Search Vacation Homes in Eastern Massachusetts

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Vacation Homes in Eastern Massachusetts

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

10.0 out of 10, Exceptional, (3)
"Everything was exceptional. The property, the location and the hosts. If there were any questions or concerns, the response from the hosts was prompt, which led to a great stay overall. Highly recommend!"
The price is ¥86,790
¥120,049 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

10.0 out of 10, Exceptional, (2)
"Lovely, clean property. Amazing and communicative host. We had an incredible time at our Cape getaway!"
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

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

9.8 out of 10, Exceptional, (73)
"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

Bright Boston House | near T

9.4 out of 10, Exceptional, (10)
Bright Boston House | near T

Clean, Contemporary Escape | Near T

10.0 out of 10, Exceptional, (2)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape | Near T

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

9.6 out of 10, Exceptional, (76)
"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 ¥29,076
¥59,434 total
includes taxes & fees
Jun 24 - Jun 25
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi

Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi

Best location in Old Town home, 5 minutes to everything, enjoy the difference!

10.0 out of 10, Exceptional, (1)
"This location and space was perfect! There were 6 adults and plenty of space. The outside space was a great asset! Thanks for hosting my family!"
The price is ¥72,325
¥138,469 total
includes taxes & fees
Jun 20 - Jun 21
Best location in Old Town home, 5 minutes to everything, enjoy the difference!

Hyannis Hideaway in Cape Cod

The price is ¥95,469
¥148,501 total
includes taxes & fees
Jun 19 - Jun 20
Hyannis Hideaway in Cape Cod

Beach Life Bliss - steps to the beach

9.6 out of 10, Exceptional, (30)
"Loved this comfortable home! Well located and great host."
The price is ¥58,152
¥102,143 total
includes taxes & fees
Jun 22 - Jun 23
Beach Life Bliss - steps to the beach

Ocean Breeze Motel - Standard Double

9.8 out of 10, Exceptional, (47)
"Clean, comfortable hotel with good sized room and great shower. Good coffee and breakfast included with many options. Joanna, the owner was very helpful with suggestions in the area- biking, beach, sunsets, sea food restaurants. Had a great stay! "
The price is ¥28,931
¥37,271 total
includes taxes & fees
Jun 22 - Jun 23
Ocean Breeze Motel - Standard Double

Newly renovated house in Brandt Point, right near town and Children's Beach

9.8 out of 10, Exceptional, (39)
"Awesome stay. Only wish we'd found the secret room sooner!"
The price is ¥203,532
¥282,558 total
includes taxes & fees
Jul 2 - Jul 3
Newly renovated house in Brandt Point, right near town and Children's Beach

Oceanfront charmer with deck, pergola, grill, full kitchen, telescope, & W/D

9.6 out of 10, Exceptional, (14)
"Love the view and was very spacious!"
Oceanfront charmer with deck, pergola, grill, full kitchen, telescope, & W/D

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (29)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.

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

10.0 out of 10, Exceptional, (61)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Cozy Apartment | Near T

9.6 out of 10, Exceptional, (8)
Cozy Apartment | Near T

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

10.0 out of 10, Exceptional, (102)
"Cozy, comfortable, scenic, lovely getaway."
The price is ¥32,711
¥51,154 total
includes taxes & fees
Jun 19 - Jun 20
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!

Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

10.0 out of 10, Exceptional, (194)
"Wonderful location for Main Street shops/restaurants and a short drive to the beach. The bedrooms are spacious and the backyard is great. "
The price is ¥44,879
¥98,786 total
includes taxes & fees
Jun 22 - Jun 23
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.4 out of 10, Exceptional, (83)
"Easy and fast communication with host, was a great stay."
The price is ¥58,152
¥107,664 total
includes taxes & fees
Jul 10 - Jul 11
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
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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