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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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$863
HK$3,007 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)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is HK$785
HK$3,155 total
includes taxes & fees
10 Nov - 11 Nov
Peaceful Coastal Cottage Near Plymouth & Cape Cod
A two-story house with a wooden front door and a sign indicating a beach direction.

4. Adorable Tiny House in Picturesque Seaside Village

Adorable Tiny House in Picturesque Seaside Village
Warren
9.6 out of 10, Exceptional, (44 reviews)
"A wonderful stay"
United States
Jerene
The price is HK$675
HK$1,682 total
includes taxes & fees
27 Oct - 28 Oct
Adorable Tiny House in Picturesque Seaside Village
A house surrounded by dense forest, overlooking a body of water.

5. 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$1,263
HK$3,152 total
includes taxes & fees
2 Nov - 3 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

6. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is HK$1,160
HK$3,070 total
includes taxes & fees
18 Oct - 19 Oct
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

7. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (68 reviews)
"Clean, great location. "
United States
Peter G.
The price is HK$1,158
HK$3,347 total
includes taxes & fees
21 Oct - 22 Oct
On Town Cove with salt water access! Kayaks and paddle board available for use!
A wooden deck with Adirondack chairs and a table, surrounded by potted plants and overlooking a body of water.

8. 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$2,472
HK$4,032 total
includes taxes & fees
22 Oct - 23 Oct
Charming cottage overlooking the bay in Padanaram Village.
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

9. 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$1,306
HK$4,099 total
includes taxes & fees
19 Oct - 20 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A wooden deck with a view of a lake, surrounded by trees.

10. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is HK$1,065
HK$2,944 total
includes taxes & fees
18 Oct - 19 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

11. 🦀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$1,186
HK$3,405 total
includes taxes & fees
18 Oct - 19 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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$981
HK$3,401 total
includes taxes & fees
3 Nov - 4 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$1,547
HK$3,773 total
includes taxes & fees
18 Oct - 19 Oct
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

14. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 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$3,262 total
includes taxes & fees
20 Oct - 21 Oct
The Breeze on Minister's Pond
A house with a deck, a flag, and a garage.

15. 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)
The price is HK$1,766
HK$4,005 total
includes taxes & fees
7 Nov - 8 Nov
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

16. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (21 reviews)
"Everything was even better than we'd hoped. The cottage was absolutely beautiful and extremely clean, and we couldn't have been in a better location! The view of the harbor, proximity to shopping and dining, and ease of check-in/out made for the perfect vacation. The bed was super comfy and the kitchen was outfitted with everything you could need. I highly recommend this beautiful property for your stay on Nantucket!"
United States
Kim
The price is HK$4,944
HK$5,522 total
includes taxes & fees
18 Oct - 19 Oct
Harborview Nantucket
Property grounds

17. 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$1,766
HK$3,310 total
includes taxes & fees
18 Oct - 19 Oct
Charming Waterfront Cottage in Bristol, RI
A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

18. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (142 reviews)
"Excellent with the pond!"
United States
shannon s.
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

19. 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$4,129 total
includes taxes & fees
19 Oct - 20 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
A house with a front porch, a small garden, and a mailbox.

20. 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$1,569
HK$3,341 total
includes taxes & fees
4 Nov - 5 Nov
Cozy, vacation home in a charming duplex cottage
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

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"Close to TD Garden"
Francis 1-night trip
Posted 1 hour ago
Wyndham Boston Beacon Hill

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
451
Accommodation
73 Cottages
Lowest Price
HK$1,682
Highest Price
HK$5,522

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between HK$1,682 and HK$5,522 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.