Holiday Homes in Massachusetts

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Massachusetts Accommodation: Most Popular Cities to Stay

Featured Holiday Homes in Massachusetts

3 Mi to Beach: Historic Farmhouse on Cape Cod!

9.4 out of 10, Exceptional, (3)
"Wonderful Stay. Home was very clean, well stocked and convienient to shops and restaurants. Beds were comfortable and the home fit our family well."
3 Mi to Beach: Historic Farmhouse on Cape Cod!

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (14)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (58)
"Nice quiet hideaway close to a great beach. Very private with rustic charm. "
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

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

9.6 out of 10, Exceptional, (126)
"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

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

9.4 out of 10, Exceptional, (8)
The price is £639
includes taxes & fees
10 Aug - 11 Aug
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (159)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is £287
includes taxes & fees
14 Aug - 15 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Great Home Close to Craigville Beach

10.0 out of 10, Exceptional, (3)
"My friends and I had an amazing stay! The house was clean and the check in process was extremely easy. Also located super close to the beach!"
Great Home Close to Craigville Beach

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

10.0 out of 10, Exceptional, (94)
"Loved our stay. Property is very clean and in a quiet neighborhood close to town and beaches. Host Bonnie was great. Would definitely rent again."
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (167)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Centrally located charmer with expansive patio, board games, & central AC

7.6 out of 10, Good, (9)
"Beautiful property"
Centrally located charmer with expansive patio, board games, & central AC

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (2)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is £639
includes taxes & fees
3 Sept - 4 Sept
Hyannis Hideaway in Cape Cod

Union Square House

9.6 out of 10, Exceptional, (77)
"Had a wonderful stay. Location great. House as described, clean, and comfortable. Would recommend for a stay. "
Union Square House

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (22)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (237)
"We loved staying here! If we ever come back to Salem this is our first choice!"
Leslie's Retreat: Spacious home ideally located to everything

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

8.2 out of 10, Very good, (36)
"Perfect for one or two people, was great for myself and my dog to stay."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

Charming house with WiFi and AC in superb Randolph

9.6 out of 10, Exceptional, (9)
"This was a lovely little home in a quiet neighborhood that allowed us easy access to the highway for our daily adventures. The host was fabulous! We would definitely choose to stay there again if we ever return to the Boston area."
Charming house with WiFi and AC in superb Randolph

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (7)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | Near T

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (56)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home

Maushop - 6 Hammock Pond Rd

9.0 out of 10, Wonderful, (32)
"Very clean, comfortable furniture, close walk to beach. We had a great visit!"
Maushop - 6 Hammock Pond Rd

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

9.6 out of 10, Exceptional, (83)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
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