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Top Cities in Massachusetts

Nantucket featuring boating, a house and a small town or village
CottagesCottages

Nantucket

Nantucket

Featured Cottages in Massachusetts

Martha's Vineyard Getaway Cottage
Exterior

Martha's Vineyard Getaway Cottage

10.0 out of 10, Exceptional, (2)
"Bright, open, clean & cozy. Will return and love the year round option."
Martha's Vineyard Getaway Cottage
Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (144)
"We spent about a month in this absolutely wonderful home on Nantucket. When we arrived, it was clear the house has been professionally cleaned and was spotless. The kitchen is great for cooking for meals in. The tv room has a ton of natural light & was a great place to hang out as a family. There are 2 bedrooms, one on main floor which is easily accessible and 1 in the loft which is a steep staircase (fine for us as we have no mobility issues but bear this in mind). The little patio on the side...
Renovated Cottage off Main Street- Great Location
Oceana Cottages
Beach/ocean view

Oceana Cottages

2.5 star property
8.2 out of 10, Very good, (56)
"The property management is outstanding. Extremely friendly and helpful "
Oceana Cottages
Hear the sound of the surf
Fridge, microwave, oven, stovetop

Hear the sound of the surf

2.0 star property
Hear the sound of the surf
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Beach

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

9.6 out of 10, Exceptional, (100)
"A very comfortable few days on the mid-Cape. Great location, great little cottage. Quiet, private, clean. I'd do it again!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Peaceful waterfront cottage with furnished deck, beautiful view, firepit
Miscellaneous

Peaceful waterfront cottage with furnished deck, beautiful view, firepit

7.2 out of 10, Good, (20)
"Nice little house on the lake. We enjoyed it. "
Peaceful waterfront cottage with furnished deck, beautiful view, firepit
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

8.6 out of 10, Excellent, (79)
"Great location but the place was dirty. Need a better cleaning service. "
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Luxury 1900's romantic retreat steps from the beach - King Suite!
View from property

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.6 out of 10, Exceptional, (30)
"Exactly how it was described clean easy to get to! Highly recommended "
Luxury 1900's romantic retreat steps from the beach - King Suite!
Cozy 3 bedroom,2 full bath cottage with big yard and deck near private beach.
Beach towels

Cozy 3 bedroom,2 full bath cottage with big yard and deck near private beach.

9.8 out of 10, Exceptional, (14)
"House was very clean and comfortable. Check in was easy and house had everything that we needed for the vacation. The price was also very reasonable."
Cozy 3 bedroom,2 full bath cottage with big yard and deck near private beach.
Cozy beachfront cottage at Chases Ocean Grove
On the beach, sun-loungers

Cozy beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
Fridge, microwave, oven, stovetop

2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (96)
"Clean, cozy, well-located, it's a great spot for folks who want to stay together and have separate space at the same time. The adjoining unit makes this possible and unique in that way. "
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
Beachfront on our private beach! Sea Glass Cottage - Pipers' Shore
On the beach

Beachfront on our private beach! Sea Glass Cottage - Pipers' Shore

9.8 out of 10, Exceptional, (36)
"Our stay in October was wonderful, we had the beach almost to ourselves and enjoyed the more relaxed vibe this time of year. "
Beachfront on our private beach! Sea Glass Cottage - Pipers' Shore
LUXURIOUS Cottage with Breathtaking Harbor Views
Fridge, microwave, oven, stovetop

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (139)
"Clean, comfy beds, and a fabulous location! Easy walk to town and other locations. "
LUXURIOUS Cottage with Breathtaking Harbor Views
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
2 bedrooms, iron/ironing board, free WiFi

Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks

10.0 out of 10, Exceptional, (87)
"Very clean very nice perfect for a couple nice location very safe neighborhood would recommended highly"
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
Chappy cottage with private beach
Fridge, microwave, oven, stovetop

Chappy cottage with private beach

10.0 out of 10, Exceptional, (14)
"This cottage was the perfect little getaway for our family to base our first visit on Chappy. We loved being able to walk to the beach and appreciated the cleanliness of the cottage as well as its charm. "
Chappy cottage with private beach
Private Island - Largest Fresh Water Reservoir in Mass....
Outdoor dining

Private Island - Largest Fresh Water Reservoir in Mass....

9.0 out of 10, Wonderful, (7)
"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....
Private Island - Largest Fresh Water Reservoir in Mass....
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Beach nearby, sun-loungers, beach towels

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (26)
"The property was great and walkable to the beach, but needs a few upgrades. "
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Relax and Unwind at your Private Waterfront Beach Bungalow
Property grounds

Relax and Unwind at your Private Waterfront Beach Bungalow

10.0 out of 10, Exceptional, (81)
"This property was perfect for my husband and I for a long weekend getaway. Right on the beach and the sunsets were amazing along with beautiful weather. No complaints about anything - it was perfect!"
Relax and Unwind at your Private Waterfront Beach Bungalow
Quiet Plymouth Cottage on Great South Pond!
Terrace/patio

Quiet Plymouth Cottage on Great South Pond!

10.0 out of 10, Exceptional, (12)
"The perfect getaway spot! Tucked away on a pond hidden in the thick woods of Plymouth, this charming cottage was perfect for a weekend getaway! The pictures don't do their justice of how gorgeous this place is! The best is watching the sun set every evening during our stay! Gas, food, restaurants and stores are only a couple of minutes away. As well, Plymouth is only 15 minutes away! There is plenty to do in the area! But for a couples getaway, it was perfect for us to venture or stay in! Make...
Quiet Plymouth Cottage on Great South Pond!
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
Exterior

Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

10.0 out of 10, Exceptional, (12)
"We greatly appreciate our hosts work with this cozy cottage. Indoor outdoor space was great for our family. Outdoor shower was a great bonus. Easy breeze into town or to Ridgevale Beach where our kids chased crabs for hours. Many thanks!"
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.
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 and per night for cottages in Massachusetts. Whatever your budget, the perfect stay is only a few clicks away on Expedia. This price was 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?
You can pick from cottages in Massachusetts. Whether you’re travelling with the entire family, as a duo or with a group of best friends, Expedia is here to help you find your perfect fit.
What is there to do in Massachusetts near my cottage?
Whether you enjoy arts, culture, shopping or dining, Massachusetts promises something for everyone! The terrific city of Boston boasts loads of attractions and activities, including New England Aquarium, Boston Museum of Fine Arts and Museum of Science. If you’re taking off to Cambridge, Boston Museum of Fine Arts, Museum of Science and Isabella Stewart Gardner Museum are worth putting on your itinerary.