Search Vacation Homes in Southeast Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Southeast Massachusetts vacation 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 AED 918
AED 1,407 total
includes taxes & fees
13 Jul - 14 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 AED 473
AED 700 total
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 AED 367
AED 1,128 total
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 AED 364
AED 652 total
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 AED 836
AED 1,788 total
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 AED 702
AED 2,520 total
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 AED 606
AED 1,050 total
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 AED 686
AED 1,505 total
includes taxes & fees
30 Jun - 1 Jul
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 AED 814
AED 1,759 total
includes taxes & fees
29 Jun - 30 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 AED 586
AED 1,373 total
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 AED 764
AED 1,607 total
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 AED 926
AED 1,887 total
includes taxes & fees
2 Jul - 3 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 AED 863
AED 1,900 total
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 AED 514
AED 1,964 total
includes taxes & fees
15 Jul - 16 Jul
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dining

Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!

Furnished & Flexible – Perfect for Longer Stays in Dartmouth, MA!
Dartmouth
The price is AED 481
AED 1,169 total
includes taxes & fees
22 Jul - 23 Jul
Furnished & Flexible – Perfect for Longer Stays 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 AED 1,065
AED 1,895 total
includes taxes & fees
12 Jul - 13 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 AED 900
AED 1,900 total
includes taxes & fees
13 Jul - 14 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 AED 1,833
AED 3,278 total
includes taxes & fees
28 Jun - 29 Jun
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, (19 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is AED 1,091
AED 1,421 total
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Massachusetts Hotel Reviews

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Upgrade towels"
John 2-night trip
Posted less than an hour ago
Holiday Hill Inn & Suites

Explore a world of travel with Expedia