A lake surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Southeast Massachusetts holiday homes

A sandy beach with a forest in the background and a clear sky.

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$1,052
HK$2,394 total
includes taxes & fees
22 Oct - 23 Oct
Make this charming, modern retreat your home away from home!!
A boat docked at a concrete pier with a sandy shore in the background.

2. 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$1,236
HK$3,400 total
includes taxes & fees
19 Oct - 20 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A beach with waves crashing onto the shore under a clear sky.

3. Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
10.0 out of 10, Exceptional, (21 reviews)
"Property was in great location and central to all the areas of Plymouth worth visiting. Property had heating and air and the communal fire pit area was great and lighted. There was a great park across the street from the bungalows which provided great morning walks and sunrises. If ya have a pet it would make for a great stay."
United States
Jeffrey
The price is HK$1,081
HK$2,709 total
includes taxes & fees
21 Oct - 22 Oct
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A bedroom with a bed, two windows with curtains, a door, a bedside table with a lamp, and a picture on the wall.

4. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is HK$1,859
HK$5,779 total
includes taxes & fees
19 Oct - 20 Oct
West Falmouth Family Retreat Near Chapoquoit Beach
A house with a front porch, a white door, and a number '36' on the wall.

5. Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Sandwich
9.8 out of 10, Exceptional, (105 reviews)
"This property was the perfect beach house for our weekend trip. Everything looked exactly like the photos, was clean and accurate. The owner made check-in and check-out extremely clear on expectations and definitely provided a reasonable price for its amazing location. I will be staying here again!"
United States
Alysha D.
The price is HK$1,759
HK$3,765 total
includes taxes & fees
24 Oct - 25 Oct
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
A covered outdoor deck with wicker furniture, a small table, and chairs.

6. 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, (165 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$1,962
HK$3,007 total
includes taxes & fees
19 Oct - 20 Oct
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

7. 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, (224 reviews)
"Great location "
United States
Stephanie B.
The price is HK$1,413
HK$4,087 total
includes taxes & fees
1 Nov - 2 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A water park with a large central pool, multiple slides, and a variety of play structures.

8. 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$2,237
HK$4,559 total
includes taxes & fees
31 Oct - 1 Nov
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
A sandy beach with a calm lake and a forested hill in the background.

9. Charming 3-bedroom house in lovely Barnstable

Charming 3-bedroom house in lovely Barnstable
Barnstable
9.6 out of 10, Exceptional, (5 reviews)
"Excellent stay! Loved the home! "
United States
Cailee B.
The price is HK$1,727
HK$4,761 total
includes taxes & fees
15 Nov - 16 Nov
Charming 3-bedroom house in lovely Barnstable
A beach with clear water, people sunbathing, and a house in the background.

10. 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$2,747
HK$6,135 total
includes taxes & fees
19 Oct - 20 Oct
4BR + No Bridge Traffic + Water Wizz Water Park + Pond & Beaches
A wooden deck overlooking a calm lake with trees and houses in the background.

11. 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$5,349 total
includes taxes & fees
1 Nov - 2 Nov
Stunning 4-bedroom Private Fresh Water Beach Front
A backyard with a pool, lounge chairs, a fire pit, and string lights along the fence.

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 HK$3,736
HK$10,354 total
includes taxes & fees
20 Oct - 21 Oct
Pool Escape in East Falmouth
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

13. 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$2,347
HK$5,847 total
includes taxes & fees
11 Nov - 12 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
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.

14. 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$1,413
HK$3,612 total
includes taxes & fees
19 Oct - 20 Oct
Panoramic Cape Cod Bay Views with Private Sandy Beach
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

15. 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$1,052
HK$3,911 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A beach with clear water and a sandy shore.

16. 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, (54 reviews)
"We had the best week at 67 Tide Run! The property is gorgeous. We enjoyed kayaking and fishing from the dock. It was plenty big enough for our family of 10. We are going to miss the views. It’s perfect! You cannot go wrong booking Jamie’s home."
United States
cindy w.
The price is HK$3,500
HK$8,138 total
includes taxes & fees
30 Oct - 31 Oct
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
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$2,480
HK$5,610 total
includes taxes & fees
20 Oct - 21 Oct
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

18. 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$3,124
HK$10,730 total
includes taxes & fees
19 Oct - 20 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A beach with scattered rocks and a clear sky.

19. 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)
"We loved the Seaglass bungalow! The house was spotless and the beds were so comfy! The hosts have gone out of their way with providing everything you could need for the best stay and then some! Easy, very nice walk to the beach. We hope to go back sometime for sure!"
United States
Shelly W.
The price is HK$2,254
HK$4,800 total
includes taxes & fees
20 Oct - 21 Oct
SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
A kitchen with a central island, white cabinets, a gas stove, and a sink.

20. Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Spacious Lake House for Large Groups w Private Acre+ short path to Lake
Barnstable
8.4 out of 10, Very good, (10 reviews)
"Easy check in, lots of room for people. Needs a little updating and it will be perfect."
United States
Austin S.
The price is HK$3,691
HK$8,679 total
includes taxes & fees
19 Oct - 20 Oct
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"We stayed here for a wedding we had off property. Had a fun time. I would stay here again. Water park was clean and many lifeguards on duty."
Jean 2-night trip
Posted 4 hours ago
Margaritaville Resort Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
728
Accommodation
754 Vacation Homes
Lowest Price
HK$2,394
Highest Price
HK$10,730