A lake surrounded by autumn-colored trees.

Search Vacation Homes in Southeast Massachusetts

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southeast Massachusetts vacation homes

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!!

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

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

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

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

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!

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

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!

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.

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

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

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

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

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

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

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

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

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

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

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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southeast Massachusetts Hotel Reviews

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