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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Our top choices for Eastern Massachusetts vacation homes

1. Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
10.0 out of 10, Exceptional, (21 reviews)
"Property was in great location and central to all the areas of Plymouth worth visiting. Property had heating and air and the communal fire pit area was great and lighted. There was a great park across the street from the bungalows which provided great morning walks and sunrises. If ya have a pet it would make for a great stay."
United States
Jeffrey
The price is ¥21,843
¥54,723 total
includes taxes & fees
Oct 22 - Oct 23
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

2. Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!
Wareham
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable and updated house. We had a great stay!"
United States
Edna R.
The price is ¥21,256
¥48,355 total
includes taxes & fees
Oct 22 - Oct 23
Make this charming, modern retreat your home away from home!!

3. Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (167 reviews)
"We thoroughly enjoyed our stay! The property was very clean, decorately beautifully, and had everything we needed. The bottle of wine and snacks made for a nice welcome. The location and gorgeous view were beyond measure and the deck and yard are set up perfectly for watching the sunrise and relaxing by the bay. The owners are on site but that was not an issue because the space is very private. Highly recommend!"
United States
Bruce
The price is ¥39,628
¥60,730 total
includes taxes & fees
Oct 30 - Oct 31
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

4. Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!

Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
Newburyport
9.8 out of 10, Exceptional, (91 reviews)
"Perfect for two! Loved our stay and the hosts were kind and very easy to communicate with if you had any questions. Already planning my next stay"
United States
Laura M.
The price is ¥20,765
¥61,431 total
includes taxes & fees
Nov 9 - Nov 10
Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!

5. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (5 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is ¥18,091
¥27,281 total
includes taxes & fees
Nov 3 - Nov 4
Private Suite w/ Bath & Free Parking

6. Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Sandwich
9.8 out of 10, Exceptional, (105 reviews)
"This property was the perfect beach house for our weekend trip. Everything looked exactly like the photos, was clean and accurate. The owner made check-in and check-out extremely clear on expectations and definitely provided a reasonable price for its amazing location. I will be staying here again!"
United States
Alysha D.
The price is ¥35,522
¥76,032 total
includes taxes & fees
Oct 24 - Oct 25
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

7. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (59 reviews)
"Great overall stay!"
United States
Chris R.
The price is ¥30,627
¥71,515 total
includes taxes & fees
Nov 3 - Nov 4
Cozy three-bedroom home close to Boston w/ plenty of parking

8. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is ¥24,965
¥68,665 total
includes taxes & fees
Oct 22 - Oct 23
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

9. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
The price is ¥35,189
¥44,971 total
includes taxes & fees
Nov 4 - Nov 5
The Essex of Gloucester

10. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.8 out of 10, Exceptional, (8 reviews)
"Perfect stay for the night. Communication was great and property was clean and had everything we needed."
United States
Ryan E.
The price is ¥26,154
¥44,265 total
includes taxes & fees
Nov 1 - Nov 2
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

11. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (45 reviews)
"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."
United States
Kathryn C.
The price is ¥43,511
¥108,032 total
includes taxes & fees
Nov 1 - Nov 2
Stunning 4-bedroom Private Fresh Water Beach Front

12. Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay at this pet-friendly cottage on the beach. Location was great and the hosts were very accommodating. We loved the privacy of the island, the outdoor space, and the sunsets overlooking the bay!"
United States
Scott M.
The price is ¥31,543
¥80,730 total
includes taxes & fees
Nov 15 - Nov 16
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

13. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Falmouth
10.0 out of 10, Exceptional, (18 reviews)
"Jessica was absolutely amazing and so was the house! We stayed here for our family vacation and it was perfect. 5 stars all around!"
United States
Kelsey B.
The price is ¥60,102
¥147,520 total
includes taxes & fees
Nov 1 - Nov 2
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

14. Love Sand, Madaket on the Beach, Lovely Seaside Home

Love Sand, Madaket on the Beach, Lovely Seaside Home
Nantucket
9.8 out of 10, Exceptional, (58 reviews)
"Almost 270 degree views of the ocean — spectacular setting with lots of privacy, great amenities and miles of beach to explore. Very accessible to town. We loved our stay!"
United States
Marjorie A.
The price is ¥37,408
¥138,594 total
includes taxes & fees
Nov 16 - Nov 17
Love Sand, Madaket on the Beach, Lovely Seaside Home

15. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (107 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is ¥18,211
¥77,453 total
includes taxes & fees
Oct 27 - Oct 28
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

16. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (62 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
Beach Life Bliss - steps to the beach

17. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (224 reviews)
"Great location "
United States
Stephanie B.
The price is ¥28,532
¥82,544 total
includes taxes & fees
Nov 1 - Nov 2
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

18. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (53 reviews)
"Extraordinarily beautiful VRBO, very clean, convenient to highway, walking distance to several eateries, walk or quick drive to the Red Line to use to get into downtown Boston, and very responsive owner."
United States
Mark T.
The price is ¥35,676
¥71,851 total
includes taxes & fees
Nov 3 - Nov 4
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

19. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is ¥25,168
¥83,229 total
includes taxes & fees
Oct 22 - Oct 23
The Alpine/Walk to Beach for 2 or more!

20. Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.4 out of 10, Exceptional, (33 reviews)
"The location was super convenient- quick 10-15 min in/out of the city. The house was really clean! The host was very responsive."
United States
Erin D.
The price is ¥27,636
¥72,705 total
includes taxes & fees
Nov 3 - Nov 4
Centrally located in the heart of Boston near T
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

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Eastern Massachusetts Vacation Homes information

Number of reviews
934
Accommodation
460 Vacation Homes
Lowest Price
¥27,281
Highest Price
¥147,520