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 18 - Sep 20
In two months
Oct 30 - Nov 1
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Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Eastern Massachusetts vacation homes

A beach with waves crashing onto the shore under a clear sky.

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

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
9.8 out of 10, Exceptional, (20 reviews)
"Johanna and Costas were the most gracious hosts. The bungalow was exactly what we needed! Excellent stay!"
United States
Anonymous traveler
The price is ￥21,533
￥53,946 total
includes taxes & fees
Sep 7 - Sep 8
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A beach with waves and a partly cloudy sky.

2. Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill

Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
Plymouth
10.0 out of 10, Exceptional, (15 reviews)
"What a great place to stay! Comfortable little bungalow with just a short walk to the beach. Everything we needed was right there. Our little dog loved it too, would stay here again."
United States
Andrew E.
The price is ￥24,183
￥57,362 total
includes taxes & fees
Sep 7 - Sep 8
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
A covered outdoor deck with wicker furniture, a small table, and chairs.

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, (160 reviews)
"Beautiful view extremely clean easy check in/out. LOTS of amenities. Everything you could need or want is there!!"
United States
Roseanne
The price is ￥39,065
￥59,868 total
includes taxes & fees
Sep 7 - Sep 8
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A sandy beach with a forest in the background and a clear sky.

4. 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 ￥27,986
￥56,744 total
includes taxes & fees
Sep 7 - Sep 8
Make this charming, modern retreat your home away from home!!
A bedroom with a bed, a TV mounted on the wall, a desk with storage, and a closet.

5. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (25 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
The price is ￥24,605
￥50,518 total
includes taxes & fees
Sep 8 - Sep 9
The Cape Cod Loft | Near Beaches & Canal
A patio with outdoor furniture, a wooden fence, and a brick wall.

6. Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.6 out of 10, Exceptional, (37 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is ￥32,658
￥61,072 total
includes taxes & fees
Sep 20 - Sep 21
Gorgeous Beacon Hills Studio next to State house
A modern kitchen with white cabinets, stainless steel appliances, and a glass dining table set for six.

7. 3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful place and close to everything!"
United States
Erin A.
The price is ￥42,190
￥96,458 total
includes taxes & fees
Sep 7 - Sep 8
3BR3Bth Entire House/Steps to Downtown & TD Garden
A wooden front door with a glass panel and the number 383.

8. 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, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is ￥24,705
￥57,443 total
includes taxes & fees
Sep 7 - Sep 8
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A cozy living room with a view of the ocean, featuring a sofa, a coffee table, and a dining area.

9. Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (77 reviews)
"It was an amazing place to stay. The outside heater element looking over the Ocean was amazing! "
United States
Chance4 C.
The price is ￥79,068
￥148,710 total
includes taxes & fees
Sep 22 - Sep 23
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
A beach with a clear sky and a child walking on the sand.

10. Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Bayside
9.8 out of 10, Exceptional, (18 reviews)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is ￥27,986
￥65,646 total
includes taxes & fees
Sep 7 - Sep 8
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

11. 2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay at this property. It is in a great location. Easy to walk to restaurants and stores in Marblehead. It was nice to not have to spend more time in our car after driving from Georgia. Property had everything we needed to live comfortably during our stay."
United States
Kevin H.
The price is ￥19,417
￥57,994 total
includes taxes & fees
Sep 7 - Sep 8
2BR Historic Marblehead Home+Minutes to Beach
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

12. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (54 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is ￥24,838
￥57,592 total
includes taxes & fees
Sep 7 - Sep 8
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A boat docked at a concrete pier with a sandy shore in the background.

13. 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, (42 reviews)
"Great stay!"
United States
Kian S.
The price is ￥27,346
￥64,562 total
includes taxes & fees
Sep 17 - Sep 18
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

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

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.6 out of 10, Exceptional, (4 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 ￥25,783
￥44,509 total
includes taxes & fees
Sep 15 - Sep 16
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

15. 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, (54 reviews)
"Great overall stay!"
United States
Chris R.
The price is ￥34,455
￥75,839 total
includes taxes & fees
Sep 7 - Sep 8
Cozy three-bedroom home close to Boston w/ plenty of parking
A spacious kitchen with a dining area, a balcony, and a sign reading "BEACH HOUSE".

16. 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, (88 reviews)
"Perfect for a two person stay to relax and enjoy the local activities!"
United States
Tom B.
The price is ￥33,127
￥76,995 total
includes taxes & fees
Sep 10 - Sep 11
Plovers Nest: Stay in the Heart of Newburyport for Yankee Homecoming!
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

17. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is ￥24,970
￥57,739 total
includes taxes & fees
Sep 7 - Sep 8
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

18. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (12 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 ￥25,002
￥31,942 total
includes taxes & fees
Sep 9 - Sep 10
The Essex of Gloucester
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

19. Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284

Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
Quincy
9.8 out of 10, Exceptional, (80 reviews)
"Nice quiet street perfect for families and close to Boston."
United States
Alisa O.
The price is ￥29,885
￥80,509 total
includes taxes & fees
Sep 7 - Sep 8
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
A modern living room with a flat-screen TV, a white sofa, a coffee table, and decorative items.

20. Lorenzo Inn

Lorenzo Inn
Dorchester
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
The price is ￥40,628
￥60,175 total
includes taxes & fees
Sep 15 - Sep 16
Lorenzo Inn
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

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"Didn’t tried breakfast but the room and hotel itself is very clean and very accesible for Bostons first timers."
BRIAN 4-night trip
Posted less than an hour ago
citizenM Boston North Station

Find out more about Eastern Massachusetts

Eastern Massachusetts Vacation Homes information

Number of reviews
734
Accommodation
355 Vacation Homes
Lowest Price
￥31,942
Highest Price
￥148,710

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