A lake surrounded by autumn-colored trees.

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, (365 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
The price is NZ$545
includes taxes & fees
7 Sept - 8 Sept
The Club at New Seabury

2. Pet-friendly Wareham Retreat Near Onset Beach!

Pet-friendly Wareham Retreat Near Onset Beach!
3.0 star property
Wareham
The price is NZ$433
includes taxes & fees
23 Aug - 24 Aug
Pet-friendly Wareham Retreat Near Onset Beach!

3. 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, (25 reviews)
"Great place to stay. "
United States
Ronald
The price is NZ$592
includes taxes & fees
12 Aug - 13 Aug
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

4. 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, (152 reviews)
"Beautiful view extremely clean easy check in/out. LOTS of amenities. Everything you could need or want is there!!"
United States
Roseanne
The price is NZ$648
includes taxes & fees
30 Aug - 31 Aug
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

5. Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
Cozy Riverfront Stay in Wareham

6. Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (28 reviews)
"This location is really wonderful. What a cute town and the house had everything we needed. "
United States
Tony and Beck V.
The price is NZ$957
includes taxes & fees
6 Sept - 7 Sept
Amazing Onset Getaway in the Starfish Suite

7. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (116 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is NZ$686
includes taxes & fees
10 Aug - 11 Aug
Thomas Sea Suites

8. Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (74 reviews)
"It was an amazing place to stay. The outside heater element looking over the Ocean was amazing! "
United States
Chance4 C.
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

9. Beautiful Priscilla Beach Few Min.Walk to Beach!

Beautiful Priscilla Beach Few Min.Walk to Beach!
Plymouth
10.0 out of 10, Exceptional, (67 reviews)
"We had a great time!"
United States
Hailey P.
Beautiful Priscilla Beach Few Min.Walk to Beach!

10. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (22 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
The price is NZ$532
includes taxes & fees
13 Aug - 14 Aug
The Cape Cod Loft | Near Beaches & Canal

11. 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, (11 reviews)
"Very clean, comfortable and updated house. We had a great stay!"
United States
Edna R.
The price is NZ$654
includes taxes & fees
1 Sept - 2 Sept
Make this charming, modern retreat your home away from home!!

12. 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 NZ$897
includes taxes & fees
16 Aug - 17 Aug
Walk to Swift's Beach! Classic Cottage w/ Deck

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

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
9.8 out of 10, Exceptional, (20 reviews)
"The cottage was exactly as described—perfectly located with comfortable accommodations."
United States
Patrick R.
The price is NZ$696
includes taxes & fees
7 Sept - 8 Sept
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

14. The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (45 reviews)
"A lovely apartment, nicely appointed, and conveniently located. One of my nicest stays to date"
United States
Thomas
The price is NZ$374
includes taxes & fees
13 Aug - 14 Aug
The Charming Gem Near The Water!

15. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (85 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is NZ$590
includes taxes & fees
2 Sept - 3 Sept
New Seabury Cape Condo + Pool & Beach Escape

16. 4BD/2BA. Tranquil Cape Getaway for family

4BD/2BA. Tranquil Cape Getaway for family
Barnstable
10.0 out of 10, Exceptional, (36 reviews)
"The house was perfect! "
United States
Lynn S.
4BD/2BA. Tranquil Cape Getaway for family

17. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (139 reviews)
"Nice resort. Well maintained, very quiet, off the beaten path. Everything in good working order, Staff very nice. Will stay here again. Great location!"
United States
Kevin
The price is NZ$912
includes taxes & fees
4 Sept - 5 Sept
Brewster Green Resort

18. Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (17 reviews)
"This is a beautiful and unique home with plenty of space and activities for the family. The photos were accurate and there was so much space for everyone to relax. We enjoyed our stay so much. "
United States
Lisa F.
The price is NZ$1,255
includes taxes & fees
1 Sept - 2 Sept
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

19. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (15 reviews)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is NZ$921
includes taxes & fees
24 Aug - 25 Aug
Charming cottage overlooking the bay in Padanaram Village.

20. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.6 out of 10, Exceptional, (50 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
The price is NZ$2,331
includes taxes & fees
29 Aug - 30 Aug
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
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$348 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.