PRIVATE WATERFRONT ESTATE, SANDY BEACH, POOL & TENNIS COURT

From
$1,000
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Dennis P. Flynn

Speaks english
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Sleeps9
Bedrooms 4
Bathrooms4
Half Baths1
Property type estate
Minimum Stay 3 - 7 nights
Contact the owner directly to confirm reservation details and pay with an approved method (credit card, check, or bank transfer), to protect your payment up to $1,000.
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

PRIVATE WATERFRONT ESTATE, SANDY BEACH, POOL & TENNIS COURT

Madison Estate Rental Photos and Description

Estate, 4 Bedrooms + Den, 4.5 Baths, (Sleeps 9)

'Windward of Madison', a private waterfront estate, with 250' of private sandy beach! Secluded and exclusive, this beachfront property is perfect for entertaining with friends and relaxing with family, and is now available for your enjoyment and use.

You no longer have to pay exorbitant rates (see rental rates below) leasing in the Hamptons, fighting Cape or Rhode Island beach traffic, or wasting precious vacation time waiting for the ferries to the Vineyard or Nantucket!

Windward of Madison offers privacy and exclusivity on the Connecticut shoreline with delightful sandy beaches and warm ocean water. Proximity to Madison Village featuring lovely boutique shops along Main Street, an Art Cinema, and RJ Julia’s - one of the best bookstores in the country, also offers access to many restaurants catering to every taste. Think Nantucket – only closer – without the hassles.

Windward of Madison’s location and amenities make it the perfect vacation destination for an exceptional family experience. Close to NYC & Boston, our spacious, classic 5,000 sf 1920's beach house has plenty of room for everyone. With modern features such as HDTV and gas fireplace in the large family room for entertaining the children to the comfortable sunroom with bar for entertaining the adults, the 1.5 acre grounds are perfect for such classic enjoyments such as badminton, volleyball, croquet, touch football, horseshoes, or just flying a kite. Our large covered side porch with its stunning views of Long Island Sound offer a perfect venue for visiting, reading, napping, or simply enjoying our spectacular summer sunsets while sipping your favorite beverage or checking the day’s closing numbers or news on our wireless broadband internet.

Tennis anyone? Don’t let your backhand suffer just because you took a much needed vacation. Our professional HarTru tennis court is exclusive to you and your guest’s enjoyment (or private lessons).

Our 20' x 40' refreshing pool invites that perfect blend of crisp off-beach relaxing next to our 250' of private sandy beach when you need that great tan and awaits you after a day of fun exploring the shoreline on kayaks or splashing in the warm Long Island Sound water.

A private mooring for your powerboat or catamaran is available directly in front of property. We also have a large parking area if you bring a boat or Jet Ski's. And, the beach is perfect for surf fishing - with miles of additional beach for strolling, jogging, or shelling.

Enjoy the expansive ocean views from the Master Bedroom Suite with King Bed with private bath, sitting room, & large walk-in closet. The fantastic ocean view from the Guest Bedroom Suite with Queen Bed, a private bath, and a trundle bed (for your younger children to stay with you) has plenty of closets and will leave you or your guests relaxed and refreshed. The additional Guest Bedroom with Queen Bed also has ocean views and features its own private bath. And our 4th bedroom (double bed) w/full bath offers privacy for use as a nursery or children’s room or for additional guests. A Queen futon in the upstairs study is available for use by any unexpected guest.

Once you and your family are at this property, there is no need to go anywhere else but to the many shops in downtown Madison village.

But if you do need to go out - there's plenty to see and do.

Golf: The exclusive Madison Country Club is one of the most unique and special private golf clubs anywhere in the world. It is very exclusive - but your current club may have reciprocity. If not, the small Fenwick golf course in Old Saybrook is just 15 minutes away.

Theater: Goodspeed Opera House, Ivoryton Playhouse, & the Katharine Hepburn Cultural Arts Center are close. Day Trips: Gillette Castle State Park, Mystic Seaport & Aquarium, Essex Steam Train & Ship rides for your children. Elegant dining at The Cafe Allegre or the Guilford Stone House, a great happy hour at Donahue’s Madison Beach Grill, and the best summer fare at Lenny & Joe's Fish Tale.

We are booking now for the 2014 season (check on-line calendar above/right). If you’re ready for a relaxing getaway or your family has been telling you it’s been too long since you had a family vacation and you want something different, exclusive, and feature-rich complete with privacy, beautiful beachfront, crisp refreshing sun-drenched pool, exceptional tennis court, Windward of Madison awaits you, your family, and your friends.

And yes, if you really need to know, there IS enough room to land your Bell 429 on the front lawn.

