A lake surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Southeast Massachusetts holiday homes

A spacious living area with a dark leather sofa, a ceiling fan, and a flat-screen TV mounted on the wall.

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 HK$1,169
HK$2,549 total
includes taxes & fees
15 Nov - 16 Nov
Make this charming, modern retreat your home away from home!!
A modern kitchen with a large island, wooden beams, and a view of trees through the windows.

2. Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
8.8 out of 10, Excellent, (5 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
The price is HK$1,118
HK$3,133 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Riverfront Stay in Wareham
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

3. 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, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is HK$1,235
HK$3,424 total
includes taxes & fees
28 Oct - 29 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A row of colorful mobile homes with outdoor seating areas, each with a bench and chairs.

4. 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 HK$541
HK$2,170 total
includes taxes & fees
28 Oct - 29 Oct
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
A covered outdoor deck with wicker furniture, a small table, and chairs.

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, (167 reviews)
"We thoroughly enjoyed our stay! The property was very clean, decorately beautifully, and had everything we needed. The bottle of wine and snacks made for a nice welcome. The location and gorgeous view were beyond measure and the deck and yard are set up perfectly for watching the sunrise and relaxing by the bay. The owners are on site but that was not an issue because the space is very private. Highly recommend!"
United States
Bruce
The price is HK$1,961
HK$3,005 total
includes taxes & fees
31 Oct - 1 Nov
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A modern kitchen with white cabinetry, a black stove, and a stainless steel sink.

6. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is HK$1,917
HK$5,835 total
includes taxes & fees
28 Oct - 29 Oct
West Falmouth Family Retreat Near Chapoquoit Beach
A row of colorful mobile homes with outdoor seating and flower planters.

7. Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
Plymouth
10.0 out of 10, Exceptional, (12 reviews)
"Our stay was great. The property was exactly as described and exceeded our expectations. Johanna was a great host and the cottage was well equipped for our needs. We look forward to staying again."
United States
Patrick R.
The price is HK$249
HK$1,606 total
includes taxes & fees
28 Oct - 29 Oct
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
A fire pit surrounded by Adirondack chairs in a gravel area with a building in the background.

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, (17 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 HK$249
HK$1,606 total
includes taxes & fees
9 Nov - 10 Nov
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

9. 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, (225 reviews)
"Great location "
United States
Stephanie B.
The price is HK$1,412
HK$4,102 total
includes taxes & fees
8 Nov - 9 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A wooden deck overlooking a calm lake with trees and houses in the background.

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, (45 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 HK$2,154
HK$5,356 total
includes taxes & fees
1 Nov - 2 Nov
Stunning 4-bedroom Private Fresh Water Beach Front
A patio with outdoor furniture, a tree, and a lattice fence.

11. 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 HK$2,236
HK$4,557 total
includes taxes & fees
31 Oct - 1 Nov
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
A row of houses with a paved driveway and trees lining the street.

12. 4BR + No Bridge Traffic + Water Wizz Water Park + Pond & Beaches

4BR + No Bridge Traffic + Water Wizz Water Park + Pond & Beaches
Bourne
10.0 out of 10, Exceptional, (8 reviews)
"We survived the blizzard with no power outage. The house had everything we needed.. We ate, drank, played games and put a puzzle together. Thank you for a great stay. Location is awesome!"
United States
Anonymous traveller
The price is HK$2,745
HK$6,130 total
includes taxes & fees
28 Oct - 29 Oct
4BR + No Bridge Traffic + Water Wizz Water Park + Pond & Beaches
A modern kitchen with white cabinets, a stainless steel sink, and a wooden floor.

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

SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
Plymouth
10.0 out of 10, Exceptional, (23 reviews)
"Very nice property and location and hosts"
United States
PETER K.
SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
A spacious kitchen with a large island, wooden flooring, and a dining area with chairs and a table.

14. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Falmouth
10.0 out of 10, Exceptional, (19 reviews)
"Jessica was absolutely amazing and so was the house! We stayed here for our family vacation and it was perfect. 5 stars all around!"
United States
Kelsey B.
The price is HK$2,975
HK$7,248 total
includes taxes & fees
1 Nov - 2 Nov
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
A modern kitchen with stainless steel appliances, a dining area with a wooden table set for six, and a living area with a sofa and TV.

15. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
United States
Chris S.
The price is HK$2,345
HK$5,843 total
includes taxes & fees
11 Nov - 12 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
A spacious living room with two beige sofas, a coffee table, and a patterned rug.

16. 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
9.0 out of 10, Wonderful, (11 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 HK$1,138
HK$4,022 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A circular stone patio with Adirondack chairs and a small table in a forested area.

17. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
The price is HK$2,063
HK$5,072 total
includes taxes & fees
8 Nov - 9 Nov
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A cozy living room with a sofa, a coffee table with snacks and drinks, and a view of the ocean through large sliding glass doors.

18. 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, (9 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 HK$1,801
HK$4,079 total
includes taxes & fees
1 Nov - 2 Nov
Panoramic Cape Cod Bay Views with Private Sandy Beach
An aerial view of a large house with a swimming pool, a tennis court, and a well-maintained lawn.

19. Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
West Barnstable
10.0 out of 10, Exceptional, (149 reviews)
"Great fit for our family!"
United States
William H.
The price is HK$7,767
HK$13,747 total
includes taxes & fees
23 Nov - 24 Nov
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

20. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (10 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is HK$3,122
HK$10,726 total
includes taxes & fees
28 Oct - 29 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Staff was amazing. Renovations going on while I was there so will probably be a lot nicer when complete."
Libby 2-night trip
Posted 1 hour ago
Iris Hotel Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
425
Accommodation
754 Vacation Homes
Lowest Price
HK$1,606
Highest Price
HK$13,747