Vacation Homes in Massachusetts

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Top Cities in Massachusetts

Compare 4922 Vacation Homes in Massachusetts with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is SAR 563
SAR 856 total
includes taxes & fees
7 Jan - 8 Jan
Berkshire Village Carriage House - Super Private!!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our one-month stay in Brewster. The house is beautifully decorated, with a fully equipped kitchen and Weber gas grill. The host provides timely responses to inquiries and is very accommodating. We especially loved the proximity to the 25-mile Cape Cod Rail Trail for running, walking & biking, and the wild turkeys who wandered through the yard. We would highly recommend this property for your next vacation!"
The price is SAR 563
SAR 2,703 total
includes taxes & fees
6 Jan - 7 Jan
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

10.0 out of 10, Exceptional, (139)
"After reading much about Nantucket, I decided to venture to the island and view it for myself. I found it to be better than anything I dreamed of. I also think going off-season helped me see the island as it really is!! SIMPLY BEAUTIFUL!!"
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Cozy 4 bedroom cottage in town, with parking

2.0 star property
10.0 out of 10, Exceptional, (5)
"James was an absolute pleasure of a host. Made sure to tell us the basic ground rules without being over bearing - and was super responsive via text. The location was perfect, and I had the best 30th birthday weekend with my best friends. Highly recommend booking with him. "
Cozy 4 bedroom cottage in town, with parking

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

9.6 out of 10, Exceptional, (9)
"Loved this old historic home and the town. Had everything we needed to make our stay comfortable. Would love to come back again! Everything was walkable. Charming town. Gorgeous ocean all around. In love!"
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

10.0 out of 10, Exceptional, (1)
"We had an incredible experience staying at this property! The house was absolutely beautiful and exceeded our expectations. It was clean, well-maintained, and had everything we needed for a comfortable and relaxing stay. My family loved it so much, and we're already planning to come back in the future. Thank you to our wonderful host for making this stay so memorable!"
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (83)
"I'd describe the house as elegantly eclectic. The owner is clearly a collector of interesting items which they arrange in a way that enhance (rather than potentially clutter) the interior. The kitchen and living spaces are open and easy to mingle around. The four bedrooms and three bathrooms easily and comfortably accommodated two couples and two singles. Our stay could not have been better! "
Antique Farmhouse Totally Restored

Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.

10.0 out of 10, Exceptional, (24)
"Nice upper suite. Clean rooms. It was nice that linens were provided. It had a small mini fridge and small microwave stacked on a table. A table to sit at would have been nice. 2 small mugs and 2 plastic wine glasses were supplied as well. I stayed for 6 nights so I just kept rinsing out my mug. 2 separate AC units provided comfortable temperature. Nice quiet area. The deck was nice. It was wet from condensation in the morning and then hot in afternoon with full sun so I didn’t use it. ...
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

10.0 out of 10, Exceptional, (51)
"Location on Plum Island: beautiful sunsets and beaches and walks in nature. Just a few miles from dntn Newburyport. Lots of great restaurants and shopping and culture."
The price is SAR 556
SAR 1,725 total
includes taxes & fees
6 Jan - 7 Jan
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

Pool house

9.6 out of 10, Exceptional, (14)
"So well catered. Wonderfully comfortable. All you could want."
Pool house

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (107)
"Really amazing, breathtaking views, private! A great retreat for family time. "
The price is SAR 2,249
SAR 4,298 total
includes taxes & fees
6 Jan - 7 Jan
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (23)
"I spent two weeks in the property and loved it. The host was immediately available and one issue with the heat was addressed right away. Cute place with great New England vibes. I was able to work from the property with no issues as well. Beautiful walk down to the cove and a very short drive up the road to the State Park. Great location! "
Beach Life Bliss - steps to the beach

Centrally located in the heart of Boston near T

8.8 out of 10, Excellent, (15)
"Enjoyed this little place so much. Very safe neighborhood! "
The price is SAR 657
SAR 1,679 total
includes taxes & fees
6 Jan - 7 Jan
Centrally located in the heart of Boston near T

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake

Beautiful Priscilla Beach Few Min.Walk to Beach!

10.0 out of 10, Exceptional, (58)
"We had a great stay at the Captain's Cottage. Colleen, was a wonderful host. She was quick to respond to our phone calls and messages. The house came as advertised and despite it being November, the weather was sunny and warm. We had no issues during or stay at Priscilla Beach and highly recommend the Captain's Cottage. "
Beautiful Priscilla Beach Few Min.Walk to Beach!

Beautifully Renovated Main Street Cottage- Great Location

10.0 out of 10, Exceptional, (107)
"My husband, daughter and I stayed at this lovely home for Thanksgiving week. It’s close to town and in a great location. It was clean, beautifully appointed and comfortable, even with a great library of novels and books about Nantucket! The host was a prompt and positive communicator. Overall, it was an excellent stay! I’d recommend this VRBO to anyone!"
Beautifully Renovated Main Street Cottage- Great Location

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (73)
"The bed upstairs is so confortable, I slept like a baby! Great location! You can swim nearby, it’s very quiet and in the Rocky Neck art colony district."
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

10.0 out of 10, Exceptional, (123)
"The house is located on a quite street near a quaint Downtown Area The house has area for two cars The house was immaculate and very comfortable. The owner Gregg was very welcoming and worked hard to make sure everything was Ok I want to thank him again for letting my family stay in such a beautiful home If you need a place do not hesitate to take this house "
The price is SAR 1,220
SAR 2,206 total
includes taxes & fees
6 Jan - 7 Jan
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

8.4 out of 10, Very Good, (8)
"We plan to come back. This was a great place for 3 couples. We had a little problem with bugs but nothing we couldn’t handle. Close to the bay and everything we wanted. Definitely a good experience. Recommend"
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
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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