A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Search Cottages in Eastern Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Eastern Massachusetts cottages

A single-story house with a front porch, a garage, and a small front yard.

1. Peaceful Coastal Cottage Near Plymouth & Cape Cod

Peaceful Coastal Cottage Near Plymouth & Cape Cod
Wareham
9.8 out of 10, Exceptional, (17 reviews)
"My 4th year at this beautiful cottage. I’ve been renting for 56 years at swifts and this is by far my favorite place to stay! You will feel right at home and everything you will need is provided . Helina is such a wonderful host. "
United States
Karen R.
The price is HK$667
HK$3,005 total
includes taxes & fees
28 Oct - 29 Oct
Peaceful Coastal Cottage Near Plymouth & Cape Cod
A single-story house with a front door, a small porch, and a fenced yard.

2. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is HK$941
HK$3,218 total
includes taxes & fees
9 Nov - 10 Nov
Charming Family-friendly Getaway in Sandwich!
A house surrounded by dense forest, overlooking a body of water.

3. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is HK$1,192
HK$3,034 total
includes taxes & fees
14 Nov - 15 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A wooden deck with Adirondack chairs and a table, surrounded by potted plants and overlooking a body of water.

4. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
The price is HK$2,471
HK$4,057 total
includes taxes & fees
3 Nov - 4 Nov
Charming cottage overlooking the bay in Padanaram Village.
A small, single-story house with a blue exterior, a yellow front door, and a chimney.

5. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Beverly
10.0 out of 10, Exceptional, (12 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is HK$883
HK$2,134 total
includes taxes & fees
18 Nov - 19 Nov
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

6. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
Wareham
9.8 out of 10, Exceptional, (6 reviews)
"The cottage was clean comfortable and quiet. We loved sitting out on the back deck. The beach was a short walk and very beautiful. We enjoyed our stay."
United States
Marylyn P.
The price is HK$816
HK$3,653 total
includes taxes & fees
6 Nov - 7 Nov
Walk to Swift's Beach! Classic Cottage w/ Deck
A coastal residential area with houses, a clear view of the sea, and a stone wall with a gravestone.

7. 2BR Home Minutes to Downtown Rockport+Beach!

2BR Home Minutes to Downtown Rockport+Beach!
Rockport
10.0 out of 10, Exceptional, (13 reviews)
"Good facilities, clean and tidy, lovely decor. Good location."
United States
Janet C.
The price is HK$975
HK$3,384 total
includes taxes & fees
16 Nov - 17 Nov
2BR Home Minutes to Downtown Rockport+Beach!
A house with a deck, a flag, and a garage.

8. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
The price is HK$1,765
HK$4,005 total
includes taxes & fees
7 Nov - 8 Nov
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A residential area with two-story houses, a dock, and a marina in the background.

9. Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (134 reviews)
"Great little spot. Looking forward to coming back!"
United States
Anonymous traveller
The price is HK$1,588
HK$4,034 total
includes taxes & fees
9 Nov - 10 Nov
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

10. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is HK$1,289
HK$3,235 total
includes taxes & fees
28 Oct - 29 Oct
The Breeze on Minister's Pond
Property grounds

11. Charming Waterfront Cottage in Bristol, RI

Charming Waterfront Cottage in Bristol, RI
Bristol
10.0 out of 10, Exceptional, (15 reviews)
"Centrally located between Newport and Providence. Beautiful peaceful setting"
United States
Maureen
The price is HK$1,765
HK$3,282 total
includes taxes & fees
28 Oct - 29 Oct
Charming Waterfront Cottage in Bristol, RI
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

12. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is HK$1,129
HK$3,565 total
includes taxes & fees
9 Nov - 10 Nov
Walk to Swift's Beach! Classic Cottage w/ Deck
A beach with a wooden boardwalk and a rocky foreground.

13. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is HK$1,546
HK$3,772 total
includes taxes & fees
29 Oct - 30 Oct
Edgewood on Campground Beach/Steps to the Sand
A house with a front porch, a small garden, and a mailbox.

14. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
United States
Sarah B.
The price is HK$1,569
HK$3,339 total
includes taxes & fees
1 Nov - 2 Nov
Cozy, vacation home in a charming duplex cottage
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

15. 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
The price is HK$4,941
HK$5,519 total
includes taxes & fees
3 Nov - 4 Nov
Harborview Nantucket
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

16. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (30 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is HK$1,186
HK$3,404 total
includes taxes & fees
2 Nov - 3 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

17. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is HK$1,332
HK$4,101 total
includes taxes & fees
29 Oct - 30 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
A wooden mailbox with a number plate, surrounded by a wooden fence and a wooden archway covered with pink roses.

18. Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (143 reviews)
"Amazing stay!!! Perfect location!! Will stay again!!!"
United States
Nina D.
The price is HK$1,757
HK$3,821 total
includes taxes & fees
29 Oct - 30 Oct
Charming cottage, close to lower Main Street.
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

19. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"It is a beautiful property."
United States
Phillip B.
The price is HK$1,469
HK$4,411 total
includes taxes & fees
28 Oct - 29 Oct
Captain's Quarters by Nauset Beach
A lakeside patio with Adirondack chairs and a small table, surrounded by lush greenery and a view of the lake.

20. Spacious Lakefront Escape w/ 3 Baths + Bonus Bed

Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
Essex
10.0 out of 10, Exceptional, (35 reviews)
"Absolutely beautiful location, we had the most wonderful stay."
United States
Veronica B.
The price is HK$2,064
HK$4,636 total
includes taxes & fees
18 Nov - 19 Nov
Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Massachusetts Hotel Reviews

Hilton Boston Park Plaza

Hilton Boston Park Plaza

8/10 Good
"Great location, lively lobby. Sink/counter in room is way too small, no where to unpack toiletries."
Lisa 2-night trip
Posted less than an hour ago
Hilton Boston Park Plaza

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
354
Accommodation
73 Cottages
Lowest Price
HK$2,134
Highest Price
HK$5,519

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between HK$2,134 and HK$5,519 per night. Whatever your budget, you'll find the ideal place to reconnect with nature. 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 Eastern Massachusetts?
Check out our 73 cottages in Eastern Massachusetts and then book your favourite. Whether you're thinking about a family holiday or a break with buddies, your perfect stay is clicks away with Expedia.
Why book your cottage in Eastern Massachusetts with Expedia?
We think that a holiday should be easy, so if you're seeking cottages in Eastern Massachusetts at a competitive price, Expedia is here to help. Stick to the budget and stay in a thrifty option far from the rush of the city, or splurge on an upmarket cottage to really pamper your favourite people.
How can I find cheap cottages in Eastern Massachusetts?
Expedia is here to help you locate cheap cottages in Eastern Massachusetts. To find your special stay in a few clicks, use our handy filter tool to refine your search by star rating, amenities and budget.
What is there to do in Eastern Massachusetts near my cottage?
The most important travel accessory for your Eastern Massachusetts adventure is an awesome itinerary! Somerville Museum, Chelsea Garden Cemetery and Prospect Hill Park are some of the biggest sights if you're bound for Boston. Cambridge also has loads of wonderful attractions, such as Peabody Museum of Archaeology and Ethnology. Eager to explore more? Find time for Sanders Theatre and Longfellows National Historic Site too.