A lake surrounded by autumn-colored trees.

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Our top choices for Southeast Massachusetts vacation homes

1. 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
24 Sep - 25 Sep
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

2. 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 1,359 total
includes taxes & fees
23 Sep - 24 Sep
The Cape Cod Loft | Near Beaches & Canal

3. 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 1,186 total
includes taxes & fees
13 Oct - 14 Oct
Make this charming, modern retreat your home away from home!!

4. 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 1,407 total
includes taxes & fees
29 Sep - 30 Sep
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

5. 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 2,650 total
includes taxes & fees
23 Sep - 24 Sep
Stunning 4-bedroom Private Fresh Water Beach Front

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, (44 reviews)
"Great stay!"
United States
Kian S.
The price is AED 643
AED 1,673 total
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

7. 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
23 Sep - 24 Sep
Spring Escape in Hatchville – Sleeps 6 + Dogs!

8. 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, (223 reviews)
"Great location "
United States
Stephanie B.
The price is AED 845
AED 2,161 total
includes taxes & fees
18 Oct - 19 Oct
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

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

Welcome home. Comfortable four bedroom , two bath house
Plymouth
9.6 out of 10, Exceptional, (26 reviews)
"Awesome place to stay, Hope to stay there again soon"
United States
Kris
The price is AED 918
AED 1,875 total
includes taxes & fees
6 Oct - 7 Oct
Welcome home. Comfortable four bedroom , two bath house

10. 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

11. Classic Cape Escape in Charming Cotuit

Classic Cape Escape in Charming Cotuit
Contuit
9.0 out of 10, Wonderful, (6 reviews)
"Loved the location and walking path across the way. Very comfortable and spacious home. Would definitely revisit again. "
United States
Michelle
The price is AED 1,001
AED 3,677 total
includes taxes & fees
2 Oct - 3 Oct
Classic Cape Escape in Charming Cotuit

12. Pool Escape in East Falmouth

Pool Escape in East Falmouth
East Falmouth
8.0 out of 10, Very good, (2 reviews)
"Great location! Close to everything and wonderful neighborhood. The fenced in back yard with the pool is amazing. Hosts are great to work with. Very responsive to any questions or needs."
United States
Gloria C.
The price is AED 1,555
AED 4,465 total
includes taxes & fees
4 Oct - 5 Oct
Pool Escape in East Falmouth

13. Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
Oak Bluffs
8.8 out of 10, Excellent, (9 reviews)
"Loved our little cottage"
United States
Linda T.
The price is AED 1,451
AED 3,258 total
includes taxes & fees
28 Sep - 29 Sep
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

14. 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, (131 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

15. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (5 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is AED 479
AED 675 total
includes taxes & fees
29 Sep - 30 Sep
Private Suite w/ Bath & Free Parking

16. 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 253
AED 1,595 total
includes taxes & fees
8 Oct - 9 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

17. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (52 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is AED 777
AED 2,499 total
includes taxes & fees
1 Oct - 2 Oct
Beach Lovers Escape

18. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"
United States
Rachael M.
The price is AED 645
AED 805 total
includes taxes & fees
5 Oct - 6 Oct
Cape Cod's "Beach Rose"

19. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.8 out of 10, Exceptional, (53 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
The price is AED 1,928
AED 4,204 total
includes taxes & fees
2 Oct - 3 Oct
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

20. SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
Yarmouth
10.0 out of 10, Exceptional, (66 reviews)
"Great location, would stay here again!"
United States
Kinde O.
The price is AED 1,021
AED 2,043 total
includes taxes & fees
3 Oct - 4 Oct
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
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