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!

9.0 out of 10, Wonderful, (2)
"Very nicely maintained historic property. Great location. Very clean and nice amenities! Will come back! "
The price is £596
includes taxes & fees
6 Aug - 7 Aug
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.

8.8 out of 10, Excellent, (56)
"It was a really nice and quiet stay. Lots of spiders to keep you company but lots of greenery in the backyard as well. "
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, (124)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is £239
includes taxes & fees
16 Jul - 17 Jul
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

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

9.8 out of 10, Exceptional, (166)
"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, (8)
"Beautiful property"
Centrally located charmer with expansive patio, board games, & central AC

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

10.0 out of 10, Exceptional, (155)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is £297
includes taxes & fees
3 Aug - 4 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, (1)
"Was a quick 4th of July visit, good location, CLEAN and spacious with plenty of beds for everyone. Was nice to have the beach pass even if you are headed in that direction to just walk the shore. 1 Mile away from the beach, close to gas stations, Dunkin and a few restaurants. Would most certainly stay there again. The only thing that was a small issue for us, we were flying in from Ohio and we had to check bedsheets and towels. Not the end of the world, but sure would make it easier on...
Great Home Close to Craigville Beach

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (1)
"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 £739
includes taxes & fees
17 Jul - 18 Jul
Hyannis Hideaway in Cape Cod

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

10.0 out of 10, Exceptional, (92)
"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

Union Square House

9.6 out of 10, Exceptional, (75)
"Good vibe, comfy stay, fine location. No complaints. Host was responsive and on top of the care of the place."
Union Square House

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

9.8 out of 10, Exceptional, (6)
The price is £675
includes taxes & fees
23 Jul - 24 Jul
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

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

8.4 out of 10, Very good, (35)
"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

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

9.0 out of 10, Wonderful, (35)
"Great stay, communication was amazing "
The price is £335
includes taxes & fees
27 Jul - 28 Jul
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

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

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (53)
"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

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

Maushop - 6 Hammock Pond Rd

9.2 out of 10, Wonderful, (30)
"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, (80)
"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!"
The price is £222
includes taxes & fees
23 Jul - 24 Jul
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (234)
"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
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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