Southeast Massachusetts Holiday Rentals

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Our top choices for Southeast Massachusetts holiday 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 NZ$311
includes taxes & fees
16 Feb - 17 Feb
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 NZ$247
includes taxes & fees
10 Feb - 11 Feb
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
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
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 NZ$367
includes taxes & fees
10 Feb - 11 Feb
The Charming Gem Near The Water!

Blue Haven Houseboat

Blue Haven Houseboat
New Bedford
The price is NZ$279
includes taxes & fees
2 Mar - 3 Mar
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 NZ$693
includes taxes & fees
10 Feb - 11 Feb
🦀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 NZ$777
includes taxes & fees
10 Feb - 11 Feb
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 NZ$635
includes taxes & fees
11 Feb - 12 Feb
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 NZ$626
includes taxes & fees
10 Feb - 11 Feb
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 NZ$663
includes taxes & fees
10 Feb - 11 Feb
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 NZ$318
includes taxes & fees
10 Feb - 11 Feb
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 NZ$620
includes taxes & fees
10 Feb - 11 Feb
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Quincy
9.6 out of 10, Exceptional, (44 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is NZ$446
includes taxes & fees
10 Feb - 11 Feb
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse

37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse
Quincy
9.2 out of 10, Wonderful, (36 reviews)
"Enjoyed our stay. Clean and comfortable"
United States
maureen g.
The price is NZ$431
includes taxes & fees
10 Feb - 11 Feb
37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse

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 NZ$279
includes taxes & fees
22 Feb - 23 Feb
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 NZ$438
includes taxes & fees
10 Feb - 11 Feb
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 NZ$514
includes taxes & fees
10 Feb - 11 Feb
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 NZ$200
includes taxes & fees
10 Feb - 11 Feb
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

Everything you need to know about Southeast Massachusetts holiday rentals

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

Southeast Massachusetts holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southeast Massachusetts holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southeast Massachusetts holiday rentals we have selected for you start as low as NZ$200 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southeast Massachusetts rentals

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

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.