Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon
Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

On The Waterfront Downtown Plymouth

Bedrooms 2
Property type townhome
Minimum Stay 7 nights


About the property

2 bedroom, 2 bath, sleeps 5 / harbor view

Planning to visit Historic Plymouth? Our turn of the century Sea Captain's Home 'The Winslow' is located in the heart of Downtown Plymouth on the Waterfront; making this the best place to be for everything going on in Plymouth.

Our cottage has a comfortable open floor plan with cathedral ceiling in living room with an adjoining fully equipped wet pub/bar area. Step outside the front door and enjoy the harbor views, watch the harbor action right from the dining room. If you like to cook, you'll love the gourmet kitchen and romantic dining table that seats 6 comfortably or BBQ on the patio. There are 2 bedrooms with private baths for both rooms. Each room has queen size beds, the living room has a pull-out coach that sleeps 2, linens & towels are provided. TV and WiFi - plus much, much more.

The rear cottage is attached to the main building and is located at the rear of the building off of Winslow Street. This 2 bedroom apartment has a separate private entrance and 2 parking space located in the back of the main building. providing you with a great downtown location.

During your stay at 'The Winslow' there are so many things to do; take a walking tour of the historic sites around town, visit the Mayflower II and Pilgrim's Museum, see the '1620 Plymouth Rock', shop on Court Street, and enjoy local award winning restaurants, nightlife or stroll along the waterfront and watch the sunset over Duxbury/Plymouth Bay- just to name a few.

As a guest at 'The Winslow' you will have the private use of the 2 bedrooms/bath, living room, kitchen, dining room and outside patio area. There is also coin-op laundry you may use in the laundry area in the main house.

We will be onsite to greet you when you arrive, answer any questions or to offer information on things to see and do while you are visiting Plymouth. We occupy one of the units in the main house during the summer months and are available if you need anything. Otherwise, you are to enjoy your vacation as you please. We look forward to having you stay at 'The Winslow' Please contact us for more information.

More Details

Property Manager
Member since: 2013
Speaks: english, spanish
Response time:
Within an hour
Response rate:
Calendar last updated:
February 2, 2017


Plymouth Cultural District Townhome Accommodation and Amenities

Property Type:
  • townhome
  • floor 1
  • Guests provide their own meals
Floor Area:
  • 900 sq. ft.
House Rules:
  • Max. occupancy 5
  • non smoking only
  • Minimum Age Limit for Renters
Location Type:
  • Downtown ...
  • Water View
  • Waterfront ...
  • Family
  • Historic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
  • Books
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television ...
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
  • autumn foliage
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • festivals
  • library
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • synagogues
  • waterfalls
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • horseback riding
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • ice skating
  • jet skiing
  • mountain biking
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Excellent! 4.7/5 -
(11 traveler reviews)

On The Waterfront Downtown Plymouth
average rating of 4.7272725 based on 11 reviews

Very good

  • 4 of 5

We chose this VRBO because of its location-it is excellent. Right near everything yet one street off the loud busy waterfront. It was private and quiet. Excellent layout for us and our two girls. Kitchen was really well equipped, down to pots and essentials to cook our own lobsters.

Beds were comfortable and linens nice-not the cheap pilly sheets some rentals have. No central and and it was hot. Window a/c units in the bedrooms were perfect. One was newer, the other older and loud. And criticism would be that it would not take much to make this really top notch. A really good cleaning (ceiling fans, curtain rods just dirty) and a little updating would be all it would need. We would stay again.

  • Submitted: Aug 9, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0
Wenatchee, WA


  • 5 of 5

Location - water view and 1/2 block from the water - walking distance to everything

Cottage - 2 bedroom 2 bath - lots of room, full kitchen, and another separate bar kitchen with full refrigerator and full sink. Also a washer and dryer. Window Air conditioning upon request (and you should request). Secure location. Outdoor patio, BBQ and so much more.

Parking - good parking for 2 cars

Owners - awesome and live on the 3rd floor of the bed and breakfast. Quick to help or fix anything needing fixed.

Can't say enough about this place. It really was a wonderful place to vacation!

  • Submitted: Jul 24, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Perfect for us

  • 5 of 5

From my first contact with owner Heidi this place just felt right. Comfortable, plenty of space for 4-5 people. Like other reviewers said, great location and friendly, helpful owners. We were able to walk to shops and restaurants, close to the harbor. I don't think we could have done better for downtown Plymouth. Highly recommended.

  • Submitted: Jul 26, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Spacious and conveniently located cottage

  • 4 of 5

The Winslow Cottage was a pleasant place with plenty of room to spread out. There is a large living room, a dining room with seating for 6 or more with a wall of windows offering a lovely view of the Plymouth harbor, 2 bedrooms each with a full bathroom, and fully equipped kitchen. Our hostess, Heidi, was very nice and accommodating. There are lots of nice extras that make an extended stay here very comfortable, including travel shampoo, conditioner, and shower caps in the bathrooms. Extra pillows and blankets for the bedrooms, AC units upon request. There is also a nice little deck to the side of the house with chairs and an umbrella. Really too many good points to mention. The location is the best part, not only a great view but an easy walk to lots of restaurants, shopping, and sightseeing.

The cottage could easily be a 5 star property with some updating of appliances, bathrooms, lighting fixtures, etc, some are just too outdated to be considered charming. Also a good sprucing up and deep cleaning of walls, windows, etc would be in order. Not that it was dirty in the important areas like bathrooms and kitchen, it's just showing signs of its age and wear and tear that happens with vacation rentals. With updating might come a higher price but it would certainly be worth it. As it is the rental is very reasonable and is really a steal at the height of summer.

I highly recommend the property and would not hesitate to stay again.

  • Submitted: Jul 24, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0

Wonderful experience

  • 5 of 5

The hospitality was great as well as the location. We could walk to most if not all of the historical sites and food places.

  • Submitted: Jul 6, 2015
  • Stayed: Jun 2015
  • Source: HomeAway
Owner's Response: Thank you! I'm happy you enjoyed your stay at The Winslow Cottage. Please come again!
Did you find this review helpful?
0 0

Great Spot. Great get away.

  • 4 of 5

The cottage worked very well for us. It was easy to get to and just across the street from the water. Easy walking distance to good eating spots!

Our hosts were very informative and gave great dining tips for the area. Lots of room and very nice kitchen area. We really enjoyed our stay and would recommend this site.

  • Submitted: Jul 4, 2015
  • Stayed: Jun 2015
  • Source: HomeAway
Owner's Response: Thank you! I'm so happy you enjoyed our vacation in Plymouth. Please come again.
Did you find this review helpful?
0 0

Rates & Availability

Plymouth Cultural District Townhome Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
7 night minimum stay

Additional information about rental rates

Cleaning fee $175
Pet Fee $50

Off season winter rental is limited to 2 occupants.We close down one bedroom/bath, due to heating through winter. This unit becomes a one bedroom/bath, full kitchen, dining room and the living room area from November 1, 2014 - April 30, 2015. The monthly rate is $1350/month. All utilities are included in the rental price. Please call for more information and terms for our off season rental.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Enter dates for accurate pricing
Send a Message Send a Message


Nearest Airport
45 Miles
Boston Logan International Airport
Nearest Barpub
0.25 Miles
Pillory Pub, Plymouth MA
Nearest Ferry
0.25 Miles
Ferry to Provincetown, Cape Cod MA
Nearest Golf
2 Miles
Plymouth Country Club, Plymouth MA
Nearest Train
7 Miles
Amtrak, Kingston MA
Nearest Motorway
3.5 Miles
RT3 North & South
Nearest Restaurant
0.5 Miles
East Bay Grill, Plymouth MA
Nearest Beach
5 Miles
Long Beach, Plymouth MA

Walk to all the historic downtown Plymouth sites, museums, art galleries, restaurants, bars, souvenir shops, ice cream and clam chowder, stroll along the harbor waterfront at sunset or through the Brewster Gardens anytime to enjoy the beautiful sight of Americas Hometown. It’s a short drive to the Plymouth Pilgrim Plantation, Plymouth beach and many other activities available in the area.


Partner Offers

You might like these similar properties