A lake surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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$2,297 total
includes taxes & fees
13 Oct - 14 Oct
Make this charming, modern retreat your home away from home!!
A bedroom with a bed, two windows with curtains, a door, a bedside table with a lamp, and a picture on the wall.

2. West Falmouth Family Retreat Near Chapoquoit Beach

West Falmouth Family Retreat Near Chapoquoit Beach
Falmouth
The price is HK$1,664
HK$6,072 total
includes taxes & fees
13 Oct - 14 Oct
West Falmouth Family Retreat Near Chapoquoit Beach
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
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 HK$1,081
HK$2,709 total
includes taxes & fees
13 Oct - 14 Oct
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A boat docked at a concrete pier with a sandy shore in the background.

4. 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 HK$1,373
HK$3,575 total
includes taxes & fees
18 Oct - 19 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
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, (163 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$3,006 total
includes taxes & fees
15 Oct - 16 Oct
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A house with a front porch, a white door, and a number '36' on the wall.

6. 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, (104 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$1,954
HK$4,024 total
includes taxes & fees
24 Oct - 25 Oct
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
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$4,105 total
includes taxes & fees
2 Nov - 3 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.

8. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front
East Falmouth
10.0 out of 10, Exceptional, (44 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$2,225
HK$5,474 total
includes taxes & fees
13 Oct - 14 Oct
Stunning 4-bedroom Private Fresh Water Beach Front
A deck with a fire pit, outdoor seating, and a blue umbrella.

9. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (9 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
Cozy Cottage walk to Menauhant Beach
A sandy beach with a calm lake and a forested hill in the background.

10. 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$1,977
HK$5,119 total
includes taxes & fees
13 Oct - 14 Oct
Charming 3-bedroom house in lovely Barnstable
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

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
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$953
HK$3,793 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A backyard with a seating area, a white fence, and a variety of plants.

12. Delightful 3-bedroom house with AC in Oak Bluffs

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
The price is HK$3,517
HK$9,022 total
includes taxes & fees
30 Oct - 31 Oct
Delightful 3-bedroom house with AC in Oak Bluffs
A wooden deck with a table and chairs, surrounded by a wooden fence and large windows.

13. 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 HK$2,821
HK$8,772 total
includes taxes & fees
13 Oct - 14 Oct
Classic Cape Escape in Charming Cotuit
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

14. 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$2,818
HK$6,602 total
includes taxes & fees
8 Oct - 9 Oct
Oak Bluffs 4BR • 5 Min Drive to Downtown
A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

15. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (33 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.
Cape Cod's "Beach Rose"
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

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)
"Property is convenient to beaches and restaurants."
United States
Laurie and Rick A.
The price is HK$573
HK$3,457 total
includes taxes & fees
8 Oct - 9 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A room with a bay window, wooden beams, and three potted plants on the sill.

17. 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
Welcome home. Comfortable four bedroom , two bath house
A beach with clear water and a sandy shore.

18. 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 HK$3,500
HK$8,137 total
includes taxes & fees
30 Oct - 31 Oct
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

19. 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$3,123
HK$10,729 total
includes taxes & fees
13 Oct - 14 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A circular stone patio with Adirondack chairs and a small table in a forested area.

20. 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
13 Oct - 14 Oct
1 Mi to Ferry Terminal: Oak Bluffs Family 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

10/10 Excellent
"The Iris hotel was a good stay. I liked how the room smelled fresh, and the hallways smelled of new carpet. The bathroom was small and showed signs of being a little but it was manageable and the breakfast was great."
Ron 2-night trip
Posted 7 hours ago
Iris Hotel Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
789
Accommodation
754 Vacation Homes
Lowest Price
HK$2,297
Highest Price
HK$10,729