Vacation Homes in Massachusetts

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Top Cities in Massachusetts

Vacation Homes in Massachusetts

Our top choices for Massachusetts vacation homes

Casa Castor • Private Room 1

9.0 out of 10, Wonderful, (4)
"Clean bathroom, Good location, Many groceries stores around the area."
The price is AED 440
AED 573 total
includes taxes & fees
30 Sep - 1 Oct
Casa Castor • Private Room 1

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (243)
"Magnificently well maintained home near everything. Great for a large family vacation. "
Leslie's Retreat: Spacious home ideally located to everything

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (88)
"Perfect location. "
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

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

10.0 out of 10, Exceptional, (168)
"Beautiful cottage , great location. Would love to stay again "
The price is AED 1,514
AED 2,848 total
includes taxes & fees
12 Oct - 13 Oct
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (68)
"The property is exceptional. Great location, clean, lots of space for our large group. It had everything we needed including ample parking in the back of the building. Maya is a wonderful host and was very accommodating with our requests. I would stay here again in a heartbeat."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Maushop - 6 Hammock Pond Rd

9.0 out of 10, Wonderful, (34)
"The beach access very nice nice for early morning or evening walks - quiet and private neighborhood. The 2 bedroom unit was comfortable and met our needs."
Maushop - 6 Hammock Pond Rd

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (182)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

10.0 out of 10, Exceptional, (3)
"We had such an amazing stay! The house was absolutely beautiful and had so much space for our family to relax and enjoy. The pool was incredible — the kids practically lived in it the whole trip! The hot tub was also a wonderful bonus! Everything was clean, comfortable, and even better than expected. The hosts were fantastic — quick to answer any questions and made sure we had everything we needed. We would definitely stay here again and highly recommend it to anyone looking for a perfect...
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (133)
"We stayed here for four days. It’s very clean nice beautiful place."
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

*Spooky Halloween 2BR|Downtown+Parking|Hocus Pocus

9.2 out of 10, Wonderful, (46)
"Very clean, comfortable, with cute decor. 3 minute walk from an excellent bakery and coffee shop that serves breakfast sandwiches, we walked there every morning. Also close to the beach. Neighborhood was quiet. "
The price is AED 1,833
AED 2,868 total
includes taxes & fees
19 Oct - 20 Oct
*Spooky Halloween 2BR|Downtown+Parking|Hocus Pocus

West Falmouth Cottage in the Heart of This Historic Village.

10.0 out of 10, Exceptional, (55)
"Great location, comfortable and perfect for my family of four. "
West Falmouth Cottage in the Heart of This Historic Village.

Your Oasis Awaits

9.6 out of 10, Exceptional, (43)
"We had a great stay. Nice and close to the beach so my mid 80’s mom could even walk back and forth. and the raw bar on property was the perfect place for an easy meal. Would happily stay again."
Your Oasis Awaits

Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport

9.8 out of 10, Exceptional, (131)
"Our second stay here and still love it! Terrific walk-to-everything location and plenty of space for our family. Thank you for another great trip!"
Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport

Cozy Apartment | Near T

8.8 out of 10, Excellent, (20)
"Great home. Close to almost everything "
Cozy Apartment | Near T

Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

5.8 out of 10, (6)
"The living room was moldy, the door doesn’t lock, the insects were in every room; including the bed, the kitchen tools were rusty, the floors were dirty, the place is a mess. The post states a gas grill; there’s only a charcoal grill without any charcoal, the post states resident beach parking pass; there was none, the post states a queen size bed; there wasn’t one. The kitchen floor was completely stripped of tile. Overall the house was dirty and a complete waste of money. The only nice thing...
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Essential Boston Home | Near South End

10.0 out of 10, Exceptional, (4)
"It was great!"
Essential Boston Home | Near South End

Renovated cottage 1 mile to beach in Chatham!

9.8 out of 10, Exceptional, (77)
"Great cottage, everything we needed for a really relaxing time. Good location close to everything we needed (by car). "
Renovated cottage 1 mile to beach in Chatham!

HARWICH PORT SPECIAL PLACE inquire about long-term

7.2 out of 10, Good, (27)
"Very convenient location, nice location, plenty of room for our group! And being a dog friendly rental was thrilled with the yard. The outside deck was very nice to sit at, very comfortable "
HARWICH PORT SPECIAL PLACE inquire about long-term
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