w/ Access to Long Pond - Lakeville - Living room

Updated Lakeville Cottage w/ Access to Long Pond

Lakeville, MA, United States

Air conditioning

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Moody Salem Home Away From Home - Salem - Bedroom

Moody Salem Home Away From Home

Salem, MA, United States

9.5Wonderful(28)

Parking

Free Wi-Fi

Air conditioning

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Bell Buoy - Rockport

Rockport, MA, United States

8.9Very Good(26)

Free Wi-Fi

Air conditioning

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Full House/Heart of Worcester - Worcester - Bedroom

Full House/Heart of Worcester

Worcester, MA, United States

Parking

Free Wi-Fi

Air conditioning

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Indian Lake House - Worcester - Living room

Indian Lake House

Worcester, MA, United States

9.1Wonderful(19)

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

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Econo Lodge Sharon - Sharon - Bedroom

Econo Lodge Sharon

Sharon, MA, United States

Parking

Free Wi-Fi

Air conditioning

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It's Showtime-Book Lally's House! Steps - Salem - Living room

It's Showtime-Book Lally's House! Steps

Salem, MA, United States

9.9Wonderful(17)

Parking

Free Wi-Fi

Air conditioning

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Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges. - Wayland - Patio

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Wayland, MA, United States

Air conditioning

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Boston suburbs near I90 - Framingham - Living room

Boston suburbs near I90

Framingham, MA, United States

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

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Olde New House - Rockport

Rockport, MA, United States

Pet-friendly

Air conditioning

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R0 - R21 688 R21 688 - R43 357 R43 357 - R65 026 R65 026 - R86 695 R86 695+ per night

Property Types

Apartment Condo Cottage Homestay House

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Free cancellation Free breakfast Free parking Free internet

Low season	January
High season	September
Average price (weeknight)	R5 213
Average price (weekend night)	R4 792

Cheapest month to stay with an average 22% drop in price.

Most expensive month to stay with an average 56% 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 May and April.
The cheapest night for renting a holiday home in Massachusetts is Saturday. In contrast, the most expensive is Tuesday.
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 7% more expensive than hotels on average. Search here to compare prices for all accommodation types in Massachusetts.

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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 278. 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, agritourism, cottages, houseboats, cabins, boats, chalets, farm stays, villas, barns, campsites, bungalows and caravan parks.
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.

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What Massachusetts holiday rental guests are talking about

Boston Christopher - Boston

Boston Christopher

South End

Free Wi-Fi

Air conditioning

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