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

5-star STEEP Discount - private home has been opened to public!

Bedrooms 3
Half Baths1
Space 2,800 sq. ft.
Property type house
Minimum Stay 14 nights


About the property

Stylish Custom Designed Home - Deeded Beach

Private home used by family except for a rare guest has now been opened for Rental Guests - extraordinary chance to have a 5-star experience at an unprecedented price. Our spacious sunny two-story three bedroom with chef's kitchen and deeded beach abounds with all the charms and thoughtful attention to detail that you want but rarely see available at this price point. Custom designed inside and out, this is a beautiful and unique property. There are beachy fun finds - the seafarer's chest is my favorite. Double height ceilings and exposed beams add to the architectural appeal and windows throughout the house, high and low, facing East, West, North and South, provide magnificent light and sun.

The bright living room, surrounded by tall windows with water views to the South, has two couches and three relaxing lounge chairs with a soft sisal rug underfoot, an unobtrusive, yet large, HD television with DirectTV, and a comfy bay window seat, looking out toward Peconic Bay (grab a throw blanket, arrange the pillows and settle in!). Also in the living room is a double-sided, floor-to-ceiling stone fireplace, open on the opposite side to the den, complete with the vintage desk from the old Principal's office and another window seat.

The two guest bedrooms on the first floor each have a Queen size bed, large dressers and closets, and share a full windowed bath and an additional half bath, powder room. One bedroom is dressed with coral, white and teal, the other in a nautical mix of blues and white. Each has their own roomy window seat - cuddle up with a good book or journal and enjoy the water views.

Take the curved Captain's staircase, salvaged from a ship in Maine, upstairs to the massive Master bedroom suite with its wall of windows facing South to the Bay, West and North. There is a California King bed with white and green accented linens, and an HD television, also with DirectTV, wrapped in tall bookcases brimming with great reads. The bedroom leads to an enormous windowed ensuite bath with double sinks, a soaking tub and a custom designed stone shower with dual shower heads. The large windowed dressing room and walk-in closet include two walls of hanging space, drawers and shelves, with a third wall dedicated to shoe storage.

The chef's eat-in kitchen has an industrial stove, stainless steel appliances, a television and is well-stocked with all the supplies a cook could hope for, making entertaining indoors and out a dream. If you have special cooking tools you need please feel free to ask if they are provided. The kitchen island is constructed from barn wood, flamed and burnished to a high gloss finish with red and white stools surrounding it. The separate kitchen dining table is made of zinc and wood and seats 8-10.

Outdoors is equally special: the white sand bay beach is deep and wide, great for water sports such as paddle boarding, kayaking and, of course, swimming. It's located right across the street from the house, a short walk three houses down on a quiet country road. There is an estuary to the West making it ideal for undisturbed walks and shell hunting. Back at the house, there is an open sky pergola and brick terrace with outdoor lounge seating, an impressive custom made stone and wood table for 12+ with Mason jar candle holders hanging above, a stainless steel grill and a brick fire pit (great for s'mores!) surrounded by Adirondack chairs. The property is landscaped with an abundance of assiduous trees (and a rope hammock for rocking away an afternoon) and tall seagrass that catches the wind off the Bay and is a favorite haunt of Summer fireflies. Want to play a game of touch football? No problem. Volleyball, badminton? Set up the net! At night the house, pergola and seagrass are up-lit on all sides creating a magical backdrop for the starry sky (have you started those s'mores yet?).

DirectTV and Wifi provided. Movies on demand are available. Concierge services, paddle board, kayak, bicycle and boat rentals, boat tours and fridge and pantry stocking are available on request - please contact me for details. We take pride in maintaining our guest house and providing the thoughtfulness one expects in a high-end property.

Our Town has instituted a new 14-night minimum reservation requirement for vacation homes. This applies to Cutchogue and all the Villages in Southold.

Come for an idyllic escape on the beautiful North Fork. With its vineyards, your private beach, farm stands galore and wonderful mix of exceptional restaurants it is a very special place to be.

More Details

Jennie Holman
Member since: 2015
Speaks: english, german
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 15, 2017

What makes this house unique

I live 5 minutes away from the beach house so you get personalized service, readily available and delighted to help. Concierge service and fridge and pantry stocking are also available - if interested, please contact me for details.


