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Our top choices for Southeast Massachusetts holiday rentals

3 Mi to Main Street: Newly Renovated Wareham Apt!

3 Mi to Main Street: Newly Renovated Wareham Apt!
3.0 star property
Wareham
The price is £189
includes taxes & fees
24 Jun - 25 Jun
3 Mi to Main Street: Newly Renovated Wareham Apt!

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, (4 reviews)
"The view was breathe taking and the space was small yet comforting. The little label reminders were very helpful. The suggestion for things to were great. Wish week had more time to try the different places. Was an overall amazing stay would stay again."
United States
Theresa M.
The price is £345
includes taxes & fees
4 Jun - 5 Jun
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

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, (113 reviews)
"Just as we expected we were greeted with happy pup barks and smiling faces.Our stay in Mike and Joe’s home was extremely comfortable. "
United States
Michael C.
The price is £291
includes taxes & fees
2 Jun - 3 Jun
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (40 reviews)
"We really liked the area - quiet - spacious apartment Nice attention to details . Had a full kitchen with dishes etc. one suggestion is for host to provide a muffin pan."
United States
stephen
The price is £167
includes taxes & fees
2 Jun - 3 Jun
The Charming Gem Near The Water!

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is £455
includes taxes & fees
31 May - 1 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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, (135 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 £284
includes taxes & fees
31 May - 1 Jun
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,174 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 £106
includes taxes & fees
2 Jun - 3 Jun
Sandcastle Resort and Club

New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (83 reviews)
"Host was super organized with clear instructions and easy check-in. The condo was well appointed and beautifully decorated. We enjoyed our brief stay!"
United States
Gina P.
The price is £257
includes taxes & fees
17 Jun - 18 Jun
New Seabury Cape Condo + Pool & Beach Escape

Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (25 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
The price is £360
includes taxes & fees
21 Jun - 22 Jun
Brand new! Lovely apartment-Vineyard Haven

Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (2 reviews)
"Room was clean and quiet. Beautifully done.Only 15 minutes from the train into Boston. We will definitely be going back."
United States
Stephenie Y.
The price is £134
includes taxes & fees
31 May - 1 Jun
Private Suite w/ Bath & Free Parking

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, (19 reviews)
"The cottage was exactly as described—perfectly located with comfortable accommodations."
United States
Patrick R.
The price is £254
includes taxes & fees
31 May - 1 Jun
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is £173
includes taxes & fees
4 Jun - 5 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

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, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is £234
includes taxes & fees
5 Jun - 6 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

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 £270
includes taxes & fees
3 Jun - 4 Jun
Charming Antique Boathouse Located Directly On Long Pond.

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 £195
includes taxes & fees
7 Jun - 8 Jun
The Blue Crab Unit 7

On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (61 reviews)
"Clean, great location. "
United States
Peter G.
The price is £273
includes taxes & fees
1 Jun - 2 Jun
On Town Cove with salt water access! Kayaks and paddle board available for use!

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.2 out of 10, Wonderful, (20 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is £171
includes taxes & fees
3 Jun - 4 Jun
Charming 2-bedroom apartment with WiFi, AC in superb Canton

41-SPRING GETAWAY EARLY BIRD 10%! Convenient Townhouse with 3 bedrooms

41-SPRING GETAWAY EARLY BIRD 10%! Convenient Townhouse with 3 bedrooms
Quincy
9.6 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is £270
includes taxes & fees
4 Jun - 5 Jun
41-SPRING GETAWAY EARLY BIRD 10%! Convenient Townhouse with 3 bedrooms

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)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is £437
includes taxes & fees
2 Jun - 3 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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, (26 reviews)
"Very nice location in North Falmouth where things feel timeless. The only disadvantage was there is no living/sitting room. You can sit in the kitchen or be in the bedrooms. Host was attentive and available."
United States
Michelle
The price is £185
includes taxes & fees
31 May - 1 Jun
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

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, apart-hotels, 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 £106 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.