A lake surrounded by autumn-colored trees.

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Check prices for these dates

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

Our top choices for Southeast Massachusetts vacation 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 ￥23,374
￥50,991 total
includes taxes & fees
Nov 15 - Nov 16
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 ￥24,848
￥65,779 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥24,707
￥66,878 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥10,808
￥43,387 total
includes taxes & fees
Oct 31 - Nov 1
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 ￥39,218
￥60,102 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥38,330
￥117,029 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥4,988
￥32,114 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥4,988
￥32,114 total
includes taxes & fees
Oct 28 - Oct 29
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 ￥28,237
￥82,050 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥43,061
￥107,094 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥44,708
￥91,118 total
includes taxes & fees
Oct 31 - Nov 1
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 traveler
The price is ￥54,905
￥122,624 total
includes taxes & fees
Oct 27 - Oct 28
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.
The price is ￥21,783
￥65,162 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥59,480
￥144,918 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥46,904
￥116,874 total
includes taxes & fees
Nov 11 - Nov 12
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 ￥22,746
￥80,424 total
includes taxes & fees
Nov 2 - Nov 3
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 ￥41,257
￥101,454 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥36,017
￥81,585 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥155,301
￥274,872 total
includes taxes & fees
Nov 23 - Nov 24
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 ￥62,434
￥214,474 total
includes taxes & fees
Oct 27 - Oct 28
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

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

10/10 Excellent
"My stay was most enjoyable and this was not my first time staying at this well-located hotel. The breakfast was especially good- lots of choices, including hot entrees like scrambled eggs and meat sausages and bacon, all labelled such as "Turkey Bacon" and "Chicken Sausages", and changing from day to day. All the staff were friendly and helpful, from the desk clerks to housekeeping staff, to the people working in the Breakfast Area. Everything was clean and sparkling. I love the newly refreshed room decor, the ceramic coffee mugs and glasses for water and drinks (instead of paper or plastic cups). Plenty of free parking and easy walking distance to a number of restaurants. I cannot to stay here again when I am visiting the area."
Joyce A 1-night trip
Posted less than an hour ago
Hyatt Place Boston/Braintree

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
425
Accommodation
758 Vacation Homes
Lowest Price
￥32,114
Highest Price
￥274,872

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