Holiday Rentals Southeast Massachusetts from 2.892.557 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Southeast Massachusetts holiday rentals

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

1. The Club at New Seabury

New Seabury

Kathleen

4.346.656 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A pool area with lounge chairs and flags.

2. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

Kim

3.169.124 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

3. Thomas Sea Suites

Plymouth Downtown Waterfront District

Heather

11.151.412 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

4. Charming Family-friendly Getaway in Sandwich!

Sandwich

10.046.196 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

5. Sandcastle Resort and Club

Provincetown

Candi

2.892.557 ₫ total

includes taxes & fees

1 Dec - 2 Dec

A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

6. Harborview Nantucket

Nantucket Town

John

18.128.977 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

7. Sal's Place

Hyannis

10.462.721 ₫ total

includes taxes & fees

18 Nov - 19 Nov

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

Foxborough

33.738.464 ₫ total

includes taxes & fees

6 Nov - 7 Nov

A hotel entrance with teal doors and a sign reading "ISLAND HOUSE NEWPORT".

9. Island House Newport

Bellevue Avenue Historic District

JoAnn

8.458.799 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a brick wall. There are two grey bar stools and a hanging light fixture.

10. Fox Point Landing Residences

Fox Point

Liudmila

5.800.631 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

11. Crescent Suites Hotel

South Side

Michael

4.376.853 ₫ total

includes taxes & fees

4 Dec - 5 Dec

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

12. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Benny

6.774.788 ₫ total

includes taxes & fees

25 Nov - 26 Nov

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.

13. The Underwood-Hale House

College Hill

Laura

5.567.376 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

14. Kasa Boston at Fenway

Fenway–Kenmore

antonio

7.653.152 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A spacious living area with a large marble island, a fireplace, and a modern staircase.

15. The Newport Lofts – 543 Thames Street

Downtown Newport

Derek

14.644.151 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

16. The Chester Hotel

South End

Andrew

7.525.894 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A spacious kitchen with a granite countertop, wooden cabinets, and a built-in dishwasher.

17. The Newport Lofts - 546 Thames Street

Downtown Newport

HaYoung

15.584.465 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with a stone backsplash, wooden cabinets, and a bar area with stools.

18. The Newport Lofts - 359 Thames Street

Downtown Newport

Matthew

15.584.465 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A spacious living room with a grey sofa, a round coffee table, and a black armchair.

19. The Newport Lofts - 595 Thames Street

Downtown Newport

Melissa

14.644.151 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

20. The Concord Hotel

South End

Rupintal

8.005.894 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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Top Southeast Massachusetts Hotel Reviews

Best Western Adams Inn Quincy-Boston

8/10 Good

"We had to stay an extra night as our case was lost in transit on our flight. The hotel staff were very helpful and provided us with toiletries and toothbrushes etc as we didn’t have any of these. It was easy to travel into Boston on the train."

Sonesta Select Boston Foxborough Mansfield

8/10 Good

"The hotel itself is very nice. The lobby has ample seating with a tv, bar, and fireplace where people gathered for breakfast and in the evening. The courtyard is also well maintained. The breakfast had both hot and cold options, however, the hot options ran out quickly and were slow to be replaced. The amenities in the room were very limited (coffee only), no cups or glassware, no tea. The phone in our room did not work and the wifi frequently lost connection. The hotel “shop” had plenty of overpriced snacks but nothing for toiletries or over the counter medicine that we had forgotten, so be sure to bring your own, and if you forget something you will need to stop off at a store. I would stay again, but I would plan to bring everything I need with me."

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Check prices for these dates

Our top choices for Southeast Massachusetts holiday rentals

1. The Club at New Seabury

2. The Cove at Yarmouth by Westgate Resorts

3. Thomas Sea Suites

4. Charming Family-friendly Getaway in Sandwich!

5. Sandcastle Resort and Club

6. Harborview Nantucket

7. Sal's Place

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

9. Island House Newport

10. Fox Point Landing Residences

11. Crescent Suites Hotel

12. Marriott Vacation Club® at Custom House, Boston

13. The Underwood-Hale House

14. Kasa Boston at Fenway

15. The Newport Lofts – 543 Thames Street

16. The Chester Hotel

17. The Newport Lofts - 546 Thames Street

18. The Newport Lofts - 359 Thames Street

19. The Newport Lofts - 595 Thames Street

20. The Concord Hotel

Find holiday rentals that suit your style

Top Southeast Massachusetts Hotel Reviews

Best Western Adams Inn Quincy-Boston

Sunbird Cape Cod Resort

Nantucket Inn

Marriott Boston Quincy

Sonesta Select Boston Foxborough Mansfield

Harbor Hotel Provincetown

Chatham Bars Inn

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Search Holiday Rentals in Southeast Massachusetts

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southeast Massachusetts holiday rentals

1. The Club at New Seabury

2. The Cove at Yarmouth by Westgate Resorts

3. Thomas Sea Suites

4. Charming Family-friendly Getaway in Sandwich!

5. Sandcastle Resort and Club

6. Harborview Nantucket

7. Sal's Place

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

9. Island House Newport

10. Fox Point Landing Residences

11. Crescent Suites Hotel

12. Marriott Vacation Club® at Custom House, Boston

13. The Underwood-Hale House

14. Kasa Boston at Fenway

15. The Newport Lofts – 543 Thames Street

16. The Chester Hotel

17. The Newport Lofts - 546 Thames Street

18. The Newport Lofts - 359 Thames Street

19. The Newport Lofts - 595 Thames Street

20. The Concord Hotel

Find holiday rentals that suit your style

Top Southeast Massachusetts Hotel Reviews

Best Western Adams Inn Quincy-Boston

Expedia's Latest Trends

Go further with the Expedia app