A lake surrounded by autumn-colored trees.

Holiday Homes in Southeast Massachusetts

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Our top choices for Southeast Massachusetts holiday 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 traveller
The price is AU$479
includes taxes & fees
21 Sept - 22 Sept
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

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 AU$436
includes taxes & fees
13 Oct - 14 Oct
Make this charming, modern retreat your home away from home!!

3. 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 AU$521
includes taxes & fees
21 Sept - 22 Sept
The Cape Cod Loft | Near Beaches & Canal

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 AU$514
includes taxes & fees
29 Sept - 30 Sept
Oldest Town of Cape Cod In The Historic District

5. 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 AU$525
includes taxes & fees
29 Sept - 30 Sept
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

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 AU$621
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

7. 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 AU$970
includes taxes & fees
21 Sept - 22 Sept
Stunning 4-bedroom Private Fresh Water Beach Front

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 AU$805
includes taxes & fees
20 Oct - 21 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, (25 reviews)
"Awesome place to stay, Hope to stay there again soon"
United States
Kris
The price is AU$861
includes taxes & fees
28 Sept - 29 Sept
Welcome home. Comfortable four bedroom , two bath house

10. 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 AU$1,381
includes taxes & fees
2 Oct - 3 Oct
Classic Cape Escape in Charming Cotuit

11. 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 AU$720
includes taxes & fees
28 Sept - 29 Sept
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

12. 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 AU$1,075
includes taxes & fees
22 Sept - 23 Sept
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

13. 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 AU$1,609
includes taxes & fees
28 Sept - 29 Sept
Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

14. 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 AU$1,203
includes taxes & fees
28 Sept - 29 Sept
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

15. 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)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is AU$456
includes taxes & fees
21 Sept - 22 Sept
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

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 AU$595
includes taxes & fees
1 Oct - 2 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

17. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (60 reviews)
"Second time staying at this beautiful Cohasset destination and home. Would love to come back again. Excellent location, harbor walks, downtown walks, comfortable beds, well appointed kitchen, everything you need!"
United States
Beth G.
The price is AU$945
includes taxes & fees
28 Sept - 29 Sept
Village Colonial / Harbor Views.

18. 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 AU$964
includes taxes & fees
1 Oct - 2 Oct
Beach Lovers Escape

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 AU$1,550
includes taxes & fees
2 Oct - 3 Oct
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

20. 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, (52 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AU$875
includes taxes & fees
22 Sept - 23 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews
14
Accommodation
754 Holiday Homes
Lowest Price
AU$576
Highest Price
AU$7,012