Southeast Massachusetts Vacation Rentals

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Our top choices for Southeast Massachusetts vacation rentals

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (355 reviews)
"Our stay was great and Amy at the front desk is a god send she was absolutely the best."
United States
Jasmine
The price is CA $317
CA $362 total
includes taxes & fees
May 11 - May 12
The Club at New Seabury

Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,169 reviews)
"love coming here ,outstanding staff, a lot of amenities, you can't go wrong choosing Sandcastle, can't wait to come back."
United States
Edward
The price is CA $146
CA $168 total
includes taxes & fees
May 13 - May 14
Sandcastle Resort and Club

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is CA $195
CA $496 total
includes taxes & fees
May 14 - May 15
1 Mi to Ferry: 'sea Street Cottage' in Hyannis

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (37 reviews)
"I had stayed here last year and it's so close to several of my family members. This is my go to place when I travel to the New Bedford area."
United States
Judy C.
The price is CA $117
CA $304 total
includes taxes & fees
May 11 - May 12
The Charming Gem Near The Water!

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, (263 reviews)
"Clean rooms and pool. Great family resort."
United States
Julie
The price is CA $190
CA $218 total
includes taxes & fees
May 11 - May 12
The Cove at Yarmouth by Westgate Resorts

Sintra*romantic*near beach*private outdoor shower

Sintra*romantic*near beach*private outdoor shower
Plymouth
10.0 out of 10, Exceptional, (14 reviews)
"The owners are fantastic ! What a great property ! Beautiful place to stay, great location, easy access to beach . Couldn’t be happier!"
United States
Melissa M.
The price is CA $152
CA $420 total
includes taxes & fees
May 10 - May 11
Sintra*romantic*near beach*private outdoor shower

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (111 reviews)
"Cute space and perfect size for me and my small dog!"
United States
Amy F.
The price is CA $103
CA $349 total
includes taxes & fees
May 14 - May 15
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

The Blue Crab Unit 7

The Blue Crab Unit 7
Harwich
9.6 out of 10, Exceptional, (15 reviews)
"Nice place, decent central location "
United States
hannah k.
The price is CA $142
CA $271 total
includes taxes & fees
Jun 3 - Jun 4
The Blue Crab Unit 7

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, (132 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 $522 total
includes taxes & fees
May 10 - May 11
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.0 out of 10, Very good, (10 reviews)
"The apartment was clean and comfortable."
United States
Richard G.
The price is CA $126
CA $232 total
includes taxes & fees
May 20 - May 21
Charming garden level 1 bedroom 1 bath apartment in Brockton

3BR pet-friendly Quincy house w/parking — near Adams Park

3BR pet-friendly Quincy house w/parking — near Adams Park
Quincy
9.8 out of 10, Exceptional, (49 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is CA $185
CA $493 total
includes taxes & fees
May 10 - May 11
3BR pet-friendly Quincy house w/parking — near Adams Park

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
Plymouth
10.0 out of 10, Exceptional, (11 reviews)
"Our stay was great. The property was exactly as described and exceeded our expectations. Johanna was a great host and the cottage was well equipped for our needs. We look forward to staying again."
United States
Patrick R.
The price is CA $187
CA $466 total
includes taxes & fees
May 12 - May 13
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is CA $159
CA $943 total
includes taxes & fees
May 14 - May 15
6 Mi to Beach: Home w/ Deck in Brewster!

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Plymouth
10.0 out of 10, Exceptional, (18 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is CA $237
CA $558 total
includes taxes & fees
May 11 - May 12
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (53 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is CA $154
CA $286 total
includes taxes & fees
May 11 - May 12
The Nantucket Room Unit - #2

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, (17 reviews)
"The cottage was exactly as described—perfectly located with comfortable accommodations."
United States
Patrick R.
The price is CA $207
CA $488 total
includes taxes & fees
May 17 - May 18
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
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 $350
CA $611 total
includes taxes & fees
May 13 - May 14
Charming cottage overlooking the bay in Padanaram Village.

Charming Antique Boathouse Located Directly On Long Pond.

Charming Antique Boathouse Located Directly On Long Pond.
Plymouth
9.8 out of 10, Exceptional, (112 reviews)
"The hosts were very accommodating. Our arrival was late, and it was easy to get into the boathouse."
United States
Mark P.
The price is CA $314
CA $498 total
includes taxes & fees
Jun 7 - Jun 8
Charming Antique Boathouse Located Directly On Long Pond.

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
Harwich
10.0 out of 10, Exceptional, (110 reviews)
"The hosts were so accommodating and lovely. The property is adorable and well appointed! Would stay again 100 percent. "
United States
rachel n.
The price is CA $205
CA $531 total
includes taxes & fees
Jun 1 - Jun 2
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Falmouth
8.4 out of 10, Very good, (25 reviews)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is CA $154
CA $320 total
includes taxes & fees
May 10 - May 11
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
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.