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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Waterfront Estate Private Beach

Sleeps19
Bedrooms 9
Bathrooms5
Half Baths1
Property type estate
Minimum Stay 2 - 7 nights

Overview

About the property

9 bedrooms, 5 1/2 baths, sleeps 19,

Chosen by Cape Cod Life magazine as one of the Top Ten places to stay on Cape Cod, our waterfront estate has breathtaking views of over 180' of Pleasant Bay and 300' of your own PRIVATE waterfront. Plus you are directly on the water, not across the street or down the lane.This very special property is a landmark to the area and owned by the same family since it was built on the shores of Pleasant Bay 100 years ago. It had been lovingly cared for and maintained and matches the grandeur of times past with modern amenities. It is an ideal environment for multi generational family members to vacation together - or old or new friends with lots of room to spread out, enjoy each others company, yet find privacy and peace.

Down the end of an old cape cod road, then down the end of a private seashell driveway, there are no streets, traffic, or even pedestrians nearby. Pleasant Bay is reached by a pathway down the bluff in front of the house and features a deck to sit on.The Bay has a gradual sandy bottom, warm water great for swimming, floating on rafts, paddle boarding, sailing, kayaking, and walking along the shore. There are 3 acres of open lawn, 17 rms, 9 bedrms, 5 1/2 baths plus an enclosed outdoor shower with dressing room. All of the bedrooms plus the dining room and family room are air conditioned. The 2001 kitchen features a 48' Sub-zero refrigerator, Corian counters, plus the estate includes the former servants wing with a 2nd fully equipped kitchen. There is lots of room for everyone to spread out with three living rooms, game room with pool table and darts, private deck on the beach, and mooring for your boat.

The estate is on one of the highest points on Pleasant Bay offering magnificent views. You walk down a bluff to the waterfront below. There is a large crescent shaped beach at low tide. This gets covered as the tide comes in and a deck is on the waterfront to enjoy at high tide.

The nine bedrooms are really nine bedrooms - not common rooms that become bedrooms at night with pull out sofas. There are no sofa beds, futons, trundle beds, bunk beds or cots. Everyone has a personal and private space. All of the bedrooms have twins beds or queens. The master bedroom has a king bed. Each bedroom sleeps two guests except for one extra large bedroom that has three twin beds.

Beach, bed and bath linens included. No cleaning fee or taxes or hidden fees. Available by the week only from early June to late Sept. Weekends considered in April and May and October and November. June and Sept are popular for important family gatherings by the week. WIFI. See a floor plan at our web site winslowestates.com.

More Details

Owner
Ken Winslow
Member since: 2004
Speaks: english
Response time:
Within 12 hours
Response rate:
100%
Calendar last updated:
October 21, 2017

Amenities

Orleans Estate Accommodation and Amenities

Property Type:
  • estate
Meals:
  • Guests provide their own meals
Housekeeping:
  • Housekeeper Optional
House Rules:
  • Max. occupancy: 19
  • children welcome
  • non smoking only
Location Type:
  • Beach
  • Waterfront
Theme:
  • Family
General:
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Clothes Dryer
  • Filtered Water
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Shampoo
  • Telephone
  • Toilet Paper
  • Washing Machine
  • Wireless Internet
Kitchen:
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Ice Maker
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
Dining:
  • Dining Area
Bathrooms:
  • 5 Bathrooms
  • 1 Half Bath
  • Bathroom - toilet , combination tub/shower
    Bathroom - toilet , combination tub/shower
    Bathroom - toilet , combination tub/shower
    Bathroom - toilet , shower
    Bathroom - toilet , shower
    Bathroom - toilet
    Bathroom 7 - outdoor shower , enclosed
  • There is a fully enclosed outdoor shower with hot and cold water plus a dressing room.
Bedrooms:
  • 9 Bedrooms, Sleeps 19
  • Bedroom - 1 king
    Bedroom - 1 queen
    Bedroom - 1 queen
    Bedroom - 1 queen
    Bedroom - 3 twin/ single
    Bedroom - 2 twin/ single
    Bedroom - 2 twin/ single
    Bedroom - 2 twin/ single
    Bedroom - 2 twin/ single
  • The nine bedrooms are really nine bedrooms - not common rooms that become bedrooms at night with pull out sofas. There are no sofa beds, futons, trundle beds, bunk beds or cots. Everyone has a personal and private space. All of the bedrooms have twins beds or queens. The master bedroom has a king bed. Each bedroom sleeps two guests except for one extra large one that has a set of three twin beds. Two wings of the house plus the two second floor bedrooms have central air. All bedrms have A/C as well as the dining room and family room. Please see our web site for a floor plan and room sizes.
Entertainment:
  • Audio Tape Player
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Game Room
  • Games
  • Games for Kids
  • Music Library
  • Pool Table
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • VCR
  • Video Games
  • Video Library
Outside:
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Binoculars
  • Large Cooler
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Small Cooler
  • Terrace
Suitability:
  • suitable for elderly or infirm
  • wheelchair accessible
Attractions:
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • forests
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • water parks
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • 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:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • mountain biking
  • paragliding
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Notes:
1 king, 3 queens, 11 twins, 5 1/2 bathrooms plus a fully enclosed outdoor shower with hot and cold water and a dressing room. Please see our web site for a floor plan with room sizes. All of the bedrooms have A/C and several of the common areas do as well.

Reviews

Exceptional! 5/5 -
(29 traveler reviews)

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Waterfront Estate Private Beach
average rating of 5.0 based on 29 reviews
5

An epic landscape bedecked by a unique jewel

  • 5 of 5

A superb venue; a persistent rain the first day couldn't dampen the great fun experienced by 6 couples while staying for a get-away at this magnificent property. The charming accommodations, fine food, many nearby leisure pursuits and breath taking vistas of the wild beauty of Cape Cod were only exceeded by the warmth & genuine hospitality of the Winslows.

  • Submitted: May 8, 2017
  • Stayed: May 2017
  • Source: HomeAway
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0 0
5

To call it spectacular doesn't even do it justice!

  • 5 of 5

I rented the Winslow Estate for my daughter's wedding. Renting from Wednesday to Wednesday gave us all time to get settled in and time to relax after the fact. As I stated above to call the estate spectacular is truly an understatement. Everything was as promised. Ken & Ginger were great to deal with. I would strongly recommend this property to anyone. A little piece of heaven on Cape Cod!

  • Submitted: Oct 20, 2016
  • Stayed: October 2016
  • Source: HomeAway
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3 0
5

Perfect venue to have a personalized wedding

  • 5 of 5

If you're looking for that special place to hold your wedding, look no further. Unlike a resort venue with packaged plans, at the Winslow Estate you can make your wedding your own. The owners, Ken and Ginger, are eager to help you pull the pieces together with suggestions and lists of auxiliary vendors. Don't be deterred by the idea of an afternoon wedding. Nothing was more romantic than the tent coming alive for dinner and dancing after enjoying mid afternoon cocktails and fantastic views of Pleasant Bay in the bright sunshine. Not to mention the brilliant sunset enjoyed by all the guests! There was plenty of room for the entire wedding party and spouses to stay at the estate and they enjoyed their own post-wedding hang time together in a very relaxed, fun space. The Winslow Estate is the perfect wedding venue!

  • Submitted: Oct 18, 2016
  • Stayed: September 2016
  • Source: HomeAway
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2 0
5

Exquisite, Fascinating!!

  • 5 of 5

My husband and I have stayed there for my birthday. We had a fantastic time! The owners ken and ginger are awesome and were very accommodating to our needs. We had a great time. We are planning on coming back here again next summer.

  • Submitted: Aug 31, 2016
  • Stayed: August 2016
  • Source: HomeAway
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1 0
5

Gorgeous Views on the Water for peace on The Cape

  • 5 of 5

Three generations of our family spent a lovely week at the Gentle Heritage in late August. The views are spectacular of the water and surrounding land, and has a nicely-manicured lawn on which to play games while surrounded by the beauty. We could walk down the hill to enjoy a little seating area just above a small beach to launch our kayak. The home is cool in its long extended layout which reminds us of its history, with 2 kitchens and a joined wing that has its own suite and glassed in porch, tv room and dining are. Favorite spots to hang out were in the billiard room, another large screened porch overlooking the water off the Master bedroom and the main living room with it's high ceiling and architectural beams. We also enjoyed an outdoor dining patio and lounge chairs on the lawn to gaze at the stars. The property has a good number of bedrooms and bathrooms to be used by the 12 in our group. The owners also provided information for a local chef who prepared a glorious meal at the home for us...highly recommended. Definitely worth a stay for relaxation and a great spot on The Cape!

  • Submitted: Aug 31, 2016
  • Stayed: August 2016
  • Source: HomeAway
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1 0
5

Absolutely picturesque

  • 5 of 5

Whether you are looking for the ideal Cape Cod wedding venue or a private rental for a week-long vacation, this property is perfect. The setting (right next to the water on Pleasant Bay in Orleans) is stunning, beautiful, relaxing and, quite simply, breath-taking. We were blessed with 6 straight days of gorgeous sunshine and warm temperatures - making this the most memorable vacation of our lifetime. You will not be disappointed!

  • Submitted: Jul 27, 2016
  • Stayed: June 2016
  • Source: HomeAway
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Map

Nearest Airport
8 Miles
chatham
Nearest Barpub
5 Miles
Land Ho!
Nearest Ferry
10 Miles
to Nantucket
Nearest Golf
5 Miles
public - Captains in Brewster
Nearest Train
85 Miles
boston
Nearest Motorway
2 Miles
routes 28 and 39
Nearest Restaurant
5 Miles
many

The estate is in South Orleans equal distance between Chatham and Orleans. Chatham's beatiful Main Sreet is noted for its quaint Cape Cod feeling and variety of shops including restaurants, antiques, clothing, and surf shops. Pleasant Bay is excellent for swimming, sailing, fishing, wind surfing, kayaking, motor boating (your own or rent one) water skiing, or just walking the shoreline. The estate comes with a mooring and a skiff and oars.

Nauset Beach in Orleans has big waves for body surfing, boogie or skim boarding, surfboarding and surf casting for bluesfish and bass.

Skaket Beach in Orleans is noted for the warm salt water flats, sand bars, clamming, and is always a favorite for children. You can walk seemingly forever into Cape Cod Bay when the tide is out or just swim sand bar to sand bar when it is in.

Photos

Rates & Availability

Available
Unavailable
Taxes and fees are additional

Additional information about rental rates

16000-18000 per week
Linens - bath towel sets as well as beach towels - and cleaning fees are included in weekly rental rate. Rental fees are for the stated occupancy of the house only. Group gatherings, family reunion, birthday parties, etc. constitute additional use of the property and there will be increased charges.
Our refund policy - we will return all payments upon our ability to rerent the property for the same time period for the same rate.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.