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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Eastern Massachusetts cottages

A wooden deck with chairs overlooking a lake, a large tree, and a building with a red door.

1. Quiet Plymouth Cottage on Great South Pond!

Quiet Plymouth Cottage on Great South Pond!
Plymouth
10.0 out of 10, Exceptional, (24 reviews)
"This place was lovely. Everything was great. The owners friendly and helpful. I don’t want to say too many good things about it bc I want to be able to get there again and don’t want it to be all booked!!"
United States
Sarah T.
The price is HK$862
HK$3,003 total
includes taxes & fees
25 Oct - 26 Oct
Quiet Plymouth Cottage on Great South Pond!
A wooden deck with chairs overlooking a lake, a large tree, and a building with a red door.

2. Quiet Plymouth Cottage on Great South Pond!

Quiet Plymouth Cottage on Great South Pond!
3.0 star property
Plymouth
The price is HK$1,177
HK$2,923 total
includes taxes & fees
25 Oct - 26 Oct
Quiet Plymouth Cottage on Great South Pond!
A single-story house with a front porch, a garage, and a small front yard.

3. 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$666
HK$3,003 total
includes taxes & fees
4 Nov - 5 Nov
Peaceful Coastal Cottage Near Plymouth & Cape Cod
A house surrounded by dense forest, overlooking a body of water.

4. 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$1,176
HK$3,059 total
includes taxes & fees
14 Nov - 15 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A two-story house with a wooden front door and a sign indicating a beach direction.

5. Adorable Tiny House in Picturesque Seaside Village

Adorable Tiny House in Picturesque Seaside Village
Warren
9.6 out of 10, Exceptional, (44 reviews)
"Beautiful perfect little mini homeFor a long weekend getaway - clean and comfortable and cute. Very kind hosts. Very easy process. Beautiful environment and area and surroundings. Nice neighborhood!"
United States
Hollin C.
The price is HK$674
HK$1,671 total
includes taxes & fees
25 Oct - 26 Oct
Adorable Tiny House in Picturesque Seaside Village
A wooden deck with Adirondack chairs and a table, surrounded by potted plants and overlooking a body of water.

6. 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$2,469
HK$4,027 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.

7. 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, (11 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is HK$1,023
HK$2,307 total
includes taxes & fees
18 Nov - 19 Nov
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

8. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
The price is HK$1,304
HK$4,094 total
includes taxes & fees
25 Oct - 26 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A coastal residential area with houses, a clear view of the sea, and a stone wall with a gravestone.

9. 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$974
HK$3,443 total
includes taxes & fees
16 Nov - 17 Nov
2BR Home Minutes to Downtown Rockport+Beach!
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$1,287
HK$3,231 total
includes taxes & fees
25 Oct - 26 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, (14 reviews)
"Centrally located between Newport and Providence. Beautiful peaceful setting"
United States
Maureen
The price is HK$2,119
HK$3,757 total
includes taxes & fees
26 Oct - 27 Oct
Charming Waterfront Cottage in Bristol, RI
A single-story house with a front door, a small porch, and a fenced yard.

12. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is HK$1,081
HK$3,377 total
includes taxes & fees
25 Oct - 26 Oct
Charming Family-friendly Getaway in Sandwich!
A house with a deck, a flag, and a garage.

13. 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$1,763
HK$4,000 total
includes taxes & fees
7 Nov - 8 Nov
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A beach with a wooden boardwalk and a rocky foreground.

14. 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$1,545
HK$3,768 total
includes taxes & fees
25 Oct - 26 Oct
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

15. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 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$1,184
HK$3,427 total
includes taxes & fees
26 Oct - 27 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A residential area with two-story houses, a dock, and a marina in the background.

16. 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$1,587
HK$4,031 total
includes taxes & fees
2 Nov - 3 Nov
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
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$1,330
HK$4,097 total
includes taxes & fees
25 Oct - 26 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

18. 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$4,937
HK$5,515 total
includes taxes & fees
25 Oct - 26 Oct
Harborview Nantucket
A house with a front porch, a small garden, and a mailbox.

19. 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)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is HK$1,567
HK$3,364 total
includes taxes & fees
1 Nov - 2 Nov
Cozy, vacation home in a charming duplex cottage
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

20. 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$1,467
HK$4,370 total
includes taxes & fees
25 Oct - 26 Oct
Captain's Quarters by Nauset Beach
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 Eastern Massachusetts Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"this is a great hotel in a wonderful location close to everything"
Ebony 2-night trip
Posted 1 hour ago
Seaport Hotel Boston

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
377
Accommodation
73 Cottages
Lowest Price
HK$1,671
Highest Price
HK$5,515

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between HK$1,671 and HK$5,515 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.