A lake surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Southeast Massachusetts vacation 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 ￥23,454
￥48,177 total
includes taxes & fees
Oct 13 - Oct 14
Make this charming, modern retreat your home away from home!!
A beach with waves crashing onto the shore under a clear sky.

2. 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 ￥21,673
￥51,135 total
includes taxes & fees
Oct 15 - Oct 16
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
A modern living room with a sectional sofa, a wooden coffee table, a desk with a computer, and a large flat-screen TV mounted on the wall.

3. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal
Bourne
10.0 out of 10, Exceptional, (26 reviews)
"The scape Cod loft was perfect for my golfing trip. Close to restaurants and amazing courses. I highly recommend! Thank you Nick for a wonderful stay."
United States
Dave F.
The price is ￥30,906
￥55,190 total
includes taxes & fees
Sep 30 - Oct 1
The Cape Cod Loft | Near Beaches & Canal
A deck with a fire pit, outdoor seating, and a blue umbrella.

4. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is ￥30,141
￥120,246 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage walk to Menauhant Beach
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, (161 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 ￥39,320
￥57,097 total
includes taxes & fees
Oct 5 - Oct 6
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A boat docked at a concrete pier with a sandy shore in the background.

6. 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 ￥27,547
￥71,704 total
includes taxes & fees
Oct 1 - Oct 2
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A wooden deck overlooking a calm lake with trees and houses in the background.

7. 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 ￥44,626
￥102,599 total
includes taxes & fees
Oct 11 - Oct 12
Stunning 4-bedroom Private Fresh Water Beach Front
A two-story house with a dark roof, a front porch with outdoor seating, and a fire pit.

8. Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is ￥55,251
￥120,886 total
includes taxes & fees
Oct 1 - Oct 2
Spring Escape in Hatchville – Sleeps 6 + Dogs!
A house with a front porch, a white door, and a number '36' on the wall.

9. 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.
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.

10. 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 ￥36,204
￥92,601 total
includes taxes & fees
Oct 18 - Oct 19
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
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.

11. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (5 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is ￥20,400
￥29,821 total
includes taxes & fees
Sep 30 - Oct 1
Private Suite w/ Bath & Free Parking
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
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 ￥23,592
￥76,822 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
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 ￥43,185
￥148,593 total
includes taxes & fees
Oct 4 - Oct 5
Classic Cape Escape in Charming Cotuit
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

14. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is ￥19,936
￥48,643 total
includes taxes & fees
Sep 30 - Oct 1
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

15. 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 ￥10,695
￥63,937 total
includes taxes & fees
Oct 5 - Oct 6
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

16. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (52 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is ￥33,292
￥103,678 total
includes taxes & fees
Oct 1 - Oct 2
Beach Lovers Escape
A backyard with a pool, lounge chairs, a fire pit, and string lights along the fence.

17. 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 ￥66,622
￥184,494 total
includes taxes & fees
Oct 4 - Oct 5
Pool Escape in East Falmouth
A spacious living area with a wooden floor, a sofa, a dining table with chairs, a small round table, and a black refrigerator.

18. Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.4 out of 10, Very good, (17 reviews)
"Pet friendly"
United States
John
The price is ￥14,875
￥27,166 total
includes taxes & fees
Oct 5 - Oct 6
Charming garden level 1 bedroom 1 bath apartment in Brockton
A deck with outdoor furniture, a view of a lake, and a white railing.

19. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Bass River
10.0 out of 10, Exceptional, (124 reviews)
"Immaculately clean and beautifully furnished. Great power shower!Good quality towels, linens and kitchen equipment. Very responsive host. Love the location right on the lake. Brilliant all round:)"
United States
Angela J.
The price is ￥29,467
￥102,545 total
includes taxes & fees
Sep 30 - Oct 1
★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
A sandy beach with a grassy path leading to the water.

20. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (90 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is ￥46,042
￥94,671 total
includes taxes & fees
Oct 1 - Oct 2
Beautiful home near Jacknife Beach and bike trail
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

The Provincetown Inn

The Provincetown Inn

8/10 Good
"Over the years I have stayed at the Provincetown Inn probably over 50 times so obviously I like the hotel what I like about it is it is historic as it was built in Circa 1925 and there's a lot of history that's obvious within its walls secondly it's probably the best location in my opinion in Provincetown as it sits where there's a 270° view of the Providence lands and the harbor. Having said that it's not perfect there's years ago they used to include breakfast with the room right and they took that away but they never really substituted anything in exchange there is a new restaurant on the property that I can't say it's I guess it's adequate you can get a coffee there in the donut but I still remember the days when they had the included breakfast and they still have the room for it but for some reason they choose not to I mean the room rates are not expensive they can just add another 10 $20 at your hotel rate people would pay it and then furnish the breakfast so that's my biggest complaint but otherwise I would I would continue to stay there"
Raymond 2-night trip
Posted 3 hours ago
The Provincetown Inn

Find out more about Southeast Massachusetts

Southeast Massachusetts Vacation Homes information

Number of reviews
924
Accommodation
751 Vacation Homes
Lowest Price
￥27,166
Highest Price
￥184,494

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