A coastal village with houses, a lighthouse, and boats on the water.

Vacation Homes in Massachusetts

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Top Cities in Massachusetts

Our top choices for Massachusetts vacation homes

1. Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.6 out of 10, Exceptional, (61 reviews)
"Beautiful 2 bedroom, close to everything , host was wonderful, we will be back. "
United States
Charlene
The price is AED 1,306
AED 2,254 total
includes taxes & fees
24 Sep - 25 Sep
Cozy Salem Getaway. Historic Home Near All the Sights

2. Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport

Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport
Newburyport
9.8 out of 10, Exceptional, (147 reviews)
"We enjoyed our stay at this property. It was very clean and comfortable and exceeded our expectations. Newburyport is a beautiful town!"
United States
Jean G.
Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport

3. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (30 reviews)
"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"
United States
Rachael M.
The price is AED 645
AED 834 total
includes taxes & fees
5 Oct - 6 Oct
Cape Cod's "Beach Rose"

4. Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76

Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76
Dorchester
9.8 out of 10, Exceptional, (18 reviews)
"Our stay was excellent, the property was clean and spacious with everything we needed. The host was responsive and very helpful before and throughout the trip."
United States
Clark A.
The price is AED 781
AED 1,902 total
includes taxes & fees
29 Sep - 30 Sep
Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76

5. Private Waterfront Lakehouse

Private Waterfront Lakehouse
Pembroke
10.0 out of 10, Exceptional, (2 reviews)
"Such a peaceful retreat- can’t wait to go back!!"
United States
paula g.
Private Waterfront Lakehouse

6. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is AED 591
AED 1,342 total
includes taxes & fees
30 Sep - 1 Oct
Cozy private 2 bed apartment in Shelburne Falls

7. Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
9.8 out of 10, Exceptional, (13 reviews)
"Clean rooms and comfortable beds "
United States
camilo r.
The price is AED 532
AED 1,546 total
includes taxes & fees
20 Sep - 21 Sep
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

8. Cozy 4 bedroom cottage in town, with parking

Cozy 4 bedroom cottage in town, with parking
Nantucket Town
8.6 out of 10, Excellent, (33 reviews)
"Excellent value, lot of space, great location, seamless check-in, and clean property!"
United States
Mathew S.
Cozy 4 bedroom cottage in town, with parking

9. Modern 2BR Home Close to Campus & 10 min Boston

Modern 2BR Home Close to Campus & 10 min Boston
Wellington
9.6 out of 10, Exceptional, (24 reviews)
"Nice place, would stay again. Host receptive to needs. 15 min walk to T station"
United States
Christine G.
Modern 2BR Home Close to Campus & 10 min Boston

10. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.6 out of 10, Exceptional, (5 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is AED 489
AED 1,654 total
includes taxes & fees
1 Oct - 2 Oct
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

11. Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Gloucester
9.6 out of 10, Exceptional, (45 reviews)
"We had a great stay here - the house was very comfortable and welcoming and just steps away from the beach! The owner is very responsive and helpful. Would absolutely stay here again!"
United States
Piper T.
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

12. Gorgeous Spacious Victorian Cape Cod Beach View Retreat

Gorgeous Spacious Victorian Cape Cod Beach View Retreat
Falmouth
10.0 out of 10, Exceptional, (25 reviews)
"Great place, loved it! "
United States
stephen c.
Gorgeous Spacious Victorian Cape Cod Beach View Retreat

13. 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 AED 918
AED 1,407 total
includes taxes & fees
29 Sep - 30 Sep
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

14. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (24 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is AED 1,249
AED 2,696 total
includes taxes & fees
21 Sep - 22 Sep
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

15. Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA
Goshen
9.6 out of 10, Exceptional, (17 reviews)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA

16. Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Falmouth Heights
10.0 out of 10, Exceptional, (207 reviews)
"We had a great little weekend away and the house was perfect. "
United States
Katie S.
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

17. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
The price is AED 951
AED 1,161 total
includes taxes & fees
19 Oct - 20 Oct
The Essex of Gloucester

18. Luxury Loft Historic Center Oak Bluffs

Luxury Loft Historic Center Oak Bluffs
Oak Bluffs
9.6 out of 10, Exceptional, (51 reviews)
"Would stay here again! "
United States
Stacey N.
Luxury Loft Historic Center Oak Bluffs

19. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
The price is AED 364
AED 656 total
includes taxes & fees
5 Oct - 6 Oct
✨Private Studio w/ Loft Center Historic Carlisle✨

20. LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
10.0 out of 10, Exceptional, (195 reviews)
"This house is so charming and was perfect for our girls trip to Nantucket!! Close to town/walk to restaurants, loved it!"
United States
Elizabeth S.
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
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 Massachusetts Hotel Reviews

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