Search cottages in Massachusetts
Find the cottages that appeal to you the most
Featured cottage destinations
Destination inspiration for your trip – find a cottage
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Boston
26 cottages
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Provincetown
47 cottages
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Worcester
14 cottages
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Plymouth
26 cottages
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Hyannis
23 cottages
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Falmouth
46 cottages
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Nantucket
11 cottages
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Springfield
3 cottages
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Gloucester
25 cottages
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Cambridge
3 cottages
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Framingham
4 cottages
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West Yarmouth
20 cottages
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Dennis Port
38 cottages
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Rockport
13 cottages
Most booked cottages in Massachusetts this month
Winter on the Water Warm and Cozy Thompson Retreat!
Cottage in Webster
Popular with guests booking cottages in Massachusetts
Brand New 4BR House 20Min Downtown Boston
Cottage in Boston
Popular with guests booking cottages in Massachusetts
Back-Bay Upscale Central Condo Bos Common Downtown
Cottage in Boston
Popular with guests booking cottages in Massachusetts
Massachusetts Vacation Rental with Deck and Grill
Cottage in Cheshire
Popular with guests booking cottages in Massachusetts
Spacious 3BR 3BA Sleeps 8 Ski On Off Jiminy Mountain Resort
Cottage in Hancock
Popular with guests booking cottages in Massachusetts
FAQs about cottages in Massachusetts
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We make it quick and easy to book a cottage in Massachusetts. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages -
Wedgewood Cottage, Clover Hill Farm & Country Inn, and Cape Cod Villa have received great reviews from guests in Massachusetts about the views from these cottages
Guests staying in Massachusetts also loved the views from these cottages: Renovated & Sophisticated Home Near Beach & Shops!, 56Beachway-Private beach Refreshed in 2022 Cozy, and Minutes to Oceanside Beaches.
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Many families visiting Massachusetts loved staying at Wedgewood Cottage, Perfect Relaxation Spot 5 min to Beach, and Jesmond Cottage.
Similarly, Updated Beach House Deck Outdoor Shower!, Cambridge Boston 3BR2Bth Parking W&D Subway AC, and Snug Cottage are also popular among families.
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Most cottages on Booking.com offer free cancellation.
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There are 1,793 cottages in Massachusetts you can book on Booking.com.
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The average price per night for a cottage in Massachusetts for this weekend is $569, based on current Booking.com prices.
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Couples traveling in Massachusetts loved staying at The Buoys, 1 Mile from Downtown Chatham Walk to Pier, and Shoreline Splendor.
Similarly, these cottages in Massachusetts were also highly rated by couples: Jesmond Cottage, Updated Beach House Deck Outdoor Shower!, and Bayfront Plymouth Gem with Sunroom, Steps to Shore!.
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Clover Hill Farm & Country Inn, North End Entire House, and 1 Mile from Downtown Chatham Walk to Pier are some of the popular cottages in Massachusetts.
In addition to these cottages, Downtown Great Barrington Enjoy Mountain Views, Lakefront Otis Home with Stunning Views and Boats!, and 56Beachway-Private beach Refreshed in 2022 Cozy are also popular in Massachusetts.
Cottages that guests love in Massachusetts
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Cottage is absolutely charming and the interior design so tastefully done. Breakfast is mostly homemade, extremely fresh and delicious. Owner and staff are super nice and helpful.
CarolineYoung couple -
Avg. price/night: $213.90
Lovely cottage in Dennis Port!
LaureFamily with young children -
Avg. price/night: $229
This is a real gem! Beautiful Inn right on the water. Our room had full ocean views. The bed was very comfortable. The room and bathroom were very clean and nicely appointed. Unfortunately the day we arrived was cold and rainy but they had the fire place going which made it cozy and romantic. Staff were friendly and helpful. Breakfast was delicious! We hope to go back soon!
JessicaYoung couple -
Avg. price/night: $218.30
Lovely room with fireplace which felt cosy. Very central location, everything was within walking distance. Great bed. Breakfast included was a nice surprise!
OllieYoung couple -
Great location! Sweet cabin. Has everything you need for a cozy stay
Yaniv216Young couple -
Avg. price/night: $95
It's a charming old inn in a great location with great breakfast and cozy sitting rooms with lots of good books and magazines.
BirgitYoung couple -
Really nice little holiday cottage, with excellent facilities, great value for money and had all the facilities necessary to prepare your own food, as well as very good level of cleanliness. Very nicely positioned for a trip to Provincetown if you are by car, as it's just 10-15 mins drive away but in a nice and quiet location.
DanielSolo traveler -
It was very cute and quaint. although we weren't in the main lodge it was still a water view and very nice. Very cosy and breakfast was great.
ChungYoung couple -
Great and extremely friendly staff, relaxed atmosphere, great pool area, free coffee and use of recreation area. Proximity to beach! We had a basic, but very cosy and clean cottage!
Disco74Family with young children -
Avg. price/night: $78.63
Lotus Provincetown is a very nice guesthouse centrally located in the middle of Commercial Street with all bars, shops and restaurants nearby. We loved the atmosphere and small talks with the other guests. We had a small room with shared bathroom, but that was no problem at all. The balcony and backyard is cosy, and the guesthouse offer a sauna as well as an outdoor hot-tub that is open even at night. Coffee and tea is easily available. Booking was very efficient.
Svein-OskarYoung couple
