Holiday Homes in Southeast Massachusetts

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Southeast Massachusetts holiday homes

Terrace/patio

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 €336
includes taxes & fees
1 Jul - 2 Jul
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 €170
includes taxes & fees
30 Jun - 1 Jul
Private Suite w/ Bath & Free Parking
Exterior

Ocean View Room @ Beach Resort / Habitat *HOT TUB*

Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Cape Cod
The price is €270
includes taxes & fees
29 Jun - 30 Jun
Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Interior

Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.2 out of 10, Very good, (12 reviews)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is €160
includes taxes & fees
1 Jul - 2 Jul
Charming garden level 1 bedroom 1 bath apartment in Brockton
Fridge, microwave, oven, stovetop

Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
The price is €464
includes taxes & fees
28 Jun - 29 Jun
Cozy Riverfront Stay in Wareham
TV, offices

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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is €607
includes taxes & fees
29 Jun - 30 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Microwave, oven, stovetop, dishwasher

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.4 out of 10, Exceptional, (3 reviews)
"It was close to the location where we were attending an event."
United States
Erica M.
The price is €253
includes taxes & fees
6 Jul - 7 Jul
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Beach

Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill

Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
Plymouth
10.0 out of 10, Exceptional, (12 reviews)
"What a great place to stay! Comfortable little bungalow with just a short walk to the beach. Everything we needed was right there. Our little dog loved it too, would stay here again."
United States
Andrew E.
The price is €372
includes taxes & fees
28 Jun - 29 Jun
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
Beach

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is €369
includes taxes & fees
25 Jun - 26 Jun
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Beach

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 €330
includes taxes & fees
30 Jun - 1 Jul
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Beach

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 €384
includes taxes & fees
15 Jul - 16 Jul
Sintra*romantic*near beach*private outdoor shower
Sun-loungers, beach towels

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 €451
includes taxes & fees
1 Jul - 2 Jul
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Pool

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 €455
includes taxes & fees
15 Jul - 16 Jul
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
TV, DVD player, offices

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is €428
includes taxes & fees
25 Jun - 26 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dining

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Dartmouth
The price is €287
includes taxes & fees
9 Jul - 10 Jul
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Exterior detail

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"The host was welcoming and answered all of my messages to her really fast. The house itself was beautiful, very clean, and close to everything."
United States
Deletra S.
The price is €520
includes taxes & fees
20 Jul - 21 Jul
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
3 bedrooms, desk, iron/ironing board, free WiFi

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)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is €460
includes taxes & fees
25 Jul - 26 Jul
Cozy three-bedroom home close to Boston w/ plenty of parking
Exterior

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 €1,051
includes taxes & fees
7 Jul - 8 Jul
Nantucket - edge of town
Smart TV, books, stereo

Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
10.0 out of 10, Exceptional, (55 reviews)
"The host was great and the house was perfect"
United States
Melissa I.
Village Colonial / Harbor Views.
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (18 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is €336
includes taxes & fees
29 Jun - 30 Jun
Cape Cod's "Beach Rose"
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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Everything was great! Staff, beach, pools. EXCELLENT service in all the dining areas."
Mary 4-night trip
Posted 2 hours ago
Red Jacket Beach Resort

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews
513
Accommodation
718 Holiday Homes
Lowest Price
€160
Highest Price
€1,051