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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Eastern Massachusetts cottages

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

1. Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Wareham
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is CA $142
CA $570 total
includes taxes & fees
Nov 3 - Nov 4
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

2. 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 CA $178
CA $618 total
includes taxes & fees
Nov 3 - Nov 4
Walk to Swift's Beach! Classic Cottage w/ Deck
A cozy living room with a sofa, chairs, a TV, and a dining area with a table and chairs.

3. Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
Marshfield
9.8 out of 10, Exceptional, (28 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is CA $428
CA $613 total
includes taxes & fees
Oct 11 - Oct 12
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
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)
"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 CA $121
CA $304 total
includes taxes & fees
Oct 14 - Oct 15
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 CA $242
CA $594 total
includes taxes & fees
Nov 8 - Nov 9
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A wooden deck with white railings, wicker chairs, and a blue umbrella.

6. 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 CA $237
CA $646 total
includes taxes & fees
Oct 19 - Oct 20
On Town Cove with salt water access! Kayaks and paddle board available for use!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

7. 🐚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 CA $210
CA $564 total
includes taxes & fees
Oct 12 - Oct 13
🐚The Bay Cottage on Thumpertown Beach
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 CA $448
CA $737 total
includes taxes & fees
Oct 14 - Oct 15
Charming cottage overlooking the bay in Padanaram Village.
A wooden deck with a view of a lake, surrounded by trees.

9. 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 CA $193
CA $541 total
includes taxes & fees
Oct 15 - Oct 16
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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, (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 CA $233
CA $594 total
includes taxes & fees
Oct 19 - Oct 20
The Breeze on Minister's Pond
A beach with a wooden boardwalk and a rocky foreground.

11. 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 CA $280
CA $691 total
includes taxes & fees
Oct 12 - Oct 13
Edgewood on Campground Beach/Steps to the Sand
A two-story house with a front porch, a red door, and a small front yard.

12. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is CA $196
CA $612 total
includes taxes & fees
Oct 13 - Oct 14
Charming Family-friendly Getaway in Sandwich!
A house with a blue roof and white walls, a front door, and a small porch area.

13. Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!

Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
Rockport
10.0 out of 10, Exceptional, (12 reviews)
"Great place near center of town. Cozy accommodations. Great communication with host."
United States
Kara G.
The price is CA $330
CA $570 total
includes taxes & fees
Oct 13 - Oct 14
Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

14. 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 CA $237
CA $739 total
includes taxes & fees
Oct 12 - Oct 13
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
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, (28 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 CA $215
CA $625 total
includes taxes & fees
Oct 19 - Oct 20
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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.

16. 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)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is CA $320
CA $418 total
includes taxes & fees
Oct 15 - Oct 16
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A house with a front porch, a small garden, and a mailbox.

17. 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 CA $284
CA $613 total
includes taxes & fees
Nov 1 - Nov 2
Cozy, vacation home in a charming duplex cottage
A small, single-story house with a blue exterior, a yellow front door, and a chimney.

18. 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, (8 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is CA $499
CA $819 total
includes taxes & fees
Oct 26 - Oct 27
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A single-story cabin with a front porch, a small deck, and a mailbox.

19. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
The price is CA $367
CA $1,259 total
includes taxes & fees
Oct 12 - Oct 13
Driftwood Cottages - 85 - Lobster
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

20. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (19 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 CA $895
CA $1,000 total
includes taxes & fees
Oct 12 - Oct 13
Harborview Nantucket
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
"I would recommend this hotel. The rooms were cleaned every day. Fresh towels every day. Even though there was construction across the street it was fine. The only thing I wish was done different is that they have sliding barn doors at for bathrooms and it is not very private. My friend and I were traveling together."
KATHLYN 7-night trip
Posted 3 hours ago
Wyndham Boston Beacon Hill

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
434
Accommodation
53 Cottages
Lowest Price
CA $304
Highest Price
CA $1,259

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between CA $304 and CA $1,259 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 53 cottages in Eastern Massachusetts and then book your favorite. Whether you're thinking about a family vacation 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 vacation 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 favorite 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 Theater and Longfellows National Historic Site too.