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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Eastern Massachusetts cottages

Exterior

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, (16 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is CA $159
CA $578 total
includes taxes & fees
Sep 16 - Sep 17
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Cottage (2 Bedrooms) | Interior

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 $274
CA $712 total
includes taxes & fees
Sep 16 - Sep 17
Walk to Swift's Beach! Classic Cottage w/ Deck
Living area

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
10.0 out of 10, Exceptional, (26 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 $394
CA $556 total
includes taxes & fees
Sep 13 - Sep 14
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
Exterior

4. Adorable Tiny House in Picturesque Seaside Village

Adorable Tiny House in Picturesque Seaside Village
Warren
9.8 out of 10, Exceptional, (42 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 $118
CA $293 total
includes taxes & fees
Sep 21 - Sep 22
Adorable Tiny House in Picturesque Seaside Village
Exterior

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 $319
CA $689 total
includes taxes & fees
Sep 24 - Sep 25
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Property grounds

6. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
East Falmouth
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at this charming New England home. The house was spotless, beautifully maintained, and full of character. It had all the comforts we needed, inviting spaces to relax in after exploring the area. The location was perfect—close to local shops, scenic spots, and great dining. Our host was friendly, responsive, and made us feel right at home. We honestly couldn’t have asked for a better experience, and we look forward to returning."
United States
Shaun G.
The price is CA $183
CA $883 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Terrace/patio

7. 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, (138 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 $281
CA $368 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Exterior

8. 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, (6 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is CA $199
CA $431 total
includes taxes & fees
Sep 14 - Sep 15
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Exterior

9. 🐚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 $205
CA $549 total
includes taxes & fees
Sep 22 - Sep 23
🐚The Bay Cottage on Thumpertown Beach
Terrace/patio

10. 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 $436
CA $722 total
includes taxes & fees
Sep 15 - Sep 16
Charming cottage overlooking the bay in Padanaram Village.
Outdoor dining

11. 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.
The price is CA $322
CA $1,318 total
includes taxes & fees
Sep 16 - Sep 17
Mashpee Heaven Lake front
Cottage (2 Bedrooms) | Interior

12. 4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
3.0 star property
East Falmouth
The price is CA $243
CA $860 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Beach

13. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
The price is CA $165
CA $433 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Terrace/patio

14. 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, (65 reviews)
"Clean, great location. "
United States
Peter G.
The price is CA $243
CA $635 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
Exterior

15. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $304
CA $1,157 total
includes taxes & fees
Sep 14 - Sep 15
Driftwood Cottages - 65A - Whale
Outdoor dining

16. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 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 $214
CA $617 total
includes taxes & fees
Sep 13 - Sep 14
🦀Waterfront at The Velvet Crab~Amazing Sunsets
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 CA $448
CA $765 total
includes taxes & fees
Sep 15 - Sep 16
Charming Waterfront Cottage in Bristol, RI
Exterior

18. 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)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $275
CA $659 total
includes taxes & fees
Sep 15 - Sep 16
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Beach

19. 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 $273
CA $673 total
includes taxes & fees
Sep 28 - Sep 29
Edgewood on Campground Beach/Steps to the Sand
Outdoor dining

20. 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 $271
CA $781 total
includes taxes & fees
Sep 14 - Sep 15
The Mod Pod~2 bd/2.5 bth/dog/games/steps to 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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"1st time in Boston. Close to Subway & Quincy Market. Arrived about an hour before check-in … was given the option to check in early or could wait till after 3 for a room on a higher floor. Chose to wait. Had a nice view of city on the 7th floor. Room was Clean and comfortable. Loved the walk in shower. We enjoyed our 2 night stay and would gladly stay again in future."
Dawne 2-night trip
Posted 5 hours ago
Harborside Inn Of Boston

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
502
Accommodation
60 Cottages
Lowest Price
CA $293
Highest Price
CA $1,318

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between CA $293 and CA $1,318 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.