A lake surrounded by autumn-colored trees.

Southeast Massachusetts Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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 AU$282
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A single-story house with a front porch, a garage, and a small front yard.

2. Peaceful Coastal Cottage Near Plymouth & Cape Cod

Peaceful Coastal Cottage Near Plymouth & Cape Cod
Wareham
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is AU$539
includes taxes & fees
3 Nov - 4 Nov
Peaceful Coastal Cottage Near Plymouth & Cape Cod
A living room with a beige sofa, a glass coffee table, and a TV on a wooden cabinet.

3. The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (49 reviews)
"Lovely flat in a convenient part of town with lots of supermarket and facilities nearby. We loved our stay."
United States
Thomas C.
The price is AU$319
includes taxes & fees
2 Nov - 3 Nov
The Charming Gem Near The Water!
A multi-story wooden house with a prominent staircase, a balcony, and outdoor seating area.

4. The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach

The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach
Onset
9.8 out of 10, Exceptional, (17 reviews)
"Great location"
United States
Robert C.
The price is AU$595
includes taxes & fees
1 Nov - 2 Nov
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach
A spacious living area with a dark leather sofa, a ceiling fan, and a flat-screen TV mounted on the wall.

5. Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!
Wareham
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable and updated house. We had a great stay!"
United States
Edna R.
The price is AU$448
includes taxes & fees
15 Nov - 16 Nov
Make this charming, modern retreat your home away from home!!
A bedroom with a large bed, a desk, a chair, and a window with curtains.

6. Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!

Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
Wareham
9.2 out of 10, Wonderful, (14 reviews)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
The price is AU$510
includes taxes & fees
26 Oct - 27 Oct
Beach, marina, restaurants! 1 bedroom, living room, bath with private entrance!
A pool area with lounge chairs and flags.

7. 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, (269 reviews)
"The property is an older timeshare and dated."
United States
Kim
The price is AU$185
includes taxes & fees
9 Nov - 10 Nov
The Cove at Yarmouth by Westgate Resorts
A multi-story wooden house with a prominent staircase, a balcony, and outdoor seating area.

8. Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (35 reviews)
"Comfortable apartment that was within walking distance to multiple restaurants, a very nice park, and the beach. We had a great time."
United States
Kim W.
The price is AU$628
includes taxes & fees
4 Nov - 5 Nov
Amazing Onset Getaway in the Starfish Suite
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

9. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,293 reviews)
"A bit on the older side, but still a good location, and comfy room space."
United States
Eugene
The price is AU$160
includes taxes & fees
25 Oct - 26 Oct
Sandcastle Resort and Club
A dining area with a wooden table, white chairs, and a television on a cabinet.

10. Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
Bourne
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay. "
United States
Ronald
The price is AU$368
includes taxes & fees
1 Nov - 2 Nov
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
A single-story house with a front door, a small porch, and a fenced yard.

11. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is AU$614
includes taxes & fees
25 Oct - 26 Oct
Charming Family-friendly Getaway in Sandwich!
A modern kitchen with a large window overlooking a lake, a dining area with chairs, and a living room with a sofa.

12. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is AU$546
includes taxes & fees
14 Nov - 15 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A yellow house with a blue door and windows, a picnic table, and yellow chairs outside.

13. Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
10.0 out of 10, Exceptional, (21 reviews)
"Property was in great location and central to all the areas of Plymouth worth visiting. Property had heating and air and the communal fire pit area was great and lighted. There was a great park across the street from the bungalows which provided great morning walks and sunrises. If ya have a pet it would make for a great stay."
United States
Jeffrey
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

14. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is AU$605
includes taxes & fees
25 Oct - 26 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A covered outdoor deck with wicker furniture, a small table, and chairs.

15. 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, (167 reviews)
"We thoroughly enjoyed our stay! The property was very clean, decorately beautifully, and had everything we needed. The bottle of wine and snacks made for a nice welcome. The location and gorgeous view were beyond measure and the deck and yard are set up perfectly for watching the sunrise and relaxing by the bay. The owners are on site but that was not an issue because the space is very private. Highly recommend!"
United States
Bruce
The price is AU$533
includes taxes & fees
30 Oct - 31 Oct
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A house with a front porch, a white door, and a number '36' on the wall.

16. Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Sandwich
9.8 out of 10, Exceptional, (106 reviews)
"We had a great stay in a lovely house. Linda (the host) was very responsive. There are plenty of utensils and pots and pans to cook with. House was clean and met our expectations."
United States
Antony V.
The price is AU$665
includes taxes & fees
24 Oct - 25 Oct
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
A wooden deck overlooking a calm lake with trees and houses in the background.

17. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (45 reviews)
"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."
United States
Kathryn C.
The price is AU$963
includes taxes & fees
1 Nov - 2 Nov
Stunning 4-bedroom Private Fresh Water Beach Front
A residential property with a wooden staircase leading to a deck, surrounded by a fenced yard with a large tree and a small house in the background.

18. Downtown!! Located in the Cultural District - One Block to Yacht Club

Downtown!! Located in the Cultural District - One Block to Yacht Club
Plymouth Cultural District
9.8 out of 10, Exceptional, (52 reviews)
"Cute upstairs apartment, as described. Most comfortable vacation bed ever. Right on main drag, which is very convenient, but with accompanying traffic noise if you’re a light sleeper. Overall, though, we found clean, historic apartment a value."
United States
Margaret
Downtown!! Located in the Cultural District - One Block to Yacht Club
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

19. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (224 reviews)
"Great location "
United States
Stephanie B.
The price is AU$735
includes taxes & fees
1 Nov - 2 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A modern apartment with a kitchen, dining area, and living room. It features a large TV, a sofa, and a dining table.

20. Charming 1-bedroom apartment in fabulous Provincetown

Charming 1-bedroom apartment in fabulous Provincetown
Provincetown
9.4 out of 10, Exceptional, (10 reviews)
"Amazing location with gorgeous balcony view!"
United States
Léa R.
The price is AU$255
includes taxes & fees
19 Nov - 20 Nov
Charming 1-bedroom apartment in fabulous Provincetown
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

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

10/10 Excellent
"Staff very helpful, clean facility, restaurants within feet, shopping plaza across the street… love staying here!"
Sheila 2-night trip
Posted 2 hours ago
Hyatt Place Boston/Braintree

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 favourite 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 depend 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 AU$160 per night. Entering your travel dates in the search wizard might find you 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.