A lake surrounded by autumn-colored trees.

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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Southeast Massachusetts vacation homes

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 ￥15,682
￥28,329 total
includes taxes & fees
Jul 15 - Jul 16
Charming garden level 1 bedroom 1 bath apartment in Brockton
Smart TV, table tennis, books

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 ￥151,665
￥242,182 total
includes taxes & fees
Jul 8 - Jul 9
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
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 ￥41,992
￥85,553 total
includes taxes & fees
Jul 5 - Jul 6
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Beach nearby, sun loungers

All New Beautiful Priscilla Beach House Ocean View

All New Beautiful Priscilla Beach House Ocean View
Plymouth
10.0 out of 10, Exceptional, (120 reviews)
"Wonderful home in a wonderful location and a very helpful, kind host who actually cares about the renter experience. Highly recommend staying here if you’re considering staying in Plymouth."
United States
Rishin P.
The price is ￥209,097
￥416,120 total
includes taxes & fees
Jul 16 - Jul 17
All New Beautiful Priscilla Beach House Ocean View
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 ￥19,603
￥29,287 total
includes taxes & fees
Jul 15 - Jul 16
Private Suite w/ Bath & Free Parking
Dining

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is ￥322,520
￥542,612 total
includes taxes & fees
Jul 12 - Jul 13
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
House | 5 bedrooms, desk

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.0 star property
Hyannis
The price is ￥79,008
￥163,885 total
includes taxes & fees
Jul 6 - Jul 7
Water Access 5-bed 2-bath Retreat
Interior

Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (114 reviews)
"Great location, description was on point, and the communication with the owner was excellent. Would definitely stay here again. "
United States
Don T.
The price is ￥129,008
￥192,917 total
includes taxes & fees
Jul 19 - Jul 20
Renovated Beach House Close to Everything, Minutes to Boston
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, (141 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 ￥40,335
￥61,814 total
includes taxes & fees
Jul 26 - Jul 27
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Outdoor pool

Modern Cape Cod home in vibrant beach community - steps to beach; pool access!!

Modern Cape Cod home in vibrant beach community - steps to beach; pool access!!
Falmouth
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home in a great area!"
United States
Jillian P.
The price is ￥322,680
￥480,099 total
includes taxes & fees
Jul 25 - Jul 26
Modern Cape Cod home in vibrant beach community - steps to beach; pool access!!
Exterior

"The Ocean View ROOM" IN "The Flamingo social House"

"The Ocean View ROOM" IN "The Flamingo social House"
Cape Cod
The price is ￥48,378
￥92,779 total
includes taxes & fees
Jul 5 - Jul 6
"The Ocean View ROOM" IN "The Flamingo social House"
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 ￥24,225
￥58,366 total
includes taxes & fees
Jul 6 - Jul 7
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Beach

SeaGlass Walk to Beach, Firepit, Ext Shower, Pets

SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"Great location. Very clean and great ammenities"
United States
Amy A.
The price is ￥71,280
￥131,656 total
includes taxes & fees
Jul 5 - Jul 6
SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
Smart TV, books

1620 Seaview: Less than a mile to downtown Plymouth; sleeps max of 10

1620 Seaview: Less than a mile to downtown Plymouth; sleeps max of 10
Plymouth
10.0 out of 10, Exceptional, (13 reviews)
"Stayed 3 nights and the location is great , checking in and out fast and easy great host and fast response would highly recommend very clean has everything you could ever need feels like home! Will stay again for sure thank you for everything!"
United States
Raymond B.
The price is ￥82,332
￥124,584 total
includes taxes & fees
Jul 10 - Jul 11
1620 Seaview: Less than a mile to downtown Plymouth; sleeps max of 10
Smart TV, books

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
Dartmouth
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun."
United States
Nick R.
The price is ￥241,567
￥366,019 total
includes taxes & fees
Jul 28 - Jul 29
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
Dining

5BR Oasis @ Tom Nevers - Heated Pool - Tennis Court

5BR Oasis @ Tom Nevers - Heated Pool - Tennis Court
Tom Nevers
The price is ￥387,216
￥617,422 total
includes taxes & fees
Jul 15 - Jul 16
5BR Oasis @ Tom Nevers - Heated Pool - Tennis Court
House | 3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.5 star property
West Dennis
The price is ￥73,414
￥148,304 total
includes taxes & fees
Jul 12 - Jul 13
Coastal Haven in West Dennis -15
Smart TV

Pet-Friendly 3BR Retreat • Easy Boston, Logan Airport & I-93 Access w/Parking 37

Pet-Friendly 3BR Retreat • Easy Boston, Logan Airport & I-93 Access w/Parking 37
Quincy
9.2 out of 10, Wonderful, (40 reviews)
"Enjoyed our stay. Clean and comfortable"
United States
maureen g.
The price is ￥39,476
￥77,238 total
includes taxes & fees
Jul 8 - Jul 9
Pet-Friendly 3BR Retreat • Easy Boston, Logan Airport & I-93 Access w/Parking 37
Smart TV, fireplace, books

Luxury Monument Beach Villa /Short term rentals

Luxury Monument Beach Villa /Short term rentals
Bourne
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful house with a water view! "
United States
Maura S.
The price is ￥110,518
￥195,549 total
includes taxes & fees
Jul 6 - Jul 7
Luxury Monument Beach Villa /Short term rentals
Fridge, microwave, oven, stovetop

Modern Luxurious Home 5-bed

Modern Luxurious Home 5-bed
Bridgewater
9.6 out of 10, Exceptional, (5 reviews)
"Great location and home and host. The home is nice it’s large and location is amazing. Close to Plymouth Boston and Salem."
United States
John M.
The price is ￥70,344
￥120,745 total
includes taxes & fees
Jul 6 - Jul 7
Modern Luxurious Home 5-bed
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

Pilgrim Sands on Long Beach

Pilgrim Sands on Long Beach

10/10 Excellent
"We hadn't stayed here in some time and can see the work that has gone into the place. We have always enjoyed and this was no different. "
Lynn 2-night trip
Posted 1 hour ago
Pilgrim Sands on Long Beach

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
577
Accommodation
732 Vacation Homes
Lowest Price
￥28,329
Highest Price
￥617,422

Explore a world of travel with Expedia