Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Estates
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

South Shore Massachusetts Apartments or Estates(19)

19 Results
$2,500 - $3,500
per night
2 - 3 night minimum stay
  • 5 BR,
  • 7 BA,
  • Sleeps 20
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
$32 - $149
per night
1 - 90 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
1 - 90 night minimum stay
(6)
$350 - $1,200
per week
7 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 - 30 night minimum stay
(22)
$233 - $800
per week
7 - 30 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 - 30 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 Reviews
$67 - $143
per night
2 - 90 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 3
2 - 90 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
$455 - $1,850
per week
7 - 90 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 5
7 - 90 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
2 Reviews
$200
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
$175 - $225
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(7)
$175 - $225
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 Reviews
From $170
per night
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 Review
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
 

Recent South Shore Massachusetts Reviews

Perfect Location

5 of 5
Stayed for 2 months while working nearby. The house is picturesque, and is right in the heart of downtown Plymouth. Easily accessible to Cape Cod, and only an hours train ride from downtown Boston. You could not stay in a more beautiful or ideal location! Most of Plymouth's attractions are within walking distance. Everything was provided that you could possibly need for a weekend stay or a multi-month stay. Bob and Cheryl where wonderful; welcoming and hospitable. If you are going to be visiting Plymouth, this is a wonderful place!
  • Submitted: Nov 27, 2014
  • Stayed: May 2014

Wonderful Stay

5 of 5
We arrived late after a long drive up from New York and were warmly greeted by our hosts. The apartment was beyond our expectations. A common entrance leads to a private apartment door which can be locked independently. 5 of us slept comfortably. An ironing board was provided upon request. Parking was available. We woke up to glorious views of the bay, of which is only a short walk away. All in all, would recommend 100%. Communication and amenities were A+. Thank you to Shane and his family.
  • Submitted: Oct 13, 2014
  • Stayed: Oct 2014

I can't WAIT to go back to The Winslow!

5 of 5
We arrived late at night and our extremely gracious hostess, Heidi, made sure we were able to get to our suite quickly and easily. As soon as we woke up, we could see the harbor view out of our adorable suite. It was perfect for a romantic weekend for 2! We were traveling from San Diego, so I did a fair amount of comparing hotels, and for the price, location, service, and overall character of The Winslow House, it made our stay in Plymouth extra special. Literally one street from the water and the adorable downtown square where we enjoyed the most phenomenal lobster!! Even right across from the Mayflower! Literally within walking distance to all! I would recommend this B&B over any other for someone who wants an authentic experience of Cape Cod and can appreciate, and respect the beauty and old charm of this stunning property. Thanks for a great stay!
  • Submitted: Oct 4, 2014
  • Stayed: Sep 2014