A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Eastern Massachusetts Vacation Rentals

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Our top choices for Eastern Massachusetts vacation rentals

1. 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 CA $484
CA $604 total
includes taxes & fees
Oct 1 - Oct 2
Thomas Sea Suites

2. 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 CA $73
CA $84 total
includes taxes & fees
Oct 13 - Oct 14
Sandcastle Resort and Club

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, (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 CA $353
CA $507 total
includes taxes & fees
Oct 15 - Oct 16
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

4. Coastal 1BR Escape Spa Walkable Waterfront

Coastal 1BR Escape Spa Walkable Waterfront
2.0 star property
Warren
The price is CA $178
CA $490 total
includes taxes & fees
Oct 7 - Oct 8
Coastal 1BR Escape Spa Walkable Waterfront

5. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (369 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 CA $303
CA $347 total
includes taxes & fees
Sep 28 - Sep 29
The Club at New Seabury

6. 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 CA $124
CA $454 total
includes taxes & fees
Sep 30 - Oct 1
New Seabury Cape Condo + Pool & Beach Escape

7. 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 CA $317
CA $412 total
includes taxes & fees
Sep 28 - Sep 29
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

8. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (90 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
The price is CA $164
CA $493 total
includes taxes & fees
Oct 18 - Oct 19
🎖The Boiler Room - Close to Subway & Downtown🎖

9. Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (31 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 CA $316
CA $720 total
includes taxes & fees
Oct 1 - Oct 2
Amazing Onset Getaway in the Starfish Suite

10. Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

Apt in Historic Lynn Neighborhood: 5 Mi to Salem!
3.0 star property
Lynn
The price is CA $226
CA $541 total
includes taxes & fees
Sep 27 - Sep 28
Apt in Historic Lynn Neighborhood: 5 Mi to Salem!

11. 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!

12. Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284

Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
Quincy
9.8 out of 10, Exceptional, (80 reviews)
"Nice quiet street perfect for families and close to Boston."
United States
Alisa O.
The price is CA $211
CA $681 total
includes taxes & fees
Sep 27 - Sep 28
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284

13. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,284 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
The price is CA $221
CA $247 total
includes taxes & fees
Oct 11 - Oct 12
Crescent Suites Hotel

14. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.8 out of 10, Exceptional, (106 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is CA $134
CA $721 total
includes taxes & fees
Oct 13 - Oct 14
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

15. Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
10.0 out of 10, Exceptional, (25 reviews)
"Can’t thank enough to Jorge and Eduardo for being such great hosts. The apartment is super cozy and close to everything. Quiet neighborhood, good and stores nearby. My kids loved it. About a 9minutes walk to Porter Sqr you can get easily to downtown Boston and its famous Freedom Trail. Supermarkets is about 7 minutes walking. Will definitely book this property again."
United States
Osvaldo
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

16. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.6 out of 10, Excellent, (15 reviews)
"Didn’t feel it was cleaned the best. Good location for Fenway Park"
United States
Dawn B.
The price is CA $148
CA $366 total
includes taxes & fees
Oct 20 - Oct 21
Stunning Back Bay Studio Apartment

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 CA $141
CA $175 total
includes taxes & fees
Oct 7 - Oct 8
Cape Cod Oceanside Condo across from beach!

18. Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Rockport
9.8 out of 10, Exceptional, (222 reviews)
"Excellent above garage large studio in a superb Rockport location central to everything. Hosts were gracious and warm and made the overnight stay a good one. Highly recommend."
United States
Eugene
The price is CA $275
CA $329 total
includes taxes & fees
Oct 15 - Oct 16
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE

19. Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

Best location in Ptown,1 Bedroom,PARKING/WaterVIEW
Provincetown
8.8 out of 10, Excellent, (35 reviews)
"It was a great stay and felt like home. Will book again in the future!"
United States
Jeremy D.
The price is CA $127
CA $259 total
includes taxes & fees
Oct 6 - Oct 7
Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

20. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (60 reviews)
"Second time staying at this beautiful Cohasset destination and home. Would love to come back again. Excellent location, harbor walks, downtown walks, comfortable beds, well appointed kitchen, everything you need!"
United States
Beth G.
The price is CA $422
CA $957 total
includes taxes & fees
Oct 4 - Oct 5
Village Colonial / Harbor Views.
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 Eastern Massachusetts Hotel Reviews

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You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Eastern Massachusetts. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.