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Holiday Rentals in Southeast Massachusetts

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Our top choices for Southeast Massachusetts holiday rentals

Pet-friendly Wareham Retreat Near Onset Beach!

Pet-friendly Wareham Retreat Near Onset Beach!
3.0 star property
Wareham
The price is €224
includes taxes & fees
27 Jul - 28 Jul
Pet-friendly Wareham Retreat Near Onset Beach!

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (44 reviews)
"A lovely apartment, nicely appointed, and conveniently located. One of my nicest stays to date"
United States
Thomas
The price is €200
includes taxes & fees
26 Jul - 27 Jul
The Charming Gem Near The Water!

New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (84 reviews)
"Great place, great location."
United States
James H.
New Seabury Cape Condo + Pool & Beach Escape

Walking distance to Private Beach! Charming Cottage North of Cape Cod.

Walking distance to Private Beach! Charming Cottage North of Cape Cod.
Wareham
9.6 out of 10, Exceptional, (14 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is €476
includes taxes & fees
24 Aug - 25 Aug
Walking distance to Private Beach! Charming Cottage North of Cape Cod.

Cape Cod Loft - Near Beaches & Canal

Cape Cod Loft - Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (21 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
The price is €267
includes taxes & fees
26 Jul - 27 Jul
Cape Cod Loft - Near Beaches & Canal

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, (148 reviews)
"Amazing view right on the bay"
United States
John T.
The price is €340
includes taxes & fees
9 Aug - 10 Aug
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.8 out of 10, Exceptional, (27 reviews)
"This location is really wonderful. What a cute town and the house had everything we needed. "
United States
Tony and Beck V.
The price is €614
includes taxes & fees
31 Jul - 1 Aug
Amazing Onset Getaway in the Starfish Suite

Sintra*romantic*near beach*private outdoor shower

Sintra*romantic*near beach*private outdoor shower
Plymouth
10.0 out of 10, Exceptional, (15 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 €351
includes taxes & fees
28 Jul - 29 Jul
Sintra*romantic*near beach*private outdoor shower

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, (20 reviews)
"The cottage was exactly as described—perfectly located with comfortable accommodations."
United States
Patrick R.
The price is €381
includes taxes & fees
30 Jul - 31 Jul
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

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 €160
includes taxes & fees
29 Jul - 30 Jul
Private Suite w/ Bath & Free Parking

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Sandwich
9.8 out of 10, Exceptional, (95 reviews)
"Place was as advertised. Great for a weekend stay with friends; very close to the beach"
United States
Brooke H.
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.4 out of 10, Very good, (13 reviews)
"Awesome stay. Very accommodating and worth the price. It got a little noisy upstairs at times but nothing significant or annoying, life happens."
United States
James V.
The price is €171
includes taxes & fees
23 Aug - 24 Aug
Charming garden level 1 bedroom 1 bath apartment in Brockton

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (112 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is €336
includes taxes & fees
26 Jul - 27 Jul
Thomas Sea Suites

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
Marshfield
10.0 out of 10, Exceptional, (20 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is €357
includes taxes & fees
30 Jul - 31 Jul
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

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 €224
includes taxes & fees
26 Jul - 27 Jul
3 Mi to Main Street: Newly Renovated Wareham Apt!

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (364 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
The price is €508
includes taxes & fees
11 Aug - 12 Aug
The Club at New Seabury

Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
Duxbury
10.0 out of 10, Exceptional, (35 reviews)
"Excellent place, we will be returning. "
United States
Kevan
The price is €431
includes taxes & fees
31 Jul - 1 Aug
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (50 reviews)
"Great overall stay!"
United States
Chris R.
The price is €385
includes taxes & fees
28 Jul - 29 Jul
Cozy three-bedroom home close to Boston w/ plenty of parking

Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (28 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
The price is €430
includes taxes & fees
30 Jul - 31 Jul
Brand new! Lovely apartment-Vineyard Haven

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
9.8 out of 10, Exceptional, (117 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is €417
includes taxes & fees
10 Aug - 11 Aug
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
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 €289 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.