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22 Aug - 24 Aug
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19 Sept - 21 Sept

Massachusetts Accommodation: Most Popular Cities to Stay

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Boston

Boston

Featured Cottages in Massachusetts

Oceana Cottages
Exterior

Oceana Cottages

2.5 star property
8.2 out of 10, Very good, (57)
"It’s like walking into the 70s "
Oceana Cottages
Harborview Nantucket
View from property

Harborview Nantucket

4.0 star property
9.6 out of 10, Exceptional, (13)
"We had an excellent stay at harbor view cottages! The property is beautiful and close to everything. it is clear that the owners paid attention to all the little details when furnishing the cottage, which I always appreciate. I will definitely be returning! "
Harborview Nantucket
Idyllic Escape w/ Deck in East Sandwich!
House (2 Bedrooms) | Interior

Idyllic Escape w/ Deck in East Sandwich!

3.0 star property
7.0 out of 10, Good, (2)
"Spacious interior, new appliances, comfortable beds. Overall seems it is not ready to be rented out, needs MUCH more attention to make it a comfortable space. Disadvantages: has a cabin type smell, right off a very busy road/not walkable area, loud road and train noise (high speed train directly out the backyard area), sparsely furnished (no actual kitchen table), no living room coffee table, deck and backyard totally unusable/rundown. Deck needed some major power washing. No usable outdoor...
Idyllic Escape w/ Deck in East Sandwich!
Pet-friendly Home w/ Spacious Yard in Avon!
House (4 Bedrooms) | Interior

Pet-friendly Home w/ Spacious Yard in Avon!

3.0 star property
Pet-friendly Home w/ Spacious Yard in Avon!
Dennis Retreat: 4 Mi to Mayflower Beach!
House (3 Bedrooms) | Interior

Dennis Retreat: 4 Mi to Mayflower Beach!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had so much fun, can't wait to do it again."
Dennis Retreat: 4 Mi to Mayflower Beach!
Marion Home w/ Private Deck < 1 Mi From Beach
House (3 Bedrooms) | Interior

Marion Home w/ Private Deck < 1 Mi From Beach

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

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck
Cottages at the Even'tide Resort
Cottage, 3 Bedrooms | 2 bedrooms, iron/ironing board, cots/infant beds, free WiFi

Cottages at the Even'tide Resort

2.5 star property
10.0 out of 10, Exceptional, (8)
"Great location & resort catering to all your needs to thoroughly enjoy yourself "
Cottages at the Even'tide Resort
Worcester Home on Indian Lake w/ Shared Boat Dock!
House (3 Bedrooms) | Interior

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!
Westfield Vacation Rental w/ Porch, Pets Welcome!
Interior

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!
Trail Access On-site: Gorgeous MCM Deck House!
House (4 Bedrooms) | Interior

Trail Access On-site: Gorgeous MCM Deck House!

3.0 star property
Trail Access On-site: Gorgeous MCM Deck House!
Beautiful & Historic Cottage, Steps to Elm Park
Interior

Beautiful & Historic Cottage, Steps to Elm Park

3.0 star property
Beautiful & Historic Cottage, Steps to Elm Park
Sun-dappled Retreat - Walk to Wickaboag Lake!
House (2 Bedrooms) | Front of property

Sun-dappled Retreat - Walk to Wickaboag Lake!

3.0 star property
Sun-dappled Retreat - Walk to Wickaboag Lake!
5 Mi to TD Garden: Quiet Medford Getaway!
House (2 Bedrooms) | Interior

5 Mi to TD Garden: Quiet Medford Getaway!

3.0 star property
5 Mi to TD Garden: Quiet Medford Getaway!
Historic Huntington Home - Walk to Westfield River
Exterior

Historic Huntington Home - Walk to Westfield River

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."
Historic Huntington Home - Walk to Westfield River
Glamorous Cabana
Cottage (Glamorous Cabana) | Exterior

Glamorous Cabana

2.0 star property
Glamorous Cabana
Steps to Beach & Main St: Dog-friendly Retreat!
House (3 Bedrooms) | Interior

Steps to Beach & Main St: Dog-friendly Retreat!

3.0 star property
Steps to Beach & Main St: Dog-friendly Retreat!
Beach & Lake Access: Home w/ Porch in Mashpee!
House (4 Bedrooms) | Interior

Beach & Lake Access: Home w/ Porch in Mashpee!

3.0 star property
Beach & Lake Access: Home w/ Porch in Mashpee!
Charlemont Retreat on Chickley River w/ EV Charger
Interior

Charlemont Retreat on Chickley River w/ EV Charger

3.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...
Charlemont Retreat on Chickley River w/ EV Charger
Walk to Monument Beach: Cape Cod Cottage w/ Grill
Cottage (3 Bedrooms) | Interior

Walk to Monument Beach: Cape Cod Cottage w/ Grill

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was a beautiful charming cottage! Had 3 bedrooms, 1 bathroom, living room, and a kitchen. It was very clean and neat. The owner was very nice and good communication. I would stay there again!"
Walk to Monument Beach: Cape Cod Cottage w/ Grill
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

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"Fun for 2 people who like unique things "
Kristy 2-night trip
Posted 14 hours ago
citizenM Boston North Station

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 326 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.