Cutchogue House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 2800 sq. ft.
House Rules:
  • Check-in: Flexible / Check-out: Flexible
  • Max. occupancy: 6
  • pets considered
  • children welcome
  • non smoking only
Location Type:
  • Beachfront
  • Golf Course View
  • Water View
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 16 people
  • 2 Bathrooms
  • 1 Half Bath
  • Master Bathroom - toilet , tub , shower , Second floor Master bath ensuite to Master bedroom
    Guest Bathroom 1 - toilet , shower , Downstairs, full bath with custom stone shower
    Guest Bathroom 2 - toilet , First floor powder room
  • 3 Bedrooms, Sleeps 6
  • Master Bedroom - 1 king , California King size bed
    Blue bedroom 3 - 1 queen
    Coral Bedroom 2 - 1 queen
  • Books
  • Games ...
  • Satellite / Cable
  • Television
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill
  • Water Sports Gear ...
  • Long-term Renters Welcome
  • wheelchair inaccessible
Onsite Services:
  • Concierge
  • Massage
  • autumn foliage
  • bay/sound
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • synagogues
  • water parks
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf privileges optional
  • hiking
  • hunting
  • jet skiing
  • roller blading
  • sailing
  • snorkeling
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing


5/5 -
(5 traveler reviews)

100% Complete
0% Complete
0% Complete
0% Complete
0% Complete
5-star STEEP Discount - private home has been opened to public!
average rating of 5.0 based on 5 reviews

Be ready to relax!

  • 5 of 5

My family of six had an incredible vacation this summer and much of it had to do with not only the beauty of the home, but the astuteness of its owners! There were no details missed in our stay and we had everything we needed even before we stepped through the door. The house itself has a very relaxed, yet finely crafted vibe. Especially beautiful details in wood- and metal- work, as well as ambient lighting give the home a modern, yet beach vibe. The appliance are all very high-end (said with some envy!) and the property itself is relaxing to enjoy out by the fire pit at night, or reading under the pergola in the morning. You are close enough to, not only the main road, but some bay side eateries as well, that walk-ability for teens and adults is doable. I am a runner, and had a perfect 4mi loop to look forward everyday that took me along the water and through vineyards. Lastly, if you happen to be a bathtub enthusiast, you will be over joyed at the gorgeous soaking tub in the master along with the sky-lit double shower. You pretty much feel like you're in a spa! Each bedroom is pretty and has a resort-like feel, and we were extremely comfortable as a big family. I would highly recommend this home to anyone that wants to be relaxed, pampered, and truly escape!

  • Submitted: Jul 18, 2016
  • Stayed: June 2016
  • Source: HomeAway
Did you find this review helpful?
0 0

Best vacation house to date!

  • 5 of 5

Absolutely gorgeous stay! Spotless, warm and welcoming home - beautiful outdoor space where we enjoyed dinners from the grill - steps from the beach and vineyards - we will be back! Thanks Jennie and Erwin!

  • Submitted: Aug 22, 2015
  • Stayed: April 2015
  • Source: HomeAway
Did you find this review helpful?
0 0
Manhasset, NY

Beautiful week on the Northfork!

  • 5 of 5

The house was lovely! It was clean, spacious and in a beautiful settting on a tree lined corner. Easily accessible to the beach and the stores. All correspondences regarding the house were courteous and quick! We look forward to returning soon!

  • Submitted: Aug 18, 2015
  • Stayed: August 2015
  • Source: HomeAway
Did you find this review helpful?
0 0
Long Island City

Fantastic family getaway

  • 5 of 5

The house and setting were beautiful, especially the professionally-equipped kitchen. Everything was clean and orderly and spacious.

Jennie, the property manager, was super friendly and helpful.

To my daughter's delight, we saw bunnies and deer in the yard every morning and night.

Great wine nearby and fresh fish from Braun just up the road.

Can't wait to return!

  • Submitted: Jul 28, 2015
  • Stayed: July 2015
  • Source: HomeAway
Did you find this review helpful?
0 0

Beautiful house, stunning location!

  • 5 of 5

I have stayed in this house for about 2 weeks and i totally loved it! The landlords were very nice and caring about us. Not only the house was wonderful but the location is stunning. You get the best of both worlds: The quit and relaxing beach and the little, vivid villages on the sea. Furthermore, especially my husband and I loved the wineries nearby. I can only recommend the house we stayed in because it is beautiful, big enough for 6 people and the location- as I already said- is perfect!

I think this vacation was one of our best vacations we ever had, because if there was any problem the landlords tried to help the best they could. Since we are from Austria we will not so soon visit America again but this vacation will always stay on our mind.

As you would say in German: Sehr schönes Haus- nur empfehlenswert!

  • Submitted: May 4, 2015
  • Stayed: March 2015
  • Source: HomeAway
Did you find this review helpful?
1 0


Nearest Airport
30 Miles
JFK and MacArthur Islip
Nearest Ferry
10 Miles
Greenport or Orient Point Ferries
Nearest Train
1 Miles
Mattituck and Hampton Jitney to Cutchogue
Nearest Motorway
15 Miles
Long Island Expressway
Nearest Beach
0.1 Miles
Private Peconic Bay Beach across the street


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $200
Pet Fee $100
Damage Deposit $1,000

An initial non-refundable deposit of 50% payment is paid at the time of booking and the balance paid no later than 30 days before the rental begins. You may pay by credit card through the website.

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

You might like these similar properties