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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

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
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is €406
includes taxes & fees
1 Sept - 2 Sept
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 €471
includes taxes & fees
24 Aug - 25 Aug
Walk to Swift's Beach! Classic Cottage w/ Deck
TV

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, (25 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is €348
includes taxes & fees
23 Aug - 24 Aug
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)
"A wonderful stay"
United States
Jerene
The price is €193
includes taxes & fees
8 Sept - 9 Sept
Adorable Tiny House in Picturesque Seaside Village
Exterior detail

5. Modern, Charming 1-bedroom cottage with ductless AC in Dennisport

Modern, Charming 1-bedroom cottage with ductless AC in Dennisport
Dennisport
Modern, Charming 1-bedroom cottage with ductless AC in Dennisport
Terrace/patio

6. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (15 reviews)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is €443
includes taxes & fees
24 Aug - 25 Aug
Charming cottage overlooking the bay in Padanaram Village.
Beach nearby, sun-loungers, beach umbrellas, beach towels

7. 3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
Mattapoisett
9.6 out of 10, Exceptional, (52 reviews)
"The area was beautiful! We went mid August and the neighborhood had gorgeous flowers blooming everywhere. The beach area was private and so relaxing. Our pup loved exploring the doggy beach. Good area for restaurants too… we really enjoyed Turk’s!"
United States
Helen R.
The price is €405
includes taxes & fees
6 Sept - 7 Sept
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
Terrace/patio

8. 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, (137 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 €230
includes taxes & fees
14 Sept - 15 Sept
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Property grounds

9. Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Eastham
9.2 out of 10, Wonderful, (103 reviews)
"Ideal location, super comfortable, peaceful. Exactly what we were hoping for. Very clean."
United States
Elaine
The price is €478
includes taxes & fees
1 Sept - 2 Sept
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Beach

10. 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, (120 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is €270
includes taxes & fees
17 Sept - 18 Sept
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

11. 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 €305
includes taxes & fees
15 Sept - 16 Sept
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
House (3 Bedrooms) | Front of property

12. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is €590
includes taxes & fees
23 Aug - 24 Aug
6 Mi to Beach: Home w/ Deck in Brewster!
Property grounds

13. Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester
9.8 out of 10, Exceptional, (58 reviews)
"This was such a cute little place! We enjoyed our Birthday getaway! It was easy to get around the area too. Parking was small, but thanks to the other reviews we brought the car so we were ok. "
United States
Jennifer B.
The price is €407
includes taxes & fees
4 Sept - 5 Sept
Luxury 1900's romantic retreat steps from the beach - King Suite!
Exterior

14. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.6 out of 10, Exceptional, (12 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is €470
includes taxes & fees
29 Aug - 30 Aug
🌊The Ocean Cottage on Thumpertown Beach
Exterior

15. Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Barnstable
8.6 out of 10, Excellent, (30 reviews)
"It was very comfortable with upgraded kitchen and bathroom. It had all we needed. The owner was very responsive . Easy check in process. The location was perfect, just across from a beautiful ocean beach and very near Hyannis and many attractions. "
United States
Helene M.
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Exterior

16. Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Gloucester
9.8 out of 10, Exceptional, (28 reviews)
"A beautiful cottage with wonderful amenities and host. Couldn’t have asked for a better place to stay!"
United States
Samson L.
The price is €557
includes taxes & fees
25 Aug - 26 Aug
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Property grounds

17. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (155 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
The price is €432
includes taxes & fees
3 Sept - 4 Sept
Make Lasting Memories In This Adorable Vineyard Cottage!
Exterior

18. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.8 out of 10, Exceptional, (6 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is €469
includes taxes & fees
23 Aug - 24 Aug
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Property grounds

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

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (18 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 €554
includes taxes & fees
8 Sept - 9 Sept
Castaway Cottage on the bay~Dog Friendly Too!
Property grounds

20. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is €282
includes taxes & fees
23 Aug - 24 Aug
🐳 The Whale Song - Dog-Friendly Studio
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

Omni Parker House

Omni Parker House

8/10 Good
"Great location in the heart of Boston."
Marc 1-night trip
Posted 4 hours ago
Omni Parker House

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
1
Accommodation
69 Cottages
Lowest Price
€471
Highest Price
€1,120

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between €471 and €1,120 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 69 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.