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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Southeast Massachusetts vacation homes

1 bedroom, desk, iron/ironing board, WiFi (free)

1. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (26 reviews)
"The scape Cod loft was perfect for my golfing trip. Close to restaurants and amazing courses. I highly recommend! Thank you Nick for a wonderful stay."
United States
Dave F.
The price is AED 721
AED 1,313 total
includes taxes & fees
17 Sep - 18 Sep
The Cape Cod Loft | Near Beaches & Canal
Sun loungers, beach towels

2. Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!
Wareham
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable and updated house. We had a great stay!"
United States
Edna R.
The price is AED 547
AED 1,141 total
includes taxes & fees
15 Oct - 16 Oct
Make this charming, modern retreat your home away from home!!
Terrace/patio

3. 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, (161 reviews)
"Beautiful view extremely clean easy check in/out. LOTS of amenities. Everything you could need or want is there!!"
United States
Roseanne
The price is AED 918
AED 1,346 total
includes taxes & fees
17 Oct - 18 Oct
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Smart TV, books

4. Oldest Town of Cape Cod In The Historic District

Oldest Town of Cape Cod In The Historic District
Sandwich
9.2 out of 10, Wonderful, (26 reviews)
"Ed was very accommodating and responsive"
United States
Ronak P.
The price is AED 493
AED 1,468 total
includes taxes & fees
27 Sep - 28 Sep
Oldest Town of Cape Cod In The Historic District
Sun loungers

5. 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, (20 reviews)
"Johanna and Costas were the most gracious hosts. The bungalow was exactly what we needed! Excellent stay!"
United States
Anonymous traveler
The price is AED 506
AED 1,260 total
includes taxes & fees
17 Sep - 18 Sep
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
On the beach, sun loungers

6. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (43 reviews)
"Great stay!"
United States
Kian S.
The price is AED 643
AED 1,623 total
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Pool

7. 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, (40 reviews)
"The most perfect spot! Our host and the neighbors were so nice and gave us great tips! Would definitely stay again"
United States
Jainessa
The price is AED 826
AED 1,854 total
includes taxes & fees
30 Sep - 1 Oct
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Beach

8. 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, (15 reviews)
"The cottage was even more than we expected! The hosts are great. Very clean and equipped with so many comforts of home. You won’t regret a stay here."
United States
Cindy G.
The price is AED 506
AED 1,260 total
includes taxes & fees
12 Oct - 13 Oct
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
Sun loungers, beach towels

9. 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, (20 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is AED 705
AED 1,604 total
includes taxes & fees
17 Sep - 18 Sep
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Property grounds

10. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (42 reviews)
"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."
United States
Kathryn C.
The price is AED 1,107
AED 2,533 total
includes taxes & fees
21 Sep - 22 Sep
Stunning 4-bedroom Private Fresh Water Beach Front
Terrace/patio

11. Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is AED 1,289
AED 3,006 total
includes taxes & fees
17 Sep - 18 Sep
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Interior

12. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (221 reviews)
"Great location "
United States
Stephanie B.
The price is AED 1,010
AED 2,379 total
includes taxes & fees
5 Oct - 6 Oct
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Beach nearby

13. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.8 out of 10, Excellent, (10 reviews)
"Nice location, quiet neighborhood, comfortable, and clean with a feeling of newness. Nice time of year to enjoy the porch and there was plenty of room for our group of seven. Three couches in the basement! Easy to get to town or beaches, etc. Host was helpful and communicative."
United States
Jen M.
The price is AED 547
AED 1,899 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Interior

14. Welcome home. Comfortable four bedroom , two bath house

Welcome home. Comfortable four bedroom , two bath house
Plymouth
9.6 out of 10, Exceptional, (24 reviews)
"nice place good location"
United States
Jason A.
The price is AED 1,243
AED 2,291 total
includes taxes & fees
21 Sep - 22 Sep
Welcome home. Comfortable four bedroom , two bath house
Beach

15. SeaGlass Walk to Beach, Firepit, Ext Shower, Pets

SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
Plymouth
10.0 out of 10, Exceptional, (22 reviews)
"Very quaint and clean. Lots of character. Plenty of parking. Love the full kitchen that is totally stocked! Having laundry is fabulous. Looking forward to coming again with nicer weather! Host was on top of everything and very kind and understanding! "
United States
Arianna L.
SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
On the beach, sun loungers

16. Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
East Falmouth
10.0 out of 10, Exceptional, (130 reviews)
"We really enjoyed staying here. The host was extremely responsive. It's a lovely location and very serene. The house has everything you need."
United States
Lindsay G.
The price is AED 2,204
AED 4,321 total
includes taxes & fees
28 Sep - 29 Sep
Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
1 bedroom, iron/ironing board, WiFi (free), bed sheets

17. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (4 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is AED 499
AED 734 total
includes taxes & fees
29 Sep - 30 Sep
Private Suite w/ Bath & Free Parking
Sun loungers, beach towels

18. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is AED 1,466
AED 3,044 total
includes taxes & fees
4 Oct - 5 Oct
Charming Vacation Home in Oak Bluffs.
TV, fireplace, books

19. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is AED 1,157
AED 3,118 total
includes taxes & fees
17 Sep - 18 Sep
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Interior

20. Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.4 out of 10, Very good, (17 reviews)
"Pet friendly"
United States
John
The price is AED 347
AED 634 total
includes taxes & fees
28 Sep - 29 Sep
Charming garden level 1 bedroom 1 bath apartment in Brockton
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

The Beachside

The Beachside

8/10 Good
"Weak breakfast for the price"
Richard 3-night trip
Posted 1 hour ago
The Beachside