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

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 ￥21,673
￥51,311 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥39,320
￥57,097 total
includes taxes & fees
Sep 29 - Sep 30
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 ￥23,654
￥48,587 total
includes taxes & fees
Oct 13 - Oct 14
Make this charming, modern retreat your home away from home!!
A modern living room with a sectional sofa, a wooden coffee table, a desk with a computer, and a large flat-screen TV mounted on the wall.

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 ￥30,880
￥55,144 total
includes taxes & fees
Sep 28 - Sep 29
The Cape Cod Loft | Near Beaches & Canal
A wooden front door with a glass panel and the number 383.

5. 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 ￥23,479
￥55,307 total
includes taxes & fees
Sep 27 - Sep 28
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

6. 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 ￥23,395
￥52,486 total
includes taxes & fees
Sep 30 - Oct 1
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
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 ￥21,860
￥53,321 total
includes taxes & fees
Sep 27 - Sep 28
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A cozy living room with a view of the ocean, featuring a sofa, a coffee table, and a dining area.

8. 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 ￥80,582
￥143,561 total
includes taxes & fees
Oct 5 - Oct 6
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
A house with a front porch, a white door, and a number '36' on the wall.

9. 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, (104 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.
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
A living room with a sofa, coffee table, and a view of the kitchen.

10. 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 ￥47,027
￥101,106 total
includes taxes & fees
Sep 30 - Oct 1
Village Colonial / Harbor Views.
A boat docked at a concrete pier with a sandy shore in the background.

11. 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 ￥27,524
￥67,682 total
includes taxes & fees
Sep 27 - Sep 28
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A living room with two sofas, a coffee table, and a patterned rug.

12. 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, (30 reviews)
"Excellent stay! "
United States
Melissa R.
The price is ￥32,132
￥70,565 total
includes taxes & fees
Oct 6 - Oct 7
Centrally located in the heart of Boston near T
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

13. 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 ￥23,749
￥75,825 total
includes taxes & fees
Sep 27 - Sep 28
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

14. 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 ￥14,716
￥58,995 total
includes taxes & fees
Sep 28 - Sep 29
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
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, (58 reviews)
"Great overall stay!"
United States
Chris R.
The price is ￥37,511
￥74,576 total
includes taxes & fees
Sep 30 - Oct 1
Cozy three-bedroom home close to Boston w/ plenty of parking
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

16. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.2 out of 10, Wonderful, (23 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 ￥33,338
￥64,193 total
includes taxes & fees
Sep 27 - Sep 28
Cozy two bedroom house in the heart of Gloucester
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

17. 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)
"Property is convenient to beaches and restaurants."
United States
Laurie and Rick A.
The price is ￥10,795
￥64,535 total
includes taxes & fees
Oct 1 - Oct 2
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
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, (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 ￥26,895
￥33,556 total
includes taxes & fees
Oct 7 - Oct 8
The Essex of Gloucester
A wooden deck overlooking a calm lake with trees and houses in the background.

19. 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 ￥47,863
￥114,555 total
includes taxes & fees
Sep 27 - Sep 28
Stunning 4-bedroom Private Fresh Water Beach Front
A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

20. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (32 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 ￥27,603
￥35,192 total
includes taxes & fees
Oct 5 - Oct 6
Cape Cod's "Beach Rose"
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Great location"
Pamela 3-night trip
Posted 2 hours ago
Harborside Inn Of Boston

Find out more about Eastern Massachusetts

Eastern Massachusetts Vacation Homes information

Number of reviews
918
Accommodation
355 Vacation Homes
Lowest Price
￥33,556
Highest Price
￥143,561

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