A lake surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southeast Massachusetts vacation homes

1. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (25 reviews)
"Really good place to stay close to Cape Cod and enjoy to visit the place ! Beautiful neighborhood and beautiful loft! Will come back for sure"
Canada
Olivier S.
The price is ￥24,119
￥50,508 total
includes taxes & fees
Sep 1 - Sep 2
The Cape Cod Loft | Near Beaches & Canal
A sandy beach with a forest in the background and a clear sky.

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 ￥28,672
￥58,135 total
includes taxes & fees
Sep 3 - Sep 4
Make this charming, modern retreat your home away from home!!
A covered outdoor deck with wicker furniture, a small table, and chairs.

3. 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, (157 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 ￥40,023
￥61,336 total
includes taxes & fees
Sep 2 - Sep 3
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A cozy room with wooden walls, a dining area with a table and chairs, a rocking chair, and a small side table with a lamp.

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)
"Place is as advertised in the post/photos. The host is very friendly and attentive. Had small issue with keypad entry but worked through it with host."
United States
Nathan S.
The price is ￥20,171
￥62,846 total
includes taxes & fees
Sep 6 - Sep 7
Oldest Town of Cape Cod In The Historic District
A beach with waves crashing onto the shore under a clear sky.

5. 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 traveler
The price is ￥21,852
￥55,027 total
includes taxes & fees
Sep 20 - Sep 21
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A beach with waves and a partly cloudy sky.

6. Sintra*romantic*near beach*private outdoor shower

Sintra*romantic*near beach*private outdoor shower
Plymouth
10.0 out of 10, Exceptional, (15 reviews)
"Such a great little space. The owners put so much into it to make it a wonderful vacation home. They thought of all the vacationers needs. We had a wonderful time in Plymouth."
United States
Robert C.
Sintra*romantic*near beach*private outdoor shower
A beach with waves and a partly cloudy sky.

7. 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, (14 reviews)
"What a great place to stay! Comfortable little bungalow with just a short walk to the beach. Everything we needed was right there. Our little dog loved it too, would stay here again."
United States
Andrew E.
The price is ￥25,214
￥59,275 total
includes taxes & fees
Sep 1 - Sep 2
Mayflower*sleeps 5*near beach*firepit*outdoor shwr*grill
A beach with waves crashing onto the shore under a clear sky.

8. 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, (19 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is ￥28,912
￥68,006 total
includes taxes & fees
Sep 2 - Sep 3
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
A wooden deck overlooking a calm lake with trees and houses in the background.

9. 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 ￥53,630
￥122,578 total
includes taxes & fees
Sep 21 - Sep 22
Stunning 4-bedroom Private Fresh Water Beach Front
A room with a bay window, wooden beams, and three potted plants on the sill.

10. Welcome home. Comfortable four bedroom , two bath house

Welcome home. Comfortable four bedroom , two bath house
Plymouth
9.6 out of 10, Exceptional, (24 reviews)
"nice place good location"
United States
Jason A.
The price is ￥32,418
￥72,154 total
includes taxes & fees
Sep 8 - Sep 9
Welcome home. Comfortable four bedroom , two bath house
A spacious kitchen with a large island, wooden ceiling beams, and large windows.

11. Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!

Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!
East Falmouth
9.8 out of 10, Exceptional, (76 reviews)
"We had a great stay. Host was very friendly and the house was clean and perfect location for our trip. Very quiet area and beautiful lake view."
United States
Devin R.
The price is ￥77,083
￥153,084 total
includes taxes & fees
Sep 7 - Sep 8
Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

12. 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, (9 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 ￥27,055
￥87,960 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

13. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (26 reviews)
"Loved this property. "
United States
Carol S.
The price is ￥14,888
￥75,055 total
includes taxes & fees
Oct 1 - Oct 2
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A beach with lounge chairs and a lake view.

14. 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, (128 reviews)
"This house was fantastic! It was clean, the lake view was beautiful and we enjoyed the pool/ping pong table. The host Julie was very responsive with welcoming us to the home. Strongly recommend this house!"
United States
Rebecca A.
The price is ￥96,054
￥188,354 total
includes taxes & fees
Sep 28 - Sep 29
Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
A modern bedroom with a wooden wall, a bed with grey bedding, a bedside table, a TV mounted on the wall, and a ceiling light.

15. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (4 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is ￥23,917
￥34,763 total
includes taxes & fees
Sep 8 - Sep 9
Private Suite w/ Bath & Free Parking
A spacious living area with a high ceiling, a dining table, and a kitchen area.

16. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is ￥50,428
￥135,905 total
includes taxes & fees
Sep 11 - Sep 12
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

17. Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is ￥63,876
￥132,684 total
includes taxes & fees
Sep 27 - Sep 28
Charming Vacation Home in Oak Bluffs.
A beach with scattered rocks and a clear sky.

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

SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
Plymouth
10.0 out of 10, Exceptional, (22 reviews)
"Very quaint and clean. Lots of character. Plenty of parking. Love the full kitchen that is totally stocked! Having laundry is fabulous. Looking forward to coming again with nicer weather! Host was on top of everything and very kind and understanding! "
United States
Arianna L.
The price is ￥46,497
￥98,513 total
includes taxes & fees
Sep 2 - Sep 3
SeaGlass Walk to Beach, Firepit, Ext Shower, Pets
A beach with a wooden structure, clear sky, and calm sea.

19. SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
Yarmouth
10.0 out of 10, Exceptional, (64 reviews)
"Loved the house. Had everything we needed and more!"
United States
Erica H.
The price is ￥39,478
￥83,112 total
includes taxes & fees
Sep 8 - Sep 9
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
A cozy living room with a view of the ocean, featuring a sofa, a coffee table, and a dining area.

20. 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 ￥81,006
￥152,355 total
includes taxes & fees
Sep 22 - Sep 23
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
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

Pilgrim Sands on Long Beach

Pilgrim Sands on Long Beach

8/10 Good
"I enjoyed my stay at the pilgrim sands while I visited Mass for sure. I really enjoyed the still clear blue beach available to get into from the hotel property. Beware it’s very cold but also very worth it lol. I expected a little more from the actual room for the price, however everything was clean and tidy."
Tiarra 1-night trip
Posted less than an hour ago
Pilgrim Sands on Long Beach

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
755
Accommodation
751 Vacation Homes
Lowest Price
￥34,763
Highest Price
￥188,354

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