A lake surrounded by autumn-colored trees.

Southeast Massachusetts Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Southeast Massachusetts vacation rentals

A golf course with a clubhouse, a lake, and surrounding trees.

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
$164 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
The Club at New Seabury
A hotel pool area with a hot tub, lounge chairs, and a small garden.

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
$103 nightly
The price is $117
Nov 12 - Nov 13
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

3. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
$341 nightly
The price is $390
Nov 12 - Nov 13
Total with taxes and fees
Charming Family-friendly Getaway in Sandwich!
A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

4. 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
$395 nightly
The price is $441
Nov 13 - Nov 14
Total with taxes and fees
Thomas Sea Suites
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

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
$98 nightly
The price is $112
Nov 29 - Nov 30
Total with taxes and fees
Sandcastle Resort and Club
A beach with sand, flowers, and a clear sky.

6. Sal's Place

Sal's Place
2.0 star property
Hyannis
$370 nightly
The price is $406
Nov 12 - Nov 13
Total with taxes and fees
Sal's Place
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

7. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (23 reviews)
"Wonderful property. Very clean and modern. Close to everything downtown. Highly recommend!"
United States
John
$630 nightly
The price is $704
Nov 12 - Nov 13
Total with taxes and fees
Harborview Nantucket
Interior

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

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
$1,172 nightly
The price is $1,309
Nov 19 - Nov 20
Total with taxes and fees
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
A hotel entrance with teal doors and a sign reading "ISLAND HOUSE NEWPORT".

9. Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (70 reviews)
"Fantastic place with nice rooms."
Norway
Stian Greger
$254 nightly
The price is $291
Dec 6 - Dec 7
Total with taxes and fees
Island House Newport
A bathroom with a window, a vase with flowers, a bowl, and towels on a table.

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
$136 nightly
The price is $158
Nov 12 - Nov 13
Total with taxes and fees
Fox Point Landing Residences
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.

11. The Underwood-Hale House

The Underwood-Hale House
3.5 star property
College Hill
9.6 out of 10, Exceptional, (148 reviews)
"Very quaint house that was very comfortable."
United States
Laura
$169 nightly
The price is $196
Nov 30 - Dec 1
Total with taxes and fees
The Underwood-Hale House
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

12. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (352 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
$270 nightly
The price is $297
Nov 23 - Nov 24
Total with taxes and fees
Kasa Boston at Fenway
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

13. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,355 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
$140 nightly
The price is $157
Nov 13 - Nov 14
Total with taxes and fees
Crescent Suites Hotel
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

14. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (45 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
$270 nightly
The price is $310
Nov 12 - Nov 13
Total with taxes and fees
The Chester Hotel
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

15. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (774 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
$203 nightly
The price is $233
Dec 9 - Dec 10
Total with taxes and fees
Global Luxury Suites Downtown Boston
A wooden sauna with a circular design, a glass door, and a bench inside.

16. Coastal 1BR Escape Spa Walkable Waterfront

Coastal 1BR Escape Spa Walkable Waterfront
2.0 star property
Warren
$309 nightly
The price is $353
Nov 12 - Nov 13
Total with taxes and fees
Coastal 1BR Escape Spa Walkable Waterfront
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

17. 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, (682 reviews)
"Nice hotel with a great location. Rooms were very spacious with many amenities to offer. Will definitely be back again."
United States
Joseph
$228 nightly
The price is $262
Nov 25 - Nov 26
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
A modern hotel lobby with a seating area, a bar, and a kitchen.

18. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (269 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
$107 nightly
The price is $120
Nov 22 - Nov 23
Total with taxes and fees
Residences at Solomon Pond
A spacious living area with a large marble island, a fireplace, and a modern staircase.

19. 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
$575 nightly
The price is $605
Nov 12 - Nov 13
Total with taxes and fees
The Newport Lofts – 543 Thames Street
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

20. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (24 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
$179 nightly
The price is $200
Nov 12 - Nov 13
Total with taxes and fees
Furnished Apartments near Encore Boston
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Massachusetts Hotel Reviews

Holiday Inn Express Fall River North by IHG

Holiday Inn Express Fall River North by IHG

10/10 Excellent
"Excelent"
Jose Rafael 1-night trip
Posted 1 hour ago
Holiday Inn Express Fall River North by IHG

Find out more about Southeast Massachusetts

Everything you need to know about Southeast Massachusetts vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Massachusetts vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southeast Massachusetts vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southeast Massachusetts in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southeast Massachusetts rentals

At Expedia, we put the best Southeast Massachusetts vacation 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 vacation.

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.

Explore a world of travel with Expedia