A lake surrounded by autumn-colored trees.

Southeast Massachusetts Vacation Rentals

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Our top choices for Southeast Massachusetts vacation rentals

1. Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Wareham
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is ¥31,456
¥78,706 total
includes taxes & fees
Oct 27 - Oct 28
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

2. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (370 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is ¥33,785
¥38,667 total
includes taxes & fees
Sep 28 - Sep 29
The Club at New Seabury

3. 3 Mi to Main St & Beach: Coastal Cape Cod Escape!

3 Mi to Main St & Beach: Coastal Cape Cod Escape!
3.0 star property
Wareham
3 Mi to Main St & Beach: Coastal Cape Cod Escape!

4. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (90 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is ¥13,858
¥48,261 total
includes taxes & fees
Sep 30 - Oct 1
New Seabury Cape Condo + Pool & Beach Escape

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 ¥21,673
¥51,311 total
includes taxes & fees
Sep 29 - Sep 30
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

6. Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
Bourne
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay. "
United States
Ronald
The price is ¥35,388
¥44,103 total
includes taxes & fees
Sep 27 - Sep 28
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

7. Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (32 reviews)
"This location is really wonderful. What a cute town and the house had everything we needed. "
United States
Tony and Beck V.
The price is ¥35,246
¥76,615 total
includes taxes & fees
Oct 1 - Oct 2
Amazing Onset Getaway in the Starfish Suite

8. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,261 reviews)
"Loved the property, it was right on the beach and close to downtown."
United States
Christopher D
The price is ¥8,139
¥9,315 total
includes taxes & fees
Oct 25 - Oct 26
Sandcastle Resort and Club

9. 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 ¥23,435
¥48,137 total
includes taxes & fees
Oct 14 - Oct 15
Make this charming, modern retreat your home away from home!!

10. 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 ¥30,880
¥55,144 total
includes taxes & fees
Sep 28 - Sep 29
The Cape Cod Loft | Near Beaches & Canal

11. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is ¥19,477
¥22,291 total
includes taxes & fees
Oct 26 - Oct 27
The Cove at Yarmouth by Westgate Resorts

12. 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
Sep 28 - Sep 29
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

13. 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 ¥27,524
¥67,682 total
includes taxes & fees
Sep 27 - Sep 28
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

14. 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 ¥47,420
¥106,475 total
includes taxes & fees
Sep 27 - Sep 28
Stunning 4-bedroom Private Fresh Water Beach Front

15. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

16. 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 ¥36,174
¥87,483 total
includes taxes & fees
Oct 18 - Oct 19
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

17. Cape Cod Oceanside Condo across from beach!

Cape Cod Oceanside Condo across from beach!
Dennis
9.0 out of 10, Wonderful, (24 reviews)
"We had a wonderful stay! The place was very clean and fit 3 people comfortably. We loved having the beach right across the street. The check in process was very easy and the front desk staff was super nice! Would definitely stay here again!!"
United States
Lindsey Y.
The price is ¥15,728
¥21,601 total
includes taxes & fees
Oct 7 - Oct 8
Cape Cod Oceanside Condo across from beach!

18. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is ¥23,251
¥58,293 total
includes taxes & fees
Oct 4 - Oct 5
🐚The Bay Cottage on Thumpertown Beach

19. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (125 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is ¥45,104
¥57,459 total
includes taxes & fees
Sep 30 - Oct 1
Thomas Sea Suites

20. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
The price is ¥49,543
¥76,773 total
includes taxes & fees
Sep 28 - Sep 29
Charming cottage overlooking the bay in Padanaram Village.
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

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