A lake surrounded by autumn-colored trees.

Southeast Massachusetts Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 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 S$216
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A compact kitchen with wooden cabinets, a countertop, and a window with curtains.

2. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is S$551
includes taxes & fees
15 Oct - 16 Oct
Charming Family-friendly Getaway in Sandwich!
A pool area with lounge chairs and flags.

3. 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, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is S$172
includes taxes & fees
4 Nov - 5 Nov
The Cove at Yarmouth by Westgate Resorts
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, (126 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is S$544
includes taxes & fees
15 Oct - 16 Oct
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, (1,271 reviews)
"Loved the property, it was right on the beach and close to downtown."
United States
Christopher D
The price is S$76
includes taxes & fees
25 Oct - 26 Oct
Sandcastle Resort and Club
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

6. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (19 reviews)
"Everything was even better than we'd hoped. The cottage was absolutely beautiful and extremely clean, and we couldn't have been in a better location! The view of the harbor, proximity to shopping and dining, and ease of check-in/out made for the perfect vacation. The bed was super comfy and the kitchen was outfitted with everything you could need. I highly recommend this beautiful property for your stay on Nantucket!"
United States
Kim
The price is S$899
includes taxes & fees
15 Oct - 16 Oct
Harborview Nantucket
A beach with sand, flowers, and a clear sky.

7. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is S$695
includes taxes & fees
7 Oct - 8 Oct
Sal's Place
A living room with teal walls, a brown leather sofa, a wooden coffee table, and a colorful rug.

8. Thompson House Cape Cod

Thompson House Cape Cod
3.0 star property
South Yarmouth
The price is S$1,346
includes taxes & fees
10 Oct - 11 Oct
Thompson House Cape Cod
A living room with a leather sofa, a TV, a console table with decorative items, and a painting on the wall.

9. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is S$589
includes taxes & fees
3 Nov - 4 Nov
Walk to Swift's Beach! Classic Cottage w/ Deck
A covered porch with a white door and windows, a bicycle, and a mailbox.

10. 3 Mi to Main St & Beach: Coastal Cape Cod Escape!

3 Mi to Main St & Beach: Coastal Cape Cod Escape!
3.0 star property
Wareham
3 Mi to Main St & Beach: Coastal Cape Cod Escape!
A covered porch with wicker chairs and a table, large windows, and a view of the landscape.

11. Marshfield Home w/ 2 Decks & Private Beach Access!

Marshfield Home w/ 2 Decks & Private Beach Access!
3.0 star property
Marshfield
The price is S$1,263
includes taxes & fees
18 Oct - 19 Oct
Marshfield Home w/ 2 Decks & Private Beach Access!
Interior

12. 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 S$1,673
includes taxes & fees
8 Oct - 9 Oct
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
A compact living space with a kitchen, dining area, and seating area.

13. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (2 reviews)
"The place served its purpose. But it could do with another chair in the living room and more lighting."
United States
Laura
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
A modern kitchen with white cabinets, stainless steel appliances, a glass table, and grey upholstered chairs.

14. Fox Point Landing Residences

Fox Point Landing Residences
4.0 star property
Fox Point
10.0 out of 10, Exceptional, (11 reviews)
"Clean rooms, really nice location"
United States
Liudmila
The price is S$355
includes taxes & fees
7 Oct - 8 Oct
Fox Point Landing Residences
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.

15. The Underwood-Hale House

The Underwood-Hale House
4.0 star property
College Hill
9.6 out of 10, Exceptional, (131 reviews)
"Nice cozy place"
United States
Ismael
The price is S$300
includes taxes & fees
14 Oct - 15 Oct
The Underwood-Hale House
A hotel entrance with teal doors and a sign reading "ISLAND HOUSE NEWPORT".

16. Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (66 reviews)
"Clean, nice, and great location near wharf, mansions, cliff walk, restaurants - all walkable."
United States
JoAnn
The price is S$525
includes taxes & fees
26 Oct - 27 Oct
Island House Newport
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

17. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,301 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is S$182
includes taxes & fees
4 Nov - 5 Nov
Crescent Suites Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (324 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is S$496
includes taxes & fees
4 Nov - 5 Nov
Kasa Boston at Fenway
A cozy room with a hanging chair, a desk, a cushioned bench, and a round table with a patterned cover.

19. Top Floor Loft 3BR w Skylights Spa Walkable

Top Floor Loft 3BR w Skylights Spa Walkable
2.0 star property
Warren
The price is S$762
includes taxes & fees
7 Oct - 8 Oct
Top Floor Loft 3BR w Skylights Spa Walkable
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

20. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.4 out of 10, Good, (26 reviews)
"Cute space! Wasn’t too difficult navigating Boston from this location."
United States
Rebecca
The price is S$499
includes taxes & fees
26 Oct - 27 Oct
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

Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

8/10 Good
"I was only there for one night for a concert at Gillette. Not much time spent at the hotel. It was clean and comfortable. Easy to get to location off I95. found the best parking for the concert on Pine street. $40.00 and an easy mile walk. got to the car, back to the hotel with no traffic at all! Great short stay"
Patricia 1-night trip
Posted 10 hours ago
Sonesta Select Boston Foxborough Mansfield