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Top cities in Massachusetts

A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.
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Boston

Boston

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Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Massachusetts cottages

A two-story house with a front porch, a vehicle parked in the driveway, and a variety of flowers in the garden.

1. Renovated Cottage off Main Street- Great Location

Renovated Cottage off Main Street- Great Location
Nantucket Town
10.0 out of 10, Exceptional, (181 reviews)
"Cute and clean cottage perfect for a small family with an easy walk to town. "
United States
Kim S.
Renovated Cottage off Main Street- Great Location
A residential house with a brick chimney, a white picket fence, and a well-maintained lawn.

2. Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach.

Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach.
Dennis
9.8 out of 10, Exceptional, (193 reviews)
"This property is excellent. Both inside and outside the property is very nice."
United States
Stephen N.
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach.
A wooden deck with turquoise chairs and a large umbrella, overlooking a lake with a distant view of land and clouds.

3. Cottage with Direct Water Access!

Cottage with Direct Water Access!
Great Neck
10.0 out of 10, Exceptional, (132 reviews)
"This charming beach house is beautifully appointed—especially the deck and the views. It was spotless and cozy and a very comfortable base for the four of us and our retriever to explore the area from. We’re very grateful to Denise for her clear and prompt communication…we hope to return!"
United States
Cynthia A.
Cottage with Direct Water Access!
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

4. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (22 reviews)
"Wonderful property. Very clean and modern. Close to everything downtown. Highly recommend!"
United States
John
$630 nightly
The price is $704
Nov 10 - Nov 11
Total with taxes and fees
Harborview Nantucket
A covered porch with white railings, wooden flooring, and rocking chairs.

5. Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Good Harbor Beach House - walk to beach, close to restaurants and shopping!
East Gloucester
10.0 out of 10, Exceptional, (242 reviews)
"Lovely home, very close to beach and restaurants. We stayed for a weekend and it had everything we needed for a comfortable stay. "
United States
Laura D.
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
A house with a stone wall and a dock extending into a calm body of water.

6. Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.4 out of 10, Exceptional, (45 reviews)
"Lovely, quiet retreat. Great host, easy check in and out."
United States
Jeff W.
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A two-story house with a white picket fence, a well-maintained lawn, and a clear blue sky.

7. Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Nantucket Town
10.0 out of 10, Exceptional, (314 reviews)
"Great location and very clean and well decorated. This was the perfect place for my wife and I while staying in Nantucket."
United States
John K.
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
A wide sandy beach with a lifeguard tower and a calm sea.

8. Steps to the beach with an ocean view,

Steps to the beach with an ocean view,
Barnstable
10.0 out of 10, Exceptional, (163 reviews)
"great place!"
United States
Vanessa K.
Steps to the beach with an ocean view,
A sandy beach with a rocky breakwater, a tent, and a few people.

9. Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.

Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.
Dennis
9.6 out of 10, Exceptional, (44 reviews)
"Great cottage and guest house in the very best location! So close to everything, especially the beach! Perfect setup for multiple families to spread out!"
United States
Kim B.
Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.
A small, single-story house with a dark roof and white siding, surrounded by trees.

10. Cape Cod Cottage Retreat - Walk to Beaches, Ferry, Bike Paths & Downtown Shops!

Cape Cod Cottage Retreat - Walk to Beaches, Ferry, Bike Paths & Downtown Shops!
Falmouth
10.0 out of 10, Exceptional, (16 reviews)
"This spot was perfect for our family of four. Great location and a beautiful cottage. Loved our stay!"
United States
Julia S.
Cape Cod Cottage Retreat - Walk to Beaches, Ferry, Bike Paths & Downtown Shops!
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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Frequently Asked Questions

How much do cottages in Massachusetts cost?

You'll pay between $260 and $12,024 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 cottages in Massachusetts and then reserve your favorite. Whether you're organizing a family vacay 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 vacation 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 Theater and Longfellows National Historic Site are popular attractions in this city.

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