300' private waterfront, 17 rooms, 9 bedrooms, 5 1/2 baths, sleeps 19, 2 kitchen
Why Ken Winslow chose South Orleans
Cancellation Policy - all payments returned upon our ability to re-rent the property for the same time period for the same amount. Rental period in the summer is Friday to Friday to allow you to have friends and family visit for a FULL weekend. It also skips all the terrible traffic tie ups on Saturday and Sunday. Special family celebrations are allowed before mid June and after Labor Day for a one week rental. Special pricing applies. This historic property has been in the same family since it was built 100 years ago. Lovingly updated throughout the years, you are sure to have a wonderful time.
What makes this Estate unique
Cancellation Policy - all payments returned upon our ability to re-rent the property for the same time period for the same amount. Rental period in the summer is Friday to Friday to allow you to have friends and family visit for a FULL weekend. It also skips all the terrible traffic tie ups on Saturday and Sunday. Special family celebrations are allowed before mid June and after Labor Day for a one week rental. Special pricing applies.
Canceled bookings will not receive a refund
Our Bookclub of 6 couples stayed at Ken and Ginger's home this past weekend. We found the homeowners to be a pleasure to work with and each one of us had a great time.
The home is well appointed with plenty of space and a fantastic water view with many areas to gather or find space if you need to. The kitchen and dining room easily held all of us. The pool table and dart board were a nice bonus!
Incredible Location & Home!!
We brought the entire extended family to celebrate our parents' 50th wedding anniversary and we could not have been happier with Gentle Heritage. The home is enormous, giving everyone the space they needed and also the common areas to all meet up for meals, chatting or just enjoying the incredible views of Pleasant Bay. The house is up to date, charming and we could not have asked for a better location. The Winslows were very attentive to our needs and made for very gracious hosts. We ranged in ages from 5 to 75 and the home worked for all of us. The private beach was so great for days we didn't want to leave the compound...and we found that we really didn't need to as we had everything we needed at the house. We were all very sad to leave, but plans to return are already in the works! Thanks again to the Winslows for sharing their amazing home with us. A trip to remember!
Thank you so much. It is always wonderful to know families have had a great vacation. You all were perfect guests.
Outstanding property and owners
Must concur with the rave reviews of others. Gentle Heritage estate is unique and magnificent. Gorgeous grounds in a prime Cape Cod location. Ginger and Ken could not have been any kinder in all of their communications and accommodations. Highly recommend this estate and you can rest assured that it will be a pleasant experience with the Winslows.
An epic landscape bedecked by a unique jewel
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.
To call it spectacular doesn't even do it justice!
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!
Perfect venue to have a personalized wedding
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!
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.