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 heart-filled Family icon
Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Large Sea Captain's Estate in Historic Southport Village

Bedrooms 7
Half Baths1
Space 8,100 sq. ft.
Property type estate
Minimum Stay 7 nights


About the property

Estate, 7 Bedrooms, 7.5 Baths, (Sleeps 11-12)

A spacious, completely renovated, Sea Captain's home in the charming Village of Southport, on the Coast of Long Island Sound.

Steps from the Harbor, the village shops, and the train station to New York City (with connections to Amtrak service North to Boston or South to ... wherever you want).

Beaches, boating, kayaking, fishing, all near by.

Restaurants abound within easy reach. You can even walk to fine dining, or great pizza. The Village center is so timeless with it's quaint shops and unchanged atmosphere that Hollywood comes here to film classic movies!

Over an acre of grounds, with a playhouse for children. Plenty of room for outside activities, with an expansive terrace for dining or entertaining.

Experience live summer theater at the Westport Playhouse, in the adjoining town.

Walk to the station and zip into New York City on Metro North Railroad.

Enjoy the fully air conditioned spacious rooms when it gets hot, or head for Southport Beach, just down the road.

Keywords: Walk to Harbor, Walk to Beach, Charming Village, Boating, Kayaking, Long Island Sound, Tennis Court, Air Conditioned, Spacious, Shops, Walk to Train, Train Service, Amtrak, Metro North, Coastal, Coastal Village

More Details

Dale McIvor
Member since: 2012
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
October 25, 2017

About Dale McIvor

I'm the near full-time caretaker of this wonderful property. I'll be near by if you need anything.

Dale McIvor purchased this estate in 1986

Why Dale McIvor chose Southport

Love at first sight. I walked up to the door and offered the owner, who was selling it, to buy it at full list price. Without even seeing the inside.

One of the best things I every did. Not sure what came over me.

What makes this estate unique

Great location in this amazing village. Walk to everything (OK, drive if you want to). Or bicycle. Boating, beaching, bar-hopping, great restaurants, and a train to NYC a block or two away. Can't be beat for a cultivated vacation!


Southport Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
Floor Area:
  • 8100 sq. ft.
House Rules:
  • Check-in: 2:00 PM
  • /
  • Check-out: 12:00 PM
  • Max. occupancy: 9
  • Max. adults: 6
  • Min. age of primary renter: 35
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • No fires in fireplaces, except the Dining Room.
  • Use of garage and basement is for the owner only.
  • Owners standard lease agreement will be provided for Renter's signature. Rental fee & security deposit to be wired to owner's bank upon signing lease.
Location Type:
  • Near The Ocean ...
  • Village ...
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Elevator
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Parking Off Street ...
  • Parking for RV/Boat/Trailer
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 7 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 -
    Bathroom 6 -
    Bathroom 7 -
  • 7 Bedrooms, Sleeps 9
  • Lovely Master Suite with a king size bed, large private bath with jetted tub, dual shower, radiant heated marble floor. Large bedroom with queen size four poster bed and en suite bathroom Large queen bed in bedroom with en suite bath and elevator. Child's bedroom with single bed and en suite bath Very large bedroom with 207 degree views, queen bed and en suite bath Large bedroom with two twin beds and hall bath Bedroom with double bed and hall bath
  • Books
  • CD Player
  • DVD Player
  • Games
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Library
  • Balcony
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
Pool / Spa:
  • jetted tub
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
  • synagogues
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • gambling casinos
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • golf
  • hiking
  • kayaking
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Huge game room,, short walk to charming harbor and village center, shops, restaurants, kayaking, sailing, public beach near by, frequent train service to New York City, walk to train station, timeless village center used in Hollywood movies, pets with permission, Yacht Club, Hunt Club, Country Club, Fitness Center, squash


5/5 -
(1 traveler reviews)

100% Complete
0% Complete
0% Complete
0% Complete
0% Complete
Large Sea Captain's Estate in Historic Southport Village
average rating of 5.0 based on 1 reviews

Dale, thanks very much for a wonderful stay. Thanks, J&J

  • 5 of 5

Wonderful stay.

  • Submitted: Sep 19, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0


Nearest Airport
55 Miles
LaGuardia or JFK or Newark (New York City area)
Nearest Barpub
0.5 Miles
Horshoe Cafe or The Artisan or Paci or Grey Goose
Nearest Golf
1 Miles
Country Club of Fairfield or Smith Richardson (7)
Nearest Train
0.5 Miles
Metro North Station in Southport (to New York)
Nearest Motorway
1 Miles
I95 to New York or north towards Boston
Nearest Restaurant
0.5 Miles
Paci or The Artisan or Grey Goose
Nearest Ski
60 Miles
Nearest Beach
1 Miles
Southport Beach
Car: recommended

Southport is a picturesque historic village with easy walking to its beautiful harbor overlooking Long Island Sound, as well as to the train station with service to NYC, churches, bars, restaurants, parks, shops and a sandy beach.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee - per week $350
Refundable damage deposit $4,000

Minimum rental period is one week.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

You might like these similar properties