A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Holiday Homes in Eastern Massachusetts

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Our top choices for Eastern Massachusetts holiday homes

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 traveller
The price is AU$479
includes taxes & fees
23 Sept - 24 Sept
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

2. 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, (161 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 AU$525
includes taxes & fees
29 Sept - 30 Sept
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

3. 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 AU$450
includes taxes & fees
13 Oct - 14 Oct
Make this charming, modern retreat your home away from home!!

4. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (26 reviews)
"The scape Cod loft was perfect for my golfing trip. Close to restaurants and amazing courses. I highly recommend! Thank you Nick for a wonderful stay."
United States
Dave F.
The price is AU$521
includes taxes & fees
22 Sept - 23 Sept
The Cape Cod Loft | Near Beaches & Canal

5. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • 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 AU$475
includes taxes & fees
22 Sept - 23 Sept
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

6. 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 AU$1,075
includes taxes & fees
22 Sept - 23 Sept
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

7. Oldest Town of Cape Cod In The Historic District

Oldest Town of Cape Cod In The Historic District
Sandwich
9.2 out of 10, Wonderful, (26 reviews)
"Ed was very accommodating and responsive"
United States
Ronak P.
The price is AU$499
includes taxes & fees
29 Sept - 30 Sept
Oldest Town of Cape Cod In The Historic District

8. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (60 reviews)
"Second time staying at this beautiful Cohasset destination and home. Would love to come back again. Excellent location, harbor walks, downtown walks, comfortable beds, well appointed kitchen, everything you need!"
United States
Beth G.
The price is AU$977
includes taxes & fees
28 Sept - 29 Sept
Village Colonial / Harbor Views.

9. Cozy House close to TUFTS, Harvard, MIT 3BR

Cozy House close to TUFTS, Harvard, MIT 3BR
South Medford
9.6 out of 10, Exceptional, (15 reviews)
"Great stay and as advertised. Beds were very comfortable, unit was very clean, and ideal location for visiting Medford area!"
United States
Michael C.
The price is AU$709
includes taxes & fees
23 Sept - 24 Sept
Cozy House close to TUFTS, Harvard, MIT 3BR

10. 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, (33 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is AU$438
includes taxes & fees
23 Sept - 24 Sept
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

11. 284 - Cozy House with free huge parking

284 - Cozy House with free huge parking
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 AU$671
includes taxes & fees
22 Sept - 23 Sept
284 - Cozy House with free huge parking

12. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (13 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 AU$451
includes taxes & fees
19 Oct - 20 Oct
The Essex of Gloucester

13. 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 AU$476
includes taxes & fees
27 Sept - 28 Sept
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

14. 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, (56 reviews)
"Great overall stay!"
United States
Chris R.
The price is AU$705
includes taxes & fees
28 Sept - 29 Sept
Cozy three-bedroom home close to Boston w/ plenty of parking

15. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.4 out of 10, Exceptional, (22 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
The price is AU$584
includes taxes & fees
27 Sept - 28 Sept
Cozy two bedroom house in the heart of Gloucester

16. 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, (43 reviews)
"Great stay!"
United States
Kian S.
The price is AU$627
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

17. Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
9.8 out of 10, Exceptional, (13 reviews)
"Clean rooms and comfortable beds "
United States
camilo r.
The price is AU$593
includes taxes & fees
28 Sept - 29 Sept
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

18. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (42 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 AU$996
includes taxes & fees
22 Sept - 23 Sept
Stunning 4-bedroom Private Fresh Water Beach Front

19. Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (52 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

20. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Loved this property. "
United States
Carol S.
The price is AU$595
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
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 Holiday Homes information

Number of reviews
804
Accommodation
486 Holiday Homes
Lowest Price
AU$438
Highest Price
AU$1,075