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, (349 reviews)
"Everything was superb, accommodations, check in service, check out service!!"
United States
Dianna
The price is CA $224
CA $256 total
includes taxes & fees
Feb 16 - Feb 17
The Club at New Seabury

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (197 reviews)
"This is my go to hotel when I’m in Falmouth. Always clean and the staff are very friendly. The one bedroom units are very nice!"
United States
Jeff
The price is CA $160
CA $183 total
includes taxes & fees
Feb 8 - Feb 9
InnSeason Resorts Captain's Quarters

Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
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
The price is CA $110
CA $126 total
includes taxes & fees
Mar 10 - Mar 11
Sandcastle Resort and Club

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (124 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 $204
CA $233 total
includes taxes & fees
Feb 8 - Feb 9
Brewster Green Resort

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (34 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 $303 total
includes taxes & fees
Feb 8 - Feb 9
The Charming Gem Near The Water!

Blue Haven Houseboat

Blue Haven Houseboat
New Bedford
The price is CA $178
CA $229 total
includes taxes & fees
Mar 2 - Mar 3
Blue Haven Houseboat

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is CA $207
CA $581 total
includes taxes & fees
Feb 8 - Feb 9
🦀Waterfront at The Velvet Crab~Amazing Sunsets

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is CA $122
CA $653 total
includes taxes & fees
Feb 8 - Feb 9
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is CA $201
CA $526 total
includes taxes & fees
Feb 8 - Feb 9
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
Onset
9.6 out of 10, Exceptional, (22 reviews)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is CA $196
CA $526 total
includes taxes & fees
Feb 8 - Feb 9
Spacious and Bright , Very Close to Beach!

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Bayside
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
Feb 8 - Feb 9
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (50 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is CA $135
CA $263 total
includes taxes & fees
Feb 9 - Feb 10
The Nantucket Room Unit - #2

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, (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
Feb 8 - Feb 9
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

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

3BR pet-friendly Quincy house w/parking — near Adams Park
Quincy
9.6 out of 10, Exceptional, (44 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is CA $124
CA $368 total
includes taxes & fees
Feb 10 - Feb 11
3BR pet-friendly Quincy house w/parking — near Adams Park

37 - 3BR Quincy - Cozy Townhouse near Adams Park

37 - 3BR Quincy - Cozy Townhouse near Adams Park
Quincy
9.2 out of 10, Wonderful, (36 reviews)
"Enjoyed our stay. Clean and comfortable"
United States
maureen g.
The price is CA $115
CA $356 total
includes taxes & fees
Feb 10 - Feb 11
37 - 3BR Quincy - Cozy Townhouse near Adams Park

Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
7.6 out of 10, Good, (8 reviews)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is CA $116
CA $222 total
includes taxes & fees
Feb 22 - Feb 23
Charming garden level 1 bedroom 1 bath apartment in Brockton

Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!
Nantucket Town
9.8 out of 10, Exceptional, (21 reviews)
"Great place and very convenient to everything in town. Bed was extremely comfortable ."
United States
Rick V.
The price is CA $123
CA $365 total
includes taxes & fees
Feb 8 - Feb 9
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

Charming 2-bedroom building in delightful Hull with ocean view

Charming 2-bedroom building in delightful Hull with ocean view
Nantasket Beach
9.6 out of 10, Exceptional, (5 reviews)
"Stayed with family for a wedding reception close by. Location is outstanding. Walkable to all the beach restaurants and beach. "
United States
Sarah S.
The price is CA $219
CA $417 total
includes taxes & fees
Feb 8 - Feb 9
Charming 2-bedroom building in delightful Hull with ocean view

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, (251 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 $147
CA $169 total
includes taxes & fees
Feb 9 - Feb 10
The Cove at Yarmouth by Westgate Resorts
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.