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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Eastern Massachusetts holiday 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 traveller
The price is £262
includes taxes & fees
24 Sept - 25 Sept
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A covered outdoor deck with wicker furniture, a small table, and chairs.

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 £292
includes taxes & fees
29 Sept - 30 Sept
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.

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 £242
includes taxes & fees
13 Oct - 14 Oct
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.

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 £285
includes taxes & fees
24 Sept - 25 Sept
The Cape Cod Loft | Near Beaches & Canal
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

5. 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 £275
includes taxes & fees
28 Sept - 29 Sept
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A living room with a sofa, coffee table, and a view of the kitchen.

6. 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 £515
includes taxes & fees
28 Sept - 29 Sept
Village Colonial / Harbor Views.
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

7. 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 £287
includes taxes & fees
1 Oct - 2 Oct
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.

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, (44 reviews)
"Great stay!"
United States
Kian S.
The price is £346
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

9. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (14 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 £208
includes taxes & fees
18 Oct - 19 Oct
The Essex of Gloucester
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

10. 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 £379
includes taxes & fees
28 Sept - 29 Sept
Cozy three-bedroom home close to Boston w/ plenty of parking
A wooden front door with a glass panel and the number 383.

11. 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 £344
includes taxes & fees
4 Oct - 5 Oct
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
A wooden deck overlooking a calm lake with trees and houses in the background.

12. 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 £535
includes taxes & fees
24 Sept - 25 Sept
Stunning 4-bedroom Private Fresh Water Beach Front
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

13. 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 £326
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

14. 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 £389
includes taxes & fees
1 Oct - 2 Oct
284 - Cozy House with free huge parking
A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

15. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"
United States
Rachael M.
The price is £163
includes taxes & fees
5 Oct - 6 Oct
Cape Cod's "Beach Rose"
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

16. 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
9.8 out of 10, Exceptional, (106 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 £389
includes taxes & fees
5 Oct - 6 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

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 £279
includes taxes & fees
28 Sept - 29 Sept
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

18. 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
Cozy two bedroom house in the heart of Gloucester
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

19. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
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 £391
includes taxes & fees
6 Oct - 7 Oct
Historic Marblehead Nautical Home • Minutes to Salem
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, (10 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 £294
includes taxes & fees
4 Oct - 5 Oct
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

Omni Parker House

Omni Parker House

8/10 Good
"the location was the best thing! you can walk everywhere from there. Although its an old hotel, the rooms are nicely renovated. Carpet smelled a bit of humidity when we first arrived but it was fine after"
Christina 2-night trip
Posted less than an hour ago
Omni Parker House

Find out more about Eastern Massachusetts

Eastern Massachusetts Holiday Homes information

Number of reviews
797
Accommodation
483 Holiday Homes
Lowest Price
£163
Highest Price
£535