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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Eastern Massachusetts cottages

A two-story house with a front porch, a red door, and a small front yard.

1. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is CA $165
CA $577 total
includes taxes & fees
Oct 4 - Oct 5
Charming Family-friendly Getaway in Sandwich!
A single-story house with a front porch, a garage, and a small front yard.

2. 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 $284
CA $750 total
includes taxes & fees
Oct 27 - Oct 28
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
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)
""The Cozy Cottage" is exactly as the name implies. Lovely, cozy cottage steps from the beach in a quiet neighborhood setting. Wonderful time there."
United States
merrie o.
The price is CA $427
CA $615 total
includes taxes & fees
Oct 4 - Oct 5
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
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 CA $242
CA $586 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $121
CA $302 total
includes taxes & fees
Oct 14 - Oct 15
Adorable Tiny House in Picturesque Seaside Village
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 CA $210
CA $565 total
includes taxes & fees
Oct 6 - Oct 7
🐚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, (66 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $235
CA $641 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $448
CA $742 total
includes taxes & fees
Oct 4 - Oct 5
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, (7 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is CA $193
CA $542 total
includes taxes & fees
Oct 26 - Oct 27
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 $234
CA $595 total
includes taxes & fees
Oct 28 - Oct 29
The Breeze on Minister's Pond
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

11. 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 $475
CA $948 total
includes taxes & fees
Oct 27 - Oct 28
Walk to Swift's Beach! Classic Cottage w/ Deck
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

12. 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 $748 total
includes taxes & fees
Oct 5 - Oct 6
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
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 CA $280
CA $692 total
includes taxes & fees
Oct 13 - Oct 14
Edgewood on Campground Beach/Steps to the Sand
A house with a blue roof and white walls, a front door, and a small porch area.

14. 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, (11 reviews)
"Great place near center of town. Cozy accommodations. Great communication with host."
United States
Kara G.
The price is CA $330
CA $569 total
includes taxes & fees
Oct 13 - Oct 14
Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
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 21 - Oct 22
🦀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, (141 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
Two wicker swing chairs facing a sunset over the ocean.

17. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.6 out of 10, Exceptional, (20 reviews)
"The location was great with easy access to the beach and we had a great time"
United States
Kannan N.
The price is CA $414
CA $827 total
includes taxes & fees
Oct 3 - Oct 4
Castaway Cottage on the bay~Dog Friendly Too!
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

18. 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 CA $241
CA $753 total
includes taxes & fees
Oct 15 - Oct 16
Seaside Escape-Art-filled 2 Bd on Town Cove
A single-story mobile home with a porch, a small deck, and a gravel driveway.

19. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $380
CA $1,278 total
includes taxes & fees
Oct 3 - Oct 4
Driftwood Cottages - 65A - Whale
A small, single-story house with a blue exterior, a yellow front door, and a chimney.

20. 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, (7 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is CA $358
CA $634 total
includes taxes & fees
Oct 26 - Oct 27
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
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

citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"Clean, comfortable and convenient. My top choice when staying in Back Bay"
Joshua 1-night trip
Posted less than an hour ago
citizenM Boston Back Bay

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
427
Accommodation
53 Cottages
Lowest Price
CA $302
Highest Price
CA $1,278

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between CA $302 and CA $1,278 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.