Cottages in Massachusetts

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Massachusetts cottages

View from property

Cottage in Nantucket Town

Harborview Nantucket
4.0 star property
9.6 out of 10, Exceptional, (15 reviews)
"Amazing stay!!! We stayed in the Hermit Crab and it was perfect for me and my wife. Plenty big enough with a nice size shower. We will definitely be back!"
United States
Sean
Harborview Nantucket
House (4 Bedrooms) | Interior

Cottage in Avon

Pet-friendly Home w/ Spacious Yard in Avon!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
Pet-friendly Home w/ Spacious Yard in Avon!
House (2 Bedrooms) | Interior

Cottage in East Sandwich

Idyllic Escape w/ Deck in East Sandwich!
3.0 star property
7.0 out of 10, Good, (2 reviews)
"Unit was very clean and comfortable. But there wasnt any body washing soap in unit just liquid hand soap. Also was a bit warm in unit even though it says AC available but unable to bring temperture below 73 degrees.."
United States
Michael
Idyllic Escape w/ Deck in East Sandwich!
House (5 Bedrooms) | Interior

Cottage in Ashley Falls

Ashley Falls Home w/ Fire Pit: Hike & Ski!
3.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."
United States
JAY
Ashley Falls Home w/ Fire Pit: Hike & Ski!
House (3 Bedrooms) | Interior

Cottage in South Dennis

Dennis Retreat: 4 Mi to Mayflower Beach!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We had so much fun, can't wait to do it again."
United States
Richard
Dennis Retreat: 4 Mi to Mayflower Beach!
House (3 Bedrooms) | Interior

Cottage in Marion

Marion Home w/ Private Deck < 1 Mi From Beach
3.0 star property
10.0 out of 10, Exceptional, (1 review)
Marion Home w/ Private Deck < 1 Mi From Beach
Outdoor dining

Cottage in Easthampton

Massachusetts Vacation Rental w/ Deck
3.0 star property
Massachusetts Vacation Rental w/ Deck
Private beach, white sand

Cottage in North Truro

Oceana Cottages
2.5 star property
8.4 out of 10, Very good, (67 reviews)
"The location was great, literally right on the water. Check in was easy and the cottage was clean. While the property is older, it was a very pleasant place and the owner was so friendly and helpful."
United States
David
Oceana Cottages
House (2 Bedrooms) | Interior

Cottage in Medford

5 Mi to TD Garden: Quiet Medford Getaway!
3.0 star property
5 Mi to TD Garden: Quiet Medford Getaway!
House (3 Bedrooms) | Interior

Cottage in West Yarmouth

Steps to Beach & Main St: Dog-friendly Retreat!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Nice split units for different areas. Very pet friendly. Perfect for 2-3 couples. Comfortable beds. "
United States
Russell
Steps to Beach & Main St: Dog-friendly Retreat!
House (3 Bedrooms) | Interior

Cottage in Westfield

Westfield Vacation Rental w/ Porch, Pets Welcome!
3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!
House (4 Bedrooms) | Interior

Cottage in Charlemont

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which was a bit too firm! Would definitely rent here again "
United States
Amy
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
House (3 Bedrooms) | Interior

Cottage in Worcester

Worcester Home on Indian Lake w/ Shared Boat Dock!
3.0 star property
8.0 out of 10, Very good, (1 review)
Worcester Home on Indian Lake w/ Shared Boat Dock!
Cottage (2 Bedrooms) | Interior

Cottage in Elm Park

Shared Hot Tub: Historic Cottage, Walk to Elm Park
3.0 star property
Shared Hot Tub: Historic Cottage, Walk to Elm Park
House (3 Bedrooms) | Interior

Cottage in Forest Park

3 Mi to Dtwn Springfield: Winter Retreat w/ Office
3.0 star property
3 Mi to Dtwn Springfield: Winter Retreat w/ Office
House (4 Bedrooms) | Interior

Cottage in Royalston

Historic Home w/ Modern Updates on < 4 Acres
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors."
United States
Melissa
Historic Home w/ Modern Updates on < 4 Acres
House (2 Bedrooms) | Interior

Cottage in Somerset

Massachusetts Vacation Rental: 5 Mi to Fall River
3.0 star property
Massachusetts Vacation Rental: 5 Mi to Fall River
House (2 Bedrooms) | Interior

Cottage in Gloucester

Airstream & Ocean View: Unique Gloucester Getaway
3.0 star property
Airstream & Ocean View: Unique Gloucester Getaway
House (3 Bedrooms) | Interior

Cottage in South Weymouth

16 Mi to Boston: Home w/ Deck in Weymouth
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay "
United States
Roberto A.
16 Mi to Boston: Home w/ Deck in Weymouth
House (2 Bedrooms) | Interior

Cottage in West Brookfield

Sun-dappled Retreat - Walk to Wickaboag Lake!
3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Massachusetts Hotel Reviews

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"We had a wonderful stay! They were very accommodating and allowed us to check in early for a minimal fee. They also stored our luggage for us after check out the next day so we could continue to explore the city. "
Alicia 1-night trip
Posted 20 hours ago
Wyndham Boston Beacon Hill

Find out more about Massachusetts

Massachusetts Cottages information

Number of reviews
94
Accommodation
351 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Massachusetts cost?
You'll pay between and per night for cottages in Massachusetts. No matter your budget, an awesome stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Massachusetts?
Check out our 351 cottages in Massachusetts and then reserve your favourite. Whether you're organising a family holiday or a break with buddies, your ideal stay is a few clicks away with Expedia.
Why book your cottage in Massachusetts with Expedia?
Expedia has some excellent cottages in Massachusetts, so start packing for a memorable holiday on nature's doorstep. If you have a budget, select how much you'd like to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your plans or style of travel.
How can I find cheap cottages in Massachusetts?
With Expedia's useful filter tool, getting your hands on cheap cottages in Massachusetts has never been simpler. To find stays that'll make your wallet happy, refine your search results by amenities, budget and star rating.
What is there to do in Massachusetts near my cottage?
Whatever your interests, there are so many things to put on your to-do list in Massachusetts. If you're off to Boston, explore Somerville Museum, Chelsea Garden Cemetery and Prospect Hill Park. Escaping to Cambridge? Peabody Museum of Archaeology and Ethnology, Sanders Theatre and Longfellows National Historic Site are popular attractions in this city.