Southeast Massachusetts Vacation Rentals

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Our top choices for Southeast Massachusetts vacation rentals

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (125 reviews)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
The price is CA $313
CA $358 total
includes taxes & fees
Mar 5 - Mar 6
Brewster Green Resort

Condo in Plymouth Downtown Waterfront District

Thomas Sea Suites
3.5 star property
9.0 out of 10, Wonderful, (99 reviews)
"Everything was great."
United States
R.Alan
Thomas Sea Suites
10.0 out of 10, Exceptional, (129 reviews)
"Beautiful room and view, hosts were communicative and check in/out were easy. Would definitely stay here again!"
United States
Alexander L.
The price is CA $342
CA $521 total
includes taxes & fees
Mar 5 - Mar 6
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
8.6 out of 10, Excellent, (91 reviews)
"Property needs a refresh."
United States
Paul B.
The price is CA $410
CA $847 total
includes taxes & fees
Mar 5 - Mar 6
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Aparthotel in West Yarmouth

The Cove at Yarmouth by Westgate Resorts
3.0 star property
9.2 out of 10, Wonderful, (253 reviews)
"Was unaware that pool facilities were closed for 2 weeks of maintenance which was primary purpose of stay"
United States
Edward
The price is CA $164
CA $188 total
includes taxes & fees
Mar 8 - Mar 9
The Cove at Yarmouth by Westgate Resorts
9.8 out of 10, Exceptional, (18 reviews)
"Overall comfortable stay"
United States
Jolly J.
The price is CA $220
CA $278 total
includes taxes & fees
Mar 5 - Mar 6
Charming 2-bedroom apartment with WiFi, AC in superb Canton
10.0 out of 10, Exceptional, (43 reviews)
"Great place!"
United States
Michael P.
The price is CA $306
CA $532 total
includes taxes & fees
Mar 5 - Mar 6
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
9.8 out of 10, Exceptional, (158 reviews)
"Beautiful beach house with everything we needed and the location can’t be beat. Hope to stay again the next time I’m looking for ocean views and beach time!"
United States
Elise T.
The price is CA $684
CA $1,268 total
includes taxes & fees
Apr 1 - Apr 2
Ocean Dreams, Waves as far as the eyes can see...........

Condo in Harwich port

The Nantucket Room Unit - #2
9.8 out of 10, Exceptional, (52 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is CA $547
CA $800 total
includes taxes & fees
Mar 8 - Mar 9
The Nantucket Room Unit - #2
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful cottage ! Immaculately kept! Sunsets at night were amazing to watch. Very comfortable and inviting home. Definitely recommend a nice stay ! "
United States
ralpjh c.
The price is CA $338
CA $595 total
includes taxes & fees
Mar 10 - Mar 11
Charming cottage overlooking the bay in Padanaram Village.
3.0 star property
The price is CA $711
CA $1,350 total
includes taxes & fees
Mar 30 - Mar 31
Marshfield Home w/ 4 Decks & Private Beach Access!
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun."
United States
Nick R.
The price is CA $1,110
CA $1,937 total
includes taxes & fees
Mar 5 - Mar 6
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Vacation Home in Harwichport

Family Cottage Close to Beach!!
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is CA $431
CA $1,117 total
includes taxes & fees
Mar 5 - Mar 6
Family Cottage Close to Beach!!
10.0 out of 10, Exceptional, (45 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is CA $273
CA $629 total
includes taxes & fees
Mar 11 - Mar 12
Cozy three-bedroom home close to Boston w/ plenty of parking

Vacation Home in West Dennis

Coastal Haven in West Dennis -15
2.0 star property
The price is CA $355
CA $992 total
includes taxes & fees
Mar 5 - Mar 6
Coastal Haven in West Dennis -15

Vacation Home in Bridgewater

Modern Luxurious Home 5-bed
9.4 out of 10, Exceptional, (3 reviews)
"We were unsure to expect with the lack of outside pictures but once we arrived it was clear so much time and effort has been poured in to the updating and remodeling efforts inside the house to provide a great experience. We traveled to the area for a wedding nearby and a house for all of us to share was perfect!"
United States
Lila G.
The price is CA $440
CA $820 total
includes taxes & fees
Mar 8 - Mar 9
Modern Luxurious Home 5-bed
9.8 out of 10, Exceptional, (15 reviews)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is CA $233
CA $556 total
includes taxes & fees
Mar 9 - Mar 10
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
10.0 out of 10, Exceptional, (32 reviews)
"Everything was excellent! Easy check-in and welcoming host. The apartment was clean and had everything we needed for our stay. Duxbury is a cute and safe area, close enough to see nearby family and trips into Boston."
United States
Joanne C.
The price is CA $342
CA $575 total
includes taxes & fees
Mar 6 - Mar 7
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Aparthotel in Provincetown

Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (1,151 reviews)
"Amazing front desk staff and wonderful facilities. It was home away from home and such a lovely stay. "
United States
Kawika
Sandcastle Resort and Club
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is CA $684
CA $1,341 total
includes taxes & fees
Mar 5 - Mar 6
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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.