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Charming Cottage

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Plenty of backyard seating. Your pups will have so much fun in the backyard!
Cottage is steps from a sliver of the beautiful Peconic Bay.
Front yard
Hammock, grill & large picnic table in the backyard.
Property grounds

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 41400 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace
  • Pet-friendly
  • Barbecue grill

Explore the area

View in a map
Southold, NY
  • Sparkling Pointe
    ‪2 min drive‬
  • Croteaux Vineyards
    ‪4 min drive‬
  • Raphael Winery
    ‪6 min drive‬
  • New Haven, CT (HVN-Tweed - New Haven Regional)

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Bathtub · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Charming Cottage

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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Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 3 total)
As per insurance policy, no PitBulls or Pitmix
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Return the keys
Key in the turtle please 🙏
Failure to complete these may result in a negative review from the host.
No parties. No cigarettes. Must not flush anything but toilet paper. Tampering with cameras will not be tolerated, you will be asked to leave.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Southold

Located in Southold, this cottage is by the sea. Horton Point Park and Greenport Carousel are local landmarks, and some of the area's attractions include Railroad Museum of Long Island and East End Seaport Maritime Museum. 8 Hands Farm and Norman E. Klipp Marine Park are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Cottages in SoutholdOpens in a new window
Map
Southold, NY

What's nearby

  • Sparkling Pointe - 2 min drive - 2.2 km
  • Croteaux Vineyards - 4 min drive - 3.2 km
  • Raphael Winery - 6 min drive - 5.3 km
  • Pindar Vineyards - 6 min drive - 5.7 km
  • Sunset Beach - 31 min drive - 11.9 km

Getting around

  • Southold Station - 6 min walk
  • East Hampton, NY (HTO) - 72 min drive

Restaurants

  • ‪Senor Taco - ‬18 min walk
  • ‪Dunkin' - ‬8 min walk
  • ‪Michelangelo's - ‬8 min walk
  • ‪Little Fish - ‬5 min drive
  • ‪The Halyard - ‬6 min drive

Frequently asked questions

Is Charming Cottage pet-friendly?

Yes, this property allows dogs (limit 3 total).

What time is check-in at Charming Cottage?

Check-in begins at 3:00 PM.

What time is check-out at Charming Cottage?

Checkout is at 11:00 AM.

Where is Charming Cottage located?

Situated by the sea, this cottage is within 2 miles (3 km) of The Old Field Vineyards, Sparkling Pointe and Mattebella Vineyards. Croteaux Vineyards and Horton Point Park are also within 3 miles (5 km). Southold Station is 6 minutes by foot.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 29 reviews
Rating 8 - Good. 2 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic getaway. We always stay here if we can.
Stayed 2 nights in Aug 2025

10/10 Excellent

Joline M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything we hoped for and more! Relaxing, great location, wonderful host.
Stayed 5 nights in Jul 2025

10/10 Excellent

Julia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 2 nights in Aug 2025

10/10 Excellent

Laura Lee B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Aug 2025

10/10 Excellent

Dena O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Jul 2025

10/10 Excellent

Catherine P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful host and property! The backyard is spacious, and the home is truly charming. The space definitely exceed expectations!
Stayed 2 nights in Jun 2025

10/10 Excellent

Melissa I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paws approved!

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!
Stayed 2 nights in May 2025

10/10 Excellent

Natalie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property and host!

Such a cute property and excellent location! We can’t wait to stay again.
Stayed 2 nights in Mar 2024

10/10 Excellent

sean r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

Great location. Walking distance to town and secluded back yard. Look forward to staying there again.
Stayed 4 nights in Sep 2024