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Southeast Massachusetts Holiday Rentals

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Our top choices for Southeast Massachusetts holiday rentals

1. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is NZ$304
includes taxes & fees
9 Nov - 10 Nov
The Club at New Seabury

2. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (273 reviews)
"Everything was great. Very clean room"
United States
Manizheh
The price is NZ$222
includes taxes & fees
9 Nov - 10 Nov
The Cove at Yarmouth by Westgate Resorts

3. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (132 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is NZ$838
includes taxes & fees
9 Nov - 10 Nov
Thomas Sea Suites

4. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is NZ$703
includes taxes & fees
9 Nov - 10 Nov
Charming Family-friendly Getaway in Sandwich!

5. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,305 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
The price is NZ$203
includes taxes & fees
9 Nov - 10 Nov
Sandcastle Resort and Club

6. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (22 reviews)
"Wonderful property. Very clean and modern. Close to everything downtown. Highly recommend!"
United States
John
The price is NZ$1,269
includes taxes & fees
9 Nov - 10 Nov
Harborview Nantucket

7. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is NZ$733
includes taxes & fees
9 Nov - 10 Nov
Sal's Place

8. Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is NZ$2,361
includes taxes & fees
9 Nov - 10 Nov
Gillette Soccer Event HQ < 1 Mi to Patriot Place!

9. Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (70 reviews)
"Clean, nice, and great location near wharf, mansions, cliff walk, restaurants - all walkable."
United States
JoAnn
The price is NZ$477
includes taxes & fees
9 Dec - 10 Dec
Island House Newport

10. Fox Point Landing Residences

Fox Point Landing Residences
4.0 star property
Fox Point
10.0 out of 10, Exceptional, (14 reviews)
"Clean rooms, really nice location"
United States
Liudmila
The price is NZ$396
includes taxes & fees
9 Nov - 10 Nov
Fox Point Landing Residences

11. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,351 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is NZ$306
includes taxes & fees
9 Nov - 10 Nov
Crescent Suites Hotel

12. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (681 reviews)
"Nice hotel with a great location. Rooms were very spacious with many amenities to offer. Will definitely be back again."
United States
Joseph
The price is NZ$471
includes taxes & fees
22 Nov - 23 Nov
Marriott Vacation Club® at Custom House, Boston

13. The Underwood-Hale House

The Underwood-Hale House
4.0 star property
College Hill
9.6 out of 10, Exceptional, (147 reviews)
"Very quaint house that was very comfortable."
United States
Laura
The price is NZ$390
includes taxes & fees
11 Nov - 12 Nov
The Underwood-Hale House

14. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (348 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is NZ$536
includes taxes & fees
23 Nov - 24 Nov
Kasa Boston at Fenway

15. The Newport Lofts – 543 Thames Street

The Newport Lofts – 543 Thames Street
4.0 star property
Downtown Newport
10.0 out of 10, Exceptional, (11 reviews)
"Perfect property in walking distance of everything. Will be seeking it out again when we return."
United States
Derek
The price is NZ$1,025
includes taxes & fees
9 Nov - 10 Nov
The Newport Lofts – 543 Thames Street

16. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (44 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is NZ$527
includes taxes & fees
9 Nov - 10 Nov
The Chester Hotel

17. The Newport Lofts - 546 Thames Street

The Newport Lofts - 546 Thames Street
4.0 star property
Downtown Newport
9.6 out of 10, Exceptional, (9 reviews)
"Great location, great place to stay"
United States
HaYoung
The price is NZ$1,091
includes taxes & fees
9 Nov - 10 Nov
The Newport Lofts - 546 Thames Street

18. The Newport Lofts - 359 Thames Street

The Newport Lofts - 359 Thames Street
4.0 star property
Downtown Newport
9.8 out of 10, Exceptional, (13 reviews)
"Great room, great stay!"
United States
Matthew
The price is NZ$1,091
includes taxes & fees
10 Nov - 11 Nov
The Newport Lofts - 359 Thames Street

19. The Newport Lofts - 595 Thames Street

The Newport Lofts - 595 Thames Street
3.5 star property
Downtown Newport
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful condo especially when traveling with friends or family. Loved the layout with three bedrooms all having separate baths and a wonderful kitchen and deck. A great find in Newport. "
United States
Melissa
The price is NZ$1,025
includes taxes & fees
9 Nov - 10 Nov
The Newport Lofts - 595 Thames Street

20. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (39 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is NZ$560
includes taxes & fees
11 Nov - 12 Nov
The Concord Hotel
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 Southeast Massachusetts Hotel Reviews

Find out more about Southeast Massachusetts

Everything you need to know about Southeast Massachusetts holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Massachusetts holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southeast Massachusetts holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southeast Massachusetts holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southeast Massachusetts. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southeast Massachusetts holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southeast Massachusetts holiday rentals we have selected for you start as low as NZ$203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southeast Massachusetts rentals

At Expedia, we put the best Southeast Massachusetts holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southeast Massachusetts rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southeast Massachusetts holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southeast Massachusetts. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.