Holiday Homes in Southeast Massachusetts

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Check prices for these dates

In two weeks
3 July - 5 July
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 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 AU$539
includes taxes & fees
24 June - 25 June
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Exterior

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

Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Cape Cod
The price is AU$434
includes taxes & fees
29 June - 30 June
Ocean View Room @ Beach Resort / Habitat *HOT TUB*
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 AU$629
includes taxes & fees
15 July - 16 July
Sintra*romantic*near beach*private outdoor shower
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 AU$273
includes taxes & fees
24 June - 25 June
Private Suite w/ Bath & Free Parking
Interior

Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.0 out of 10, Very good, (11 reviews)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is AU$284
includes taxes & fees
24 June - 25 June
Charming garden level 1 bedroom 1 bath apartment in Brockton
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 AU$555
includes taxes & fees
30 June - 1 July
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
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 AU$972
includes taxes & fees
29 June - 30 June
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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, (51 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 AU$616
includes taxes & fees
24 June - 25 June
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
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, (16 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 AU$720
includes taxes & fees
2 July - 3 July
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
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 AU$494
includes taxes & fees
23 June - 24 June
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, (18 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is AU$599
includes taxes & fees
23 June - 24 June
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
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 AU$723
includes taxes & fees
15 July - 16 July
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
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 AU$407
includes taxes & fees
6 July - 7 July
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Dining

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Dartmouth
The price is AU$453
includes taxes & fees
21 July - 22 July
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
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 AU$686
includes taxes & fees
25 June - 26 June
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
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 AU$723
includes taxes & fees
13 July - 14 July
Cozy three-bedroom home close to Boston w/ plenty of parking
Beach nearby

Dennis Beach House - Walk to Beach - Pet Friendly

Dennis Beach House - Walk to Beach - Pet Friendly
Dennis
8.0 out of 10, Very good, (10 reviews)
"Very cozy and quite neighborhood felt right at home."
United States
John S.
The price is AU$983
includes taxes & fees
25 June - 26 June
Dennis Beach House - Walk to Beach - Pet Friendly
Sun-loungers, beach towels

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
Plymouth
10.0 out of 10, Exceptional, (11 reviews)
"Our stay was great. The property was exactly as described and exceeded our expectations. Johanna was a great host and the cottage was well equipped for our needs. We look forward to staying again."
United States
Patrick R.
The price is AU$635
includes taxes & fees
27 June - 28 June
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
TV, fireplace

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 AU$1,013
includes taxes & fees
14 July - 15 July
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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.
The price is AU$1,026
includes taxes & fees
23 June - 24 June
Village Colonial / Harbor Views.
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"On property.. you can walk to : an arcade, ice cream stand, miniature golf, Awesome"
Joseph 3-night trip
Posted less than an hour ago
Holiday Hill Inn & Suites

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews
417
Accommodation
705 Holiday Homes
Lowest Price
AU$273
Highest Price
AU$1,026