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 $577 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 $273
CA $711 total
includes taxes & fees
Sep 15 - Sep 16
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, (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 $393
CA $555 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 23 - Sep 24
Adorable Tiny House in Picturesque Seaside Village
Property grounds

5. 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 $880 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Exterior

6. 🐚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 $206
CA $550 total
includes taxes & fees
Sep 22 - Sep 23
🐚The Bay Cottage on Thumpertown Beach
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 $280
CA $367 total
includes taxes & fees
Sep 14 - Sep 15
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Outdoor dining

8. 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 $321
CA $1,314 total
includes taxes & fees
Sep 16 - Sep 17
Mashpee Heaven Lake front
Exterior

9. 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 $224
CA $463 total
includes taxes & fees
Sep 14 - Sep 15
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
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 $435
CA $720 total
includes taxes & fees
Sep 15 - Sep 16
Charming cottage overlooking the bay in Padanaram Village.
Beach

11. 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 $153
CA $417 total
includes taxes & fees
Sep 24 - Sep 25
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
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 $242
CA $858 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Terrace/patio

13. 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 $242
CA $632 total
includes taxes & fees
Sep 20 - Sep 21
On Town Cove with salt water access! Kayaks and paddle board available for use!
Exterior

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)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $247
CA $621 total
includes taxes & fees
Sep 16 - Sep 17
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Exterior

15. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $303
CA $1,154 total
includes taxes & fees
Sep 14 - Sep 15
Driftwood Cottages - 65A - Whale
Beach nearby

16. 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 $274
CA $673 total
includes taxes & fees
Sep 28 - Sep 29
Edgewood on Campground Beach/Steps to the Sand
Property grounds

17. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
Wareham
9.8 out of 10, Exceptional, (6 reviews)
"The cottage was clean comfortable and quiet. We loved sitting out on the back deck. The beach was a short walk and very beautiful. We enjoyed our stay."
United States
Marylyn P.
The price is CA $211
CA $729 total
includes taxes & fees
Sep 15 - Sep 16
Walk to Swift's Beach! Classic Cottage w/ Deck
Terrace/patio

18. 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 $293
CA $664 total
includes taxes & fees
Sep 17 - Sep 18
The Breeze on Minister's Pond
Outdoor dining

19. 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 $272
CA $781 total
includes taxes & fees
Sep 30 - Oct 1
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Property grounds

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

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (19 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 $335
CA $719 total
includes taxes & fees
Sep 24 - Sep 25
Castaway Cottage on the bay~Dog Friendly Too!
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

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

8/10 Good
"The room was clean and had everything we needed. The location was great for our purposes and you can't beat the price."
Aisha 1-night trip
Posted 1 hour ago
The Midtown Hotel MOD Collection by Sonesta

Find out more about Eastern Massachusetts

Eastern Massachusetts Cottages information

Number of reviews
509
Accommodation
60 Cottages
Lowest Price
CA $293
Highest Price
CA $1,314

Frequently asked questions

How much do cottages in Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between CA $293 and CA $1,314 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.