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Massachusetts Waterfront Vacation Rentals Vacation Rentals(1,979)

1,979 Results
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(27)
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(28)
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
(9)
3 - 7 night minimum stay
  • 4 BR,
  • Sleeps 8
(8)
2 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 17
(10)
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
(6)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(6)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
(10)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(4)
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(16)
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(6)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(5)
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(9)
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(14)
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
(20)
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
2 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(4)
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(9)
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(14)
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(11)
2 night minimum stay
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 16
(22)
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(6)
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(21)
2 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
2 Reviews
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 16
(4)
 

Recent Massachusetts Reviews

ABSOLUTELY AMAZING GETAWAY!

5 of 5
What a treat! Could not be a more amazing place…unbelievable views…Mary Kay is an amazing host…really pays attention to details…we had a fantastic time!
  • Submitted: Jul 26, 2014
  • Stayed: Jul 2014

GREAT VACATION AS USUAL!

5 of 5
We have been coming to the Upwind for many years now and are never disappointed. The cottage is well equipped with all the comforts of home, and we thoroughly enjoy our time here. The kitchen has everything you could possibly need for both eating and drinking including a wine fridge and glasses. The views from the upper deck, especially at sunset should not be missed. Whether we eat out at the local restaurants like The Lobster Boat or Captain Parkers or go to the local fish market and get steamers and lobsters to cook at home, we always enjoy the food. Taking in a Cape Cod League ballgame is always on our agenda as well as a whale watch out of P-town. We would highly recommend staying here. We are already planning on returning next year!
  • Submitted: Jul 25, 2014
  • Stayed: Jul 2014

THE BLUE PEARL IS A GREAT PLACE TO STAY!

5 of 5
I will admit I was skeptical about staying on a houseboat for 4 days (especially with 6 adults), but The Blue Pearl EXCEEDED my expectations! It was clean, spacious (considiering you're on a boat), very comfortable and well appointed. The owners have done a great job of thinking of all the creature comforts that you need to enjoy your stay. The marina offers exceptional views of the Boston skyline and Winthrop is a very quaint and neat town. Getting a cab into Boston was never a problem. Getting a cab back from Boston was a bit of a challenge because the cabbies don't like to go to Winthrop (presumably b/c its a small town and they're not terribly likely to get a return cab fare from Winthrop back to the City). But, it wasn't a problem b/c the subway station is only about 1 mile from the boat and it is a safe and easy walk. I'd definitely stay on The Blue Pearl again.
  • Submitted: Jul 8, 2014
  • Stayed: Jun 2014