Vacation Homes in Massachusetts

Compare and save

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Massachusetts

Compare 4923 Vacation Homes in Massachusetts with updated reviews, rates, and availability.

Gorgeous Beacon Hills Studio next to State house

10.0 out of 10, Exceptional, (14)
"Enjoyed our stay here. Room very clean and accommodations good. Nice area. Near State House and Park Street subway. "
The price is AED 474
AED 832 total
includes taxes & fees
7 Jan - 8 January 2025
Gorgeous Beacon Hills Studio next to State house

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

10.0 out of 10, Exceptional, (138)
"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!!"
The price is AED 1,286
AED 2,507 total
includes taxes & fees
2 Jan - 3 January 2025
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

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

10.0 out of 10, Exceptional, (49)
"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 AED 544
AED 1,652 total
includes taxes & fees
26 Dec - 27 Dec
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

The widow’s walk your very own spa experience

10.0 out of 10, Exceptional, (6)
"We loved the Widow’s Walk house! It was so extra with 2 spiral staircases, view of the harbor, cozy beds, hammock, towel warmers, hot tub, electric bikes, fancy coffee machine, fire pit, plus friendly neighbor kitty! The neighborhood is classy and quiet, we loved it there so much!"
The widow’s walk your very own spa experience

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

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

Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub

10.0 out of 10, Exceptional, (141)
"My husband, dogs, and I stayed for a long weekend in Oct 2024 so we could do hiking trips with out a long commute from our home on upper Cape. It was an ideal location to go to Race Point Beach, Nauset Beach, and Chatham. The property was immaculate, pictures shown absolutely represent the charm of the property. Lots of little extras like a bag of dog treats, bottles of water, kcups, etc. They even had towels & blankets for dogs. Bathrobes to use the jacuzzi. We used the jacuzzi out last...
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub

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.

Charming Scituate Home w/ Deck - Walk to Beaches!

9.4 out of 10, Exceptional, (10)
"The property was clean and neat and the house furnishings were very eclectic. The kitchen table only seats three, but if you are there in the summer there are plenty of tables and chairs outside on the deck. Nice view to the water but no beach at the end of the road. We were there in late November and there was no heat in the kitchen and in one of the bedrooms. If you are over 5’9” you cannot stand up straight in the bathrooms, as the ceilings are very low. My husband is 6’4” tall, so that was...
Charming Scituate Home w/ Deck - Walk to Beaches!

Stunning 2 bed apt in Revere 15 mins to Boston

Stunning 2 bed apt in Revere 15 mins to Boston

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.

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"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 AED 551
AED 2,644 total
includes taxes & fees
23 Dec - 24 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (22)
"Thank you Thomas and Julie, had a great week, so convenient and Welcoming. "
The price is AED 551
AED 3,594 total
includes taxes & fees
8 Jan - 9 January 2025
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

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!

Cozy 2 bdrm sleeps 5. Walk to Electric Av Beach, Main St, Canal, Mass Maritime.

10.0 out of 10, Exceptional, (12)
"This property has everything you need and more. It is very well organized, and directions are there for every question you might have. Would definably stay again. Our son goes to MMA and it's within walking distance, on a nice day. "
Cozy 2 bdrm sleeps 5. Walk to Electric Av Beach, Main St, Canal, Mass Maritime.

Charming Home Close to Everything. Discounts for the fall and winter

10.0 out of 10, Exceptional, (193)
"What a wonderful experience. The house was everything and more than we expected and super clean. Great location, great hosts and they even gave us beautiful weather !!"
Charming Home Close to Everything. Discounts for the fall and winter

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (230)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 536
AED 821 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!

"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

Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub

10.0 out of 10, Exceptional, (94)
"Great location, even with the weather being awful we were able to utilize some of the amenities. "
Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub

Classic Beachfront Getaway in Kingston with Ocean Views and Private Beach Access

9.4 out of 10, Exceptional, (8)
"This cabin was excellent, resonably priced, and in a great location. The only caveat is that the description nor pictures made it clear that all bedrooms (and single bathroom) were on the 2nd floor. If I would have known this I would have booked elsewhere as I had with me an elderly mother who has difficulty with staris. Beyond that, the place was excellent, and I would book again if I were going by myself."
Classic Beachfront Getaway in Kingston with Ocean Views and Private Beach Access
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.
Don't see what you're looking for?
See all available properties in Massachusetts
Save an average of 15% on thousands of hotels when you're signed in