Southeast Massachusetts Vacation Rentals

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Our top choices for Southeast Massachusetts vacation rentals

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (340)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
$147 nightly
The price is $169
Dec 28 - Dec 29
Total with taxes and fees
The Club at New Seabury

Aparthotel in Falmouth Heights

InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
$134 nightly
The price is $153
Jan 1 - Jan 2, 2026
Total with taxes and fees
InnSeason Resorts Captain's Quarters

Aparthotel in West Yarmouth

Holly Tree Resort
3.0 star property
9.0 out of 10, Wonderful, (385)
"Best place in massachusetts "
United States
Michael
$178 nightly
The price is $204
Dec 26 - Dec 27
Total with taxes and fees
Holly Tree Resort

Aparthotel in Dennis Port

Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (296)
"Room was clean and the staff was great"
United States
Linda
Edgewater Beach Resort, a VRI resort

Aparthotel in West Yarmouth

The Cove at Yarmouth by Westgate Resorts
3.0 star property
9.2 out of 10, Wonderful, (243)
"Great place to stay. Clean, friendly and accommodating!"
United States
Mike
$129 nightly
The price is $147
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts

Condo in Plymouth Downtown Waterfront District

Thomas Sea Suites
3.5 star property
9.0 out of 10, Wonderful, (97)
"Great room & views"
United States
Al
$323 nightly
The price is $361
Jan 6 - Jan 7, 2026
Total with taxes and fees
Thomas Sea Suites
3.0 star property
8.0 out of 10, Very Good, (1)
"This was a lovely spot to stay with my dog for a bit. Very clean and tidy. Would stay again"
United States
Kristin
$333 nightly
The price is $372
Jan 3 - Jan 4, 2026
Total with taxes and fees
7 Mi to Downtown Providence: Quiet Apt in Seekonk

Vacation Home in West Dennis

Coastal Haven in West Dennis -15
2.0 star property
$694 nightly
The price is $814
Jan 2 - Jan 3, 2026
Total with taxes and fees
Coastal Haven in West Dennis -15

Vacation Home in Hyannis

Sal's Place
2.0 star property
$400 nightly
The price is $440
Dec 29 - Dec 30
Total with taxes and fees
Sal's Place

Vacation Home in South Yarmouth

Thompson House Cape Cod
3.0 star property
$1,097 nightly
The price is $1,256
Jan 8 - Jan 9, 2026
Total with taxes and fees
Thompson House Cape Cod

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (121)
"Loved your location. We were originally placed in one of the townhomes, but when the locks/key didn't work, we were upgraded to the stand-alone house #106, which was wonderful! We loved the entire house - kitchen was great and stocked perfectly and all the rooms were big and comfortable. We hope to be back again soon!"
United States
Kathleen
$179 nightly
The price is $205
Dec 25 - Dec 26
Total with taxes and fees
Brewster Green Resort

Aparthotel in Bass River

Riverview Resort
3.0 star property
9.2 out of 10, Wonderful, (173)
"The staff was very helpful and upgraded us to a room with a view. The amenities were perfect. We definitely would go back there."
United States
John
$219 nightly
The price is $251
Jan 2 - Jan 3, 2026
Total with taxes and fees
Riverview Resort

Aparthotel in Mashpee

Sea Mist Resort
3.0 star property
8.6 out of 10, Excellent, (144)
"Just there for one night but very enjoyable stay."
United States
Shawna
$127 nightly
The price is $146
Dec 29 - Dec 30
Total with taxes and fees
Sea Mist Resort

Aparthotel in Beacon Hill

Maverick Suites at 40 Temple St
2.0 star property
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
$194 nightly
The price is $223
Jan 5 - Jan 6, 2026
Total with taxes and fees
Maverick Suites at 40 Temple St
4.0 star property
8.0 out of 10, Very Good, (636)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
$138 nightly
The price is $158
Jan 4 - Jan 5, 2026
Total with taxes and fees
Global Luxury Suites Downtown Boston
2.0 star property
7.4 out of 10, Good, (133)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
$164 nightly
The price is $189
Dec 27 - Dec 28
Total with taxes and fees
Maverick Suites at 400 Columbus Ave

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very Good, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
$194 nightly
The price is $223
Jan 11 - Jan 12, 2026
Total with taxes and fees
Maverick Suites at 245 Newbury St

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.0 out of 10, Good, (326)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$155 nightly
The price is $178
Dec 25 - Dec 26
Total with taxes and fees
Temple Place Suites

Aparthotel in Bay Village

Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (252)
"Clean room, good location, check in check out easily!"
United States
HIEN T
$125 nightly
The price is $144
Dec 25 - Dec 26
Total with taxes and fees
Premier Suites - Bay Village

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (326)
"Good place"
United States
Elijah
$180 nightly
The price is $207
Dec 25 - Dec 26
Total with taxes and fees
Maverick Suites at 28 Fenway
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Massachusetts vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southeast Massachusetts vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southeast Massachusetts in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southeast Massachusetts rentals

At Expedia, we put the best Southeast Massachusetts vacation 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 vacation.

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.