Charming Cottage

Southold, New York
$474 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 4

Max Sleeps

Night 2 nights

Min Stay

Charming cozy cottage located in the heart of the Northfork, East End of Long Island. Come explore the beautiful vineyards, farms & beaches, all within minutes from the home. Cottage is steps from the Town of Southold which offers excellent restaurants, cafes & adorable boutiques. Property sits on an acre & a half overlooking a sliver of the Peconic Bay. Located off a dirt road for the ultimate in privacy. Backyard is completely fenced in for the safety of your pup. All pups welcome! This home is impeccably maintained with high end furnishings, fully stocked chefs kitchen & luxurious linens. Bedrooms have blackout shutters for sleeping in late. Backyard has a Weber grill, hammock & outdoor furniture. And the evening star gazing is incredible. The enclosed front porch overlooks a sliver of the Bay, offering super comfy furniture for those lazy days, sipping coffee, reading your book. Cottage has a funky, cozy vibe, super relaxing. Start making your memories at this gem of a property! Welcome :)

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    3 Total Pets Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1400 Sq Ft (130 Sq M)
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Outdoor Furniture Patio
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Bicycle On Site Fitness Facilities Nearby Golf Nearby Hiking Nearby Horse Riding Nearby Kayaking Nearby Power Boating Nearby Snorkeling Nearby Swimming Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In A Village Near A Hospital Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Jason K.

    Submitted Nov 19, 2025

    Stayed Nov 7, 2025

    Erin made everything very easy and the cottage was perfect for a weekend getaway.

  • Jim M.

    Submitted Oct 5, 2025

    Stayed Oct 2, 2025

    We had a great time. Beautiful and clean home in an excellent location.

  • Margaret B.

    Submitted Sep 21, 2025

    Stayed Sep 19, 2025

    Beautiful cottage in an idyllic setting. This home far exceeded our expectations. Host was wonderful and thoughtful. Highly recommend this lovely home.

  • Felix A.

    Submitted Sep 6, 2025

    Stayed Sep 1, 2025

    The cottage is exactly as described. Great location and it was fully stocked with what ever you need. We had a great time and will plan on return to this great cottage again. Felix

  • Julia M.

    Submitted Sep 3, 2025

    Stayed Aug 8, 2025

    Erin was a great host! The cottage was clean and she had everything prepared for us. There were even snack and beer with a cold glass ready in the fridge! I’d highly recommend staying here!

  • Submitted Aug 23, 2025

    Stayed Aug 17, 2025

    Fantastic getaway. We always stay here if we can.

  • Laura Lee B.

    Submitted Aug 20, 2025

    Stayed Aug 15, 2025

    We loved our stay at Erin's Charming Cottage! It was beautifully decorated, the kitchen was well stocked and the beds were very comfortable. The screen porch was an absolute highlight and where we enjoyed all our meals. The yard was lush and secluded, yet only a short walk to town and to the small local marina. Erin was a proactive and informative host, and we'd love to return another time to enjoy her hospitality and lovely cottage.

  • Joline M.

    Submitted Aug 20, 2025

    Stayed Jul 21, 2025

    Everything we hoped for and more! Relaxing, great location, wonderful host.

  • Dena O.

    Submitted Aug 7, 2025

    Stayed Jul 30, 2025

    This house and property was beautiful, clean, and well maintained! The check-in was easy and homeowner was very communicative. My dog loved the huge and safely enclosed yard! The neighborhood is cute and there are numerous walkable places to eat as well as a number of farm stands on the way east from NYC.

  • Catherine P.

    Submitted Jun 8, 2025

    Stayed Jun 6, 2025

    Wonderful host and property! The backyard is spacious, and the home is truly charming. The space definitely exceed expectations!

  • Melissa I.

    Submitted May 5, 2025

    Stayed May 2, 2025

    Such a lovely cottage — cozy, clean, and perfectly located for a relaxing getaway. The host, Erin, was responsive, and made everything super easy. We, especially our pups, had a great stay and that is definitely why we returned will come back!

  • Nancy B.

    Submitted Mar 23, 2025

    Stayed Mar 20, 2025

    Family reunion for a relative’s 90th birthday party in Southold. It’s the second time we enjoyed this cottage and I was not disappointed. Comfortable, nicely appointed, convenient and private. Perfect for us.

  • Jim M.

    Submitted Oct 7, 2024

    Stayed Oct 3, 2024

    Stayed at this beautiful cottage for the second time. Perfect location for traveling around the North and South Fork. The Cottage is immaculately kept and the Host, Erin is extremely nice. Highly recommend it.

  • Maria M.

    Submitted Sep 19, 2024

    Stayed Sep 13, 2024

    The house was beautiful, clean and comfortable. We enjoyed our stay very much. Erin is a great host who was easy to reach.

  • sean r.

    Submitted Sep 16, 2024

    Stayed Sep 9, 2024

    Great location. Walking distance to town and secluded back yard. Look forward to staying there again.

  • Geoffrey A.

    Submitted Sep 2, 2024

    Stayed Aug 28, 2024

    We loved this cottage. The owners have done a great job at making your stay very comfortable. When we arrived it was hot and humid but the AC was on and made a huge difference. Kitchen was well stocked for cooking with all equipment available. Only disappointment was we thought it was on the water and it’s not.

  • Nina C.

    Submitted Aug 14, 2024

    Stayed Aug 2, 2024

    I loved this cottage! So clean and comfortable. Everything was provided to make it seamless, nice towels, soft sheets, even the air was on when we arrived. The yard was ideal for my dog to run around in, the fencing is great! I just felt so immediately at home and was happy with just about everything. Will definitely come back if I’m on the North Fork again.

  • Piper & Andy W.

    Submitted Jun 24, 2024

    Stayed Jun 19, 2024

    This was our third stay at this sweet house, and everything was delightful. This time we had perfect summer weather, so we enjoyed the beautiful sunporch, the shady hammock, and all the bird and squirrel activity in the huge yard. The lush landscaping really gives that nice feeling of peaceful privacy. The open kitchen is well-stocked with handsome plates, good pans, and all the utensils and gadgets anyone could need for fixing nice meals. We also did a lot of outdoor cooking on the excellent grill. Erin is the most thoughtful host - there's always a nicely curated little assortment of cold drinks and fun snacks as a sweet welcome. Comfortable beds and excellent water pressure, too. This is our favorite go-to spot when visiting family on the North Fork. We can't wait to return!

  • James R.

    Submitted Jun 9, 2024

    Stayed May 30, 2024

    Cottage is great - exactly as described and probably even better. Erin was a wonderful host and had a lot of nice touches in the space to make it a cozy weekend. The backyard is large and fully fenced in which our little dog loved. Location is a short drive to many great wineries. Highly recommend a stay with a few close friends

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Total

Includes taxes and fees
$474+
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