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Our top choices for Southeast Massachusetts vacation homes

1. 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 658
AED 1,334 total
includes taxes & fees
6 Sep - 7 Sep
Make this charming, modern retreat your home away from home!!

2. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (25 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
The price is AED 643
AED 1,265 total
includes taxes & fees
15 Sep - 16 Sep
The Cape Cod Loft | Near Beaches & Canal

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, (160 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 1,407 total
includes taxes & fees
7 Sep - 8 Sep
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

4. 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 1,268 total
includes taxes & fees
20 Sep - 21 Sep
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

5. 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, (42 reviews)
"Great stay!"
United States
Kian S.
The price is AED 643
AED 1,518 total
includes taxes & fees
17 Sep - 18 Sep
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

6. 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)
"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 658
AED 1,460 total
includes taxes & fees
30 Sep - 1 Oct
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill

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 1,850 total
includes taxes & fees
30 Sep - 1 Oct
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

8. 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 709
AED 1,621 total
includes taxes & fees
7 Sep - 8 Sep
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

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

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is AED 1,451
AED 3,191 total
includes taxes & fees
7 Sep - 8 Sep
Spring Escape in Hatchville – Sleeps 6 + Dogs!

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 1,230
AED 2,796 total
includes taxes & fees
21 Sep - 22 Sep
Stunning 4-bedroom Private Fresh Water Beach Front

11. 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

12. Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!

Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!
East Falmouth
9.8 out of 10, Exceptional, (76 reviews)
"We had a great stay. Host was very friendly and the house was clean and perfect location for our trip. Very quiet area and beautiful lake view."
United States
Devin R.
The price is AED 1,769
AED 3,483 total
includes taxes & fees
7 Sep - 8 Sep
Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!

13. 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, (15 reviews)
"Pet friendly"
United States
John
The price is AED 380
AED 675 total
includes taxes & fees
6 Sep - 7 Sep
Charming garden level 1 bedroom 1 bath apartment in Brockton

14. 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 526
AED 768 total
includes taxes & fees
15 Sep - 16 Sep
Private Suite w/ Bath & Free Parking

15. 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, (128 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

16. 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
11 Sep - 12 Sep
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

17. Panoramic Cape Cod Bay Views with Private Sandy Beach

Panoramic Cape Cod Bay Views with Private Sandy Beach
Plymouth
10.0 out of 10, Exceptional, (7 reviews)
"The view alone is worth every penny and will definitely visit again. The property is small but is perfect for two to four people. It’s a beautiful, quaint, quiet seaside neighborhood just a few miles from downtown Plymouth. The cottage itself was well laid out for the small space and the views from the moment you walk in are breathtaking. Can’t wait to book my next stay there."
United States
Dawn c.
The price is AED 1,131
AED 1,444 total
includes taxes & fees
7 Sep - 8 Sep
Panoramic Cape Cod Bay Views with Private Sandy Beach

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
27 Sep - 28 Sep
Charming Vacation Home in Oak Bluffs.

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

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Loved this property. "
United States
Carol S.
The price is AED 279
AED 1,624 total
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

20. 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, (77 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 AED 2,182
AED 3,910 total
includes taxes & fees
5 Oct - 6 Oct
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
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