Sorry - no Event Rentals (weddings, parties, family or class reunions, etc.)

Keywords: Spectacular Madison Connecticut waterfront property, tennis, pool, private, sandy beach, 4 bedrooms, 4.5 baths. Connecticut Shoreline. Boating, Fishing, Swimming, Kayaking, Sun bathing.

More Details
Suitability:
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair accessible

Dennis P. Flynn

This advertiser has been with HomeAway.com since 2012
Speaks english
Enter your email address to view the phone number
Sleeps9
Bedrooms 4
Bathrooms4
Half Baths1
Property type estate
Minimum Stay 3 - 7 nights
Contact the owner directly to confirm reservation details and pay with an approved method (credit card, check, or bank transfer), to protect your payment up to $1,000.
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

Reviews

Property Reviews

Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
average rating of 5.0 based on 7 reviews
business
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
http://www.homeaway.com/vacation-rental/p397985vbi
+1 508-450-6884
Madison Connecticut Shore
Farmington CT
5

The very best

  • 5 of 5
  • Submitted: Nov 4, 2013
  • Stayed: Aug 2013
My family and I spent a week at this extraordinary property this summer. It was, by far, the best luxury rental we have done. The location, the house, the grounds, the amenities, the owner- all first class and impeccable. The owner was amazingly attentive and helpful, making sure we knew all the fine detail of the property so as to be able to fully enjoy all it offered. The location is quiet and very private. The beach is pristine, and truly private. There is an on-site swimming pool, tennis court, badminton court, lobster cookery, and more. It is a very convenient location for families such as ours in CT that wish to take a vacation that is close by, yet feels like you are in another world. I recommend it highly and without reservation.
Recommended for:  Romantic Getaway
Helpful votes: 2/2
business
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
http://www.homeaway.com/vacation-rental/p397985vbi
+1 508-450-6884
Madison Connecticut Shore
San Francisco, CA
5

Perfect family vacation spot

  • 5 of 5
  • Submitted: Aug 20, 2013
  • Stayed: Jul 2013
Great house, beautiful, lot of space and lots of activities for kids and grown-ups. The location is perfect and the house is really nice and comfortable. The owner also has it equipped perfectly with amenities, towels, even little things you wouldn't expect (like ketchup!). He also has a great checklist so you know where everything is (including labels on all the light switches) -- just to show the attention to detail! The big and little kids enjoyed the pool, the tennis court, volleyball, croquet, and beach. We loved the house! Great views and nice porches for sitting, relaxing, and hanging out with family. We really enjoyed our stay and would love to stay there again.
Recommended for:  Age 55+, Girls Getaway, Families with Teenagers, Families with Young Children, Romantic Getaway
Helpful votes: 4/4
business
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
http://www.homeaway.com/vacation-rental/p397985vbi
+1 508-450-6884
Madison Connecticut Shore
Connecticut
5

Bill from Connecticut

  • 5 of 5
  • Submitted: Apr 22, 2013
  • Stayed: Apr 2013
Our objective in renting Windward was to provide a location where our newly- blended families could comfortably interact and yet maintain 'their space'. The location worked perfectly. Windward's bedrooms are large and comfortably appointed. Just as important, each bedroom has a wonderful, broad view of the Sound. While we visited in late April and didn't use the pool, there was no lack of activities during our long weekend. The spacious grounds lend themselves to touch football, croquet and volleyball, in addition to the superb tennis court. Finally, the non-sleeping quarters not only provide family members with excellent views and many options for interaction, but they also offer nooks for escape and re-generation of energy. I honestly thought a Connecticut shoreline rental could never rival the best locations in the Hamptons or the Cape, but Windward does - in spades. A truly great spot!
Recommended for:  Age 55+, Girls Getaway, Families with Teenagers, Families with Young Children, Romantic Getaway
Helpful votes: 5/5
business
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
http://www.homeaway.com/vacation-rental/p397985vbi
+1 508-450-6884
Madison Connecticut Shore
Sterling, MA
5

Perfect family weekend retreat

  • 5 of 5
  • Submitted: Jan 31, 2013
  • Stayed: May 2012
Windward of Madison is the perfect family weekend retreat. Close to home. No hassles. Lovely place. Thursday to Sunday night was just long enough to make it feel like an extended vacation. Our family loves Madison in the spring when there is still snow in Massachusetts. May and June are the best months. Warm days and cool nights. The tennis is a bonus! Plenty of room for our entire extended family in a very clean home, with spectacular views of Long Island Sound, great sandy beach, extremely private, with lots to do and places to eat in the area. Owner is extremely accommodating. Certainly worth the weekend rate. Jay, CPA Massachusetts
Recommended for:  Age 55+, Adventure Seekers, Girls Getaway, Tourists without a Car, Sightseeing, Families with Teenagers, Families with Young Children, People with Disabilities, Romantic Getaway
Helpful votes: 7/8
business
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
http://www.homeaway.com/vacation-rental/p397985vbi
+1 508-450-6884
Madison Connecticut Shore
Bronxville, New York
5

Sublime Family Vacation

  • 5 of 5
  • Submitted: Jul 2, 2012
  • Stayed: Jun 2012
This lovely property provided private, comfortable and diverse accommodations; not only for sleeping and bathing, but also in daily activities. The pool was heavenly, but the beach experience was also good and the Har-Tru tennis court was great. The owner went to great lenghts to make everything comfortable for us. We chose to stay on the property (instead of a few day trips) because we were enjoying it and ourselves so much. The kitchen was well stocked for the bakers and chefs in the family...and we all enjoyed watching the osprey and tern fish for their meals. This was an ideal house for our family vacation...an experience we'd like to repeat.
Recommended for:  Age 55+, Girls Getaway, Sightseeing, Families with Teenagers, Families with Young Children, People with Disabilities, Romantic Getaway
Helpful votes: 8/8
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Map

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Photos

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Availability & Rates

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Madison Estate Rental Rates

Rental Basis:
Per property
Rental rates quoted in:
USD
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
 
Spring Rates
Apr 1 2014 - May 31 2014
7 night minimum stay
$10,000
 
 
Summer Rates
Jun 1 2014 - Aug 31 2014
7 night minimum stay
$12,500
 
 
Fall Rates
Sep 1 2014 - Oct 31 2014
7 night minimum stay
$10,000
 
 
Off Season Rates
Nov 1 2014 - Dec 31 2014
3 night minimum stay
$1,000
$5,000
 
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Amenities

Madison Estate Accommodation and Amenities

Property Type:
  • estate
Meals:
  • Guests provide their own meals
Floor Area:
  • 5000 sq. ft.
  • 2 stories
Location Type:
  • Oceanfront
  • Beachfront
Theme:
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
General:
  • Internet
  • Fireplace
  • Heating
  • Towels Provided
  • Parking ...
  • Garage ...
  • Living Room
  • Hair Dryer
  • Iron & Board
  • Wireless Internet
  • Parking for RV/Boat/Trailer ...
  • Telephone
  • Mobile Phone
  • Washing Machine
  • Free Long Distance
  • Broadband Access
  • Wood Fireplace
  • Gas Fireplace
  • Air Conditioning
  • Clothes Dryer
  • Linens Provided
Kitchen:
  • Stove ...
  • Coffee Maker ...
  • Toaster
  • Refrigerator ...
  • Dishes & Utensils ...
  • Kitchen ...
  • Cooking Utensils ...
  • Ice Maker
  • Microwave
  • Dishwasher
Dining:
  • Dining Room
  • Dining ...
  • seating for 10 people
Bathrooms:
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
  • 4.5
Bedrooms:
  • 4 Bedrooms, Sleeps 9
  • One King size bed in master bedroom, Two Queen size beds in #2 & #3 guest bedrooms; One Double bed in #4 guest bedroom. Queen Futon in Study, Murphy bed in #2 guest bedroom. #4 guest bedroom is perfect for children or for nursery.
Entertainment:
  • Books
  • Television
  • Stereo
  • Satellite / Cable
  • DVD Player
  • Video Library
Outside:
  • Balcony ...
  • Outdoor Grill
  • Deck / Patio
  • Lawn / Garden
  • Tennis ...
  • Kayak / Canoe
Suitability:
  • children welcome
  • non smoking only
  • pets not allowed ...
  • wheelchair accessible ...
Pool / Spa:
  • Heated Pool
  • Private Pool
Attractions:
  • live theater
  • restaurants
  • health/beauty spa
  • cinemas
  • museums
Leisure Activities:
  • boating
  • shopping
  • sight seeing
  • miniature golf
  • shelling
  • antiquing
Sports & Adventure Activities:
  • swimming
  • cycling
  • tennis
  • water skiing
  • kayaking
  • sailing
  • jet skiing
  • fishing
  • golf
Notes:
Stunning, unique property, with panoramic water views, very private. HarTru clay tennis court, swimming, kayaking, sailing, sunbathing on the beach or around the pool, a pool house for changing, outside hot & cold shower, croquet, badmitton, volleyball. Quiet, relaxing, secure, comfortable. Easy commute from Westchester, 5 minutes from Madison communter train station. 60 minutes from Bradley Field & TF Green airports, Exit 62 off I-95.
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