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

Eastern Massachusetts Holiday Rentals

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Our top choices for Eastern Massachusetts holiday rentals

1. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (124 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is NZ$654
includes taxes & fees
14 Sept - 15 Sept
Thomas Sea Suites

2. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is NZ$568
includes taxes & fees
14 Sept - 15 Sept
The Chester Hotel

3. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.8 out of 10, Good, (22 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is NZ$531
includes taxes & fees
14 Sept - 15 Sept
The Concord Hotel

4. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (466 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is NZ$353
includes taxes & fees
14 Sept - 15 Sept
Temple Place Suites

5. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (145 reviews)
"Worth the stay"
Canada
Akansha
The price is NZ$426
includes taxes & fees
14 Sept - 15 Sept
Maverick Suites at 40 Temple St

6. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (314 reviews)
"Everything is good"
United States
Kilyen
The price is NZ$489
includes taxes & fees
20 Sept - 21 Sept
Kasa Boston at Fenway

7. Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
9.0 out of 10, Wonderful, (16 reviews)
"Great option for long term stay!"
United States
Sophia
The price is NZ$694
includes taxes & fees
1 Oct - 2 Oct
Stylish Back Bay Retreat, Steps from Prudential

8. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (171 reviews)
"Well located"
United States
Evelyn
The price is NZ$446
includes taxes & fees
14 Sept - 15 Sept
Maverick Suites at 400 Columbus Ave

9. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (420 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is NZ$522
includes taxes & fees
14 Sept - 15 Sept
Maverick Suites at 28 Fenway

10. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (742 reviews)
"Great for the price; central to everything"
United States
afshin
The price is NZ$839
includes taxes & fees
20 Sept - 21 Sept
Global Luxury Suites Downtown Boston

11. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (202 reviews)
"Great location, really cool place!"
United States
lane
The price is NZ$633
includes taxes & fees
8 Oct - 9 Oct
Maverick Suites at 245 Newbury St

12. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (665 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is NZ$909
includes taxes & fees
20 Sept - 21 Sept
Marriott Vacation Club® at Custom House, Boston

13. Perfetto North End 1brm

Perfetto North End 1brm
North End
9.8 out of 10, Exceptional, (18 reviews)
"Great location- excellent place!"
United States
Deborah S.
The price is NZ$733
includes taxes & fees
14 Sept - 15 Sept
Perfetto North End 1brm

14. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (234 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is NZ$844
includes taxes & fees
14 Sept - 15 Sept
Charlesgate Suites

15. Modern North End Studio

Modern North End Studio
North End
9.6 out of 10, Exceptional, (21 reviews)
"Lovely flat in fantastic location."
United States
James
Modern North End Studio

16. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (340 reviews)
"Location is great"
United States
Eria
The price is NZ$384
includes taxes & fees
5 Oct - 6 Oct
Premier Suites - Bay Village

17. 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$907
includes taxes & fees
30 Sept - 1 Oct
3BR3Bth Entire House/Steps to Downtown & TD Garden

18. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (368 reviews)
"A"
United States
Zachary
The price is NZ$423
includes taxes & fees
16 Sept - 17 Sept
The Club at New Seabury

19. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (35 reviews)
"Friendly hosts"
United States
Jan
The price is NZ$602
includes taxes & fees
27 Sept - 28 Sept
Free Parking at 1 Bed Basement Apt, Near BU & MIT

20. 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$657
includes taxes & fees
14 Sept - 15 Sept
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
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

Find out more about Eastern Massachusetts

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eastern Massachusetts holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Eastern Massachusetts. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eastern Massachusetts. Seeing all the best attractions is bound to make you fall in love with Eastern Massachusetts. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eastern Massachusetts short-term rentals, that won’t be hard to do.