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, (362 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 NZ$1,023
includes taxes & fees
29 June - 30 June
The Club at New Seabury

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (135 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is NZ$753
includes taxes & fees
1 July - 2 July
Brewster Green Resort

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (106 reviews)
"Location Location Location!!!"
United States
David
The price is NZ$789
includes taxes & fees
29 June - 30 June
Thomas Sea Suites

Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,190 reviews)
"Great value and a beautiful location!"
United States
Robert
The price is NZ$509
includes taxes & fees
28 June - 29 June
Sandcastle Resort and Club

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, (139 reviews)
"Adorable place with beautiful views tucked away in a quiet neighborhood. The hosts made us feel welcome and very accommodating. We didn’t want to leave! "
United States
Robine T.
The price is NZ$668
includes taxes & fees
1 July - 2 July
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Wareham Cottage w/ Deck, Walk to Swift's Beach

Wareham Cottage w/ Deck, Walk to Swift's Beach
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is NZ$959
includes taxes & fees
8 July - 9 July
Wareham Cottage w/ Deck, Walk to Swift's Beach

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, (16 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is NZ$702
includes taxes & fees
29 June - 30 June
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

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, (34 reviews)
"Excellent place, we will be returning. "
United States
Kevan
The price is NZ$945
includes taxes & fees
1 July - 2 July
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Nantucket - edge of town

Nantucket - edge of town
West of Town
9.8 out of 10, Exceptional, (91 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is NZ$1,519
includes taxes & fees
28 June - 29 June
Nantucket - edge of town

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (92 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is NZ$1,056
includes taxes & fees
12 July - 13 July
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

RECENTLY RENOVATED 2 BEDROOM CONDO WITH DECK & OFF STREET PARKING CLOSE TO BEACH

RECENTLY RENOVATED 2 BEDROOM CONDO WITH DECK & OFF STREET PARKING CLOSE TO BEACH
Provincetown
10.0 out of 10, Exceptional, (80 reviews)
"Very nice stay - no issues!"
United States
Connor M.
The price is NZ$1,064
includes taxes & fees
10 July - 11 July
RECENTLY RENOVATED 2 BEDROOM CONDO WITH DECK & OFF STREET PARKING CLOSE TO BEACH

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
South Wellfleet
10.0 out of 10, Exceptional, (68 reviews)
"We really enjoyed the location and deck."
United States
Donald W.
The price is NZ$1,625
includes taxes & fees
30 June - 1 July
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail

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, (17 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$881
includes taxes & fees
2 July - 3 July
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (72 reviews)
"It was an amazing place to stay. The outside heater element looking over the Ocean was amazing! "
United States
Chance4 C.
The price is NZ$1,797
includes taxes & fees
29 June - 30 June
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

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

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.4 out of 10, Exceptional, (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 NZ$396
includes taxes & fees
6 July - 7 July
Charming 2-bedroom apartment with WiFi, AC in superb Canton

3 Mi to Main St & Beach: Coastal Cape Cod Escape!

3 Mi to Main St & Beach: Coastal Cape Cod Escape!
3.0 star property
Wareham
The price is NZ$475
includes taxes & fees
26 June - 27 June
3 Mi to Main St & Beach: Coastal Cape Cod Escape!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (35 reviews)
"We were looking for a weekend away from home, and we're lucky to find this place available. We got great recommendations for places to eat nearby, and were able to enjoy the area. We'd stay here again!"
United States
Zachary S.
The price is NZ$892
includes taxes & fees
15 July - 16 July
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Private Modern Bedroom In a Central Location

Private Modern Bedroom In a Central Location
Nantucket Town
9.2 out of 10, Wonderful, (34 reviews)
"Super clean and modern room. Good location. Hosts were very nice and very available. Amazing spot, we would stay again"
United States
Christina R.
The price is NZ$963
includes taxes & fees
15 July - 16 July
Private Modern Bedroom In a Central Location

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.
Sintra*romantic*near beach*private outdoor shower

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (46 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
The price is NZ$1,689
includes taxes & fees
7 July - 8 July
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
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$509 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.