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 cozy living room with a sofa, chairs, a TV, and a dining area with a table and chairs.

1. 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 $403
CA $562 total
includes taxes & fees
Sep 30 - Oct 1
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.

2. 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 $120
CA $300 total
includes taxes & fees
Oct 6 - Oct 7
Adorable Tiny House in Picturesque Seaside Village
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

3. 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 $473
CA $945 total
includes taxes & fees
Oct 27 - Oct 28
Walk to Swift's Beach! Classic Cottage w/ Deck
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 $271
CA $633 total
includes taxes & fees
Oct 7 - Oct 8
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.

5. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 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 $209
CA $561 total
includes taxes & fees
Oct 6 - Oct 7
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a table and chairs, overlooking a forested area.

6. Mashpee Heaven Lake front

Mashpee Heaven Lake front
Mashpee
8.0 out of 10, Very good, (1 review)
"Location was very nice. The kayaks were a plus. The interior was like retro 1960's, but very comfortable. The exterior was a bit unkempt."
United States
Richard B.
Mashpee Heaven Lake front
A wooden deck with Adirondack chairs and a table, surrounded by potted plants and overlooking a body of water.

7. 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 $445
CA $738 total
includes taxes & fees
Oct 6 - Oct 7
Charming cottage overlooking the bay in Padanaram Village.
Property grounds

8. 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 CA $364
CA $655 total
includes taxes & fees
Sep 30 - Oct 1
Charming Waterfront Cottage in Bristol, RI
A beach with a wooden boardwalk and a rocky foreground.

9. 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 $688 total
includes taxes & fees
Oct 1 - Oct 2
Edgewood on Campground Beach/Steps to the Sand
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

10. 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 $236
CA $745 total
includes taxes & fees
Oct 7 - Oct 8
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
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.

11. 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 $318
CA $416 total
includes taxes & fees
Oct 15 - Oct 16
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A single-story mobile home with a porch, a small deck, and a gravel driveway.

12. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $311
CA $1,182 total
includes taxes & fees
Oct 1 - Oct 2
Driftwood Cottages - 65A - Whale
A single-story house with a front door, a small porch, and a gravel driveway.

13. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is CA $242
CA $516 total
includes taxes & fees
Oct 2 - Oct 3
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
A house with a deck, a flag, and a garage.

14. 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 CA $247
CA $626 total
includes taxes & fees
Sep 30 - Oct 1
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A wooden deck with white railings, wicker chairs, and a blue umbrella.

15. 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 $631 total
includes taxes & fees
Oct 19 - Oct 20
On Town Cove with salt water access! Kayaks and paddle board available for use!
A house with a front porch, a small garden, and a mailbox.

16. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (9 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 $296
CA $625 total
includes taxes & fees
Sep 30 - Oct 1
Cozy, vacation home in a charming duplex cottage
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)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is CA $384
CA $786 total
includes taxes & fees
Sep 30 - Oct 1
Castaway Cottage on the bay~Dog Friendly Too!
A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

18. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is CA $266
CA $794 total
includes taxes & fees
Oct 5 - Oct 6
Captain's Quarters by Nauset Beach
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 CA $242
CA $751 total
includes taxes & fees
Oct 6 - Oct 7
Seaside Escape-Art-filled 2 Bd on Town Cove
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

20. 🦀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 $623 total
includes taxes & fees
Oct 19 - Oct 20
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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

Arcadian Hotel

Arcadian Hotel

8/10 Good
"Staff was friendly and helpful. Lobby was highly utilized, but the breakfast was underwhelming. Plain bagels, dry cereal and bananas.."
Julie 3-night trip
Posted 4 hours ago
Arcadian Hotel

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
402
Accommodation
60 Cottages
Lowest Price
CA $300
Highest Price
CA $1,182

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between CA $300 and CA $1,182 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 60 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.