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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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Eastern Massachusetts holiday homes

Sun-loungers

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 NZ$597
includes taxes & fees
6 Oct - 7 Oct
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Beach

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 NZ$616
includes taxes & fees
6 Oct - 7 Oct
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
Terrace/patio

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 NZ$658
includes taxes & fees
14 Sept - 15 Sept
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
1 bedroom, desk, iron/ironing board, free WiFi

4. 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 NZ$557
includes taxes & fees
14 Sept - 15 Sept
The Cape Cod Loft | Near Beaches & Canal
Sun-loungers, beach towels

5. 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 NZ$602
includes taxes & fees
12 Oct - 13 Oct
Make this charming, modern retreat your home away from home!!
Coffee/tea maker, fridge, microwave, oven

6. 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 NZ$909
includes taxes & fees
30 Sept - 1 Oct
3BR3Bth Entire House/Steps to Downtown & TD Garden
Terrace/patio

7. 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 NZ$616
includes taxes & fees
20 Sept - 21 Sept
Gorgeous Beacon Hills Studio next to State house
1 bedroom, iron/ironing board, free WiFi, bed sheets

8. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (4 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is NZ$347
includes taxes & fees
22 Sept - 23 Sept
Private Suite w/ Bath & Free Parking
Living area

9. FREE Parking • Chic 2BR North End Apartment. Prime Location.

FREE Parking • Chic 2BR North End Apartment. Prime Location.
North End
9.2 out of 10, Wonderful, (35 reviews)
"We loved our stay here. The city is at your fingertips. There location is absolutely perfect."
United States
Brittany B.
The price is NZ$1,189
includes taxes & fees
5 Oct - 6 Oct
FREE Parking • Chic 2BR North End Apartment. Prime Location.
Smart TV, ping pong, books

10. 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 NZ$1,478
includes taxes & fees
22 Sept - 23 Sept
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Private kitchen

11. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.0 out of 10, Wonderful, (6 reviews)
"The apartment was perfect for our needs & the host communicated everything we needed without us needing to ask! Wonderful stay."
United States
Arwen D.
The price is NZ$352
includes taxes & fees
16 Sept - 17 Sept
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Exterior detail

12. 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 NZ$598
includes taxes & fees
15 Sept - 16 Sept
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Interior

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 NZ$600
includes taxes & fees
17 Sept - 18 Sept
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Pool

14. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (40 reviews)
"The most perfect spot! Our host and the neighbors were so nice and gave us great tips! Would definitely stay again"
United States
Jainessa
The price is NZ$866
includes taxes & fees
30 Sept - 1 Oct
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Private kitchen

15. 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 NZ$404
includes taxes & fees
21 Sept - 22 Sept
The Essex of Gloucester
Interior

16. 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 NZ$553
includes taxes & fees
16 Sept - 17 Sept
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Smart TV, books, stereo

17. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (59 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 NZ$1,149
includes taxes & fees
4 Oct - 5 Oct
Village Colonial / Harbor Views.
On the beach, sun-loungers

18. 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 NZ$787
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Coffee/tea maker, fridge, microwave, oven

19. 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 NZ$871
includes taxes & fees
20 Sept - 21 Sept
2BR Historic Marblehead Home+Minutes to Beach
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

10/10 Excellent
"It was very centralized. Staff was great. Bed was wonderful. Would stay again."
Jill 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
627
Accommodation
476 Holiday Homes
Lowest Price
NZ$347
Highest Price
NZ$1,478