A lake surrounded by autumn-colored trees.

Southeast Massachusetts Vacation Rentals

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Our top choices for Southeast Massachusetts vacation 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 CA $391
CA $448 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $216
CA $356 total
includes taxes & fees
Aug 23 - Aug 24
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 CA $385
CA $502 total
includes taxes & fees
Aug 12 - Aug 13
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, (151 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 CA $348
CA $532 total
includes taxes & fees
Aug 9 - Aug 10
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 CA $389
CA $793 total
includes taxes & fees
Sep 6 - Sep 7
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 CA $448
CA $563 total
includes taxes & fees
Aug 10 - Aug 11
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.
The price is CA $1,089
CA $1,808 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $219
CA $453 total
includes taxes & fees
Aug 12 - Aug 13
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)
"Great place! Great host!"
United States
Moira C.
The price is CA $277
CA $542 total
includes taxes & fees
Sep 2 - Sep 3
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 CA $293
CA $736 total
includes taxes & fees
Aug 16 - Aug 17
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 CA $263
CA $573 total
includes taxes & fees
Aug 9 - Aug 10
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 CA $119
CA $308 total
includes taxes & fees
Aug 13 - Aug 14
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 CA $137
CA $465 total
includes taxes & fees
Aug 17 - Aug 18
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 CA $648
CA $741 total
includes taxes & fees
Sep 4 - Sep 5
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 CA $463
CA $1,062 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $488
CA $788 total
includes taxes & fees
Sep 3 - Sep 4
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 CA $1,045
CA $1,993 total
includes taxes & fees
Aug 29 - Aug 30
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southeast Massachusetts. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.