Massachusetts vacation rentals

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Best Massachusetts vacation rentals

Most recommended vacation rentals in Massachusetts

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Vacation Village in the Berkshires - Hancock - Pool
Vacation Village in the Berkshires
8.3 Very good
625 ﷼+
625 ﷼+
Free Wi-Fi
Pool
Air Conditioning
Serene Cape Cod Escape with Private Ocean Overlook! - Mashpee - Living room
Serene Cape Cod Escape with Private Ocean Overlook!
9.9 Wonderful
1,125 ﷼+
1,125 ﷼+
Free Wi-Fi
Air Conditioning
Wakeby Villa - Mashpee - Outdoors view
Wakeby Villa - Mashpee - Outdoors view
Wakeby Villa
8 Very good
1,717 ﷼+
1,717 ﷼+
Pet friendly
Air Conditioning
Furnished Luxury Apartment Next to Harvard Stadium - Boston - Living room
Furnished Luxury Apartment Next to Harvard Stadium - Boston - Living room
Furnished Luxury Apartment Next to Harvard Stadium
9.3 Wonderful
Allston1,021 ﷼+
1,021 ﷼+
Free Wi-Fi
Air Conditioning
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak - Hancock - Living room
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak - Hancock - Living room
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak
9.5 Wonderful
723 ﷼+
723 ﷼+
Parking
Free Wi-Fi
Pool
Air Conditioning
Cozy Two Bedrooms Apartment in Norwood - Boston Massachusetts - Norwood - Living room
Cozy Two Bedrooms Apartment in Norwood - Boston Massachusetts - Norwood - Living room
Cozy Two Bedrooms Apartment in Norwood - Boston Massachusetts
7.8 Good
735 ﷼+
735 ﷼+
Parking
Free Wi-Fi
Air Conditioning
Your Boston Retreat - Great porches - 2/BR sleep 6 - Everett - Restaurant
Your Boston Retreat - Great porches - 2/BR sleep 6 - Everett - Restaurant
Your Boston Retreat - Great porches - 2/BR sleep 6
8.8 Very good
1,463 ﷼+
1,463 ﷼+
Parking
Free Wi-Fi
Air Conditioning
Newton 2br w wd gym nr Newtonville T BOS-805 - Boston - Living room
Newton 2br w wd gym nr Newtonville T BOS-805 - Boston - Living room
Newton 2br w wd gym nr Newtonville T BOS-805
757 ﷼+
757 ﷼+
Air Conditioning
Norwood Luxe Suite- Pet friendly & Commuter friendly - Norwood - Lobby
Norwood Luxe Suite- Pet friendly & Commuter friendly - Norwood - Lobby
Norwood Luxe Suite- Pet friendly & Commuter friendly
2,382 ﷼+
2,382 ﷼+
Free Wi-Fi
Air Conditioning
5br 2bh Bright & Spacious Apt In Brighton - Boston - Bedroom
5br 2bh Bright & Spacious Apt In Brighton - Boston - Bedroom
5br 2bh Bright & Spacious Apt In Brighton
7 Good
Brighton721 ﷼+
721 ﷼+
Free Wi-Fi
Air Conditioning
Charming 3BR Colonial Home in Wellesley - Wellesley
Charming 3BR Colonial Home in Wellesley - Wellesley
Charming 3BR Colonial Home in Wellesley
989 ﷼+
989 ﷼+
Air Conditioning
Cozy Up In 5br Apt Near Charming Oak Square - Boston
Cozy Up In 5br Apt Near Charming Oak Square - Boston
Cozy Up In 5br Apt Near Charming Oak Square
7 Good
Brighton634 ﷼+
634 ﷼+
Free Wi-Fi
Air Conditioning
Summersea - Mashpee
Summersea - Mashpee
Summersea
8.2 Very good
2,332 ﷼+
2,332 ﷼+
Air Conditioning
Brighton Apartment Sleeps 3 - Steps to Bus Line - Boston
Brighton Apartment Sleeps 3 - Steps to Bus Line - Boston
Brighton Apartment Sleeps 3 - Steps to Bus Line
8.1 Very good
Brighton814 ﷼+
814 ﷼+
Free Wi-Fi
Air Conditioning
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski - Hancock
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski - Hancock
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski
9.8 Wonderful
712 ﷼+
712 ﷼+
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
Waterfront Cape Cod Cottage on Peters Pond - Mashpee
Waterfront Cape Cod Cottage on Peters Pond - Mashpee
Waterfront Cape Cod Cottage on Peters Pond
885 ﷼+
885 ﷼+
Free Wi-Fi
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0 ﷼ - 4,618 ﷼4,618 ﷼ - 9,233 ﷼9,233 ﷼ - 13,847 ﷼13,847 ﷼ - 18,462 ﷼18,462 ﷼+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

January

High season

August

Average price (weeknight)

1,246 ﷼

Average price (weekend night)

1,318 ﷼
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 25% 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 vacation rental

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FAQs when booking a vacation home in Massachusetts

  • What is the most popular vacation rental destination in Massachusetts?

    Based on KAYAK vacation rental searches, the most popular destination is Boston (82% of total searches to Massachusetts). The next most popular destination is Provincetown (18%).

  • How much is a vacation rental in Massachusetts for tonight?

    In the last 72 hours, users have found Massachusetts vacation rentals for tonight for as low as 289 ﷼. Search here for similar prices

  • What types of vacation rentals are available in Massachusetts?

    There are loads of different property types that you can make your vacation home in Massachusetts. You’ll find houses, homestays, lodges, agritourism, apartments, cottages, condos, houseboats, cabins, boats, chalets, farm stays, villas, barns, holiday parks, bungalows and caravan parks.

  • What are some of the most-loved vacation rentals available in Massachusetts?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Quarters On Dot By Thatch.

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

    There are a number of dog and pet-friendly Massachusetts vacation rentals, with around 14% 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 vacation home.

What Massachusetts vacation rental guests are talking about

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Vacation rentals by topic

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Quarters On Dot By Thatch - Boston - Room amenity
Quarters On Dot By Thatch
6.9 Okay
South Boston568 ﷼+
568 ﷼+
Free Wi-Fi
Air Conditioning
Boston Christopher - Boston
Boston Christopher
7.8 Good
South End2,013 ﷼+
2,013 ﷼+
Free Wi-Fi
Air Conditioning

Popular topics

Everything you need to know for your stay in Massachusetts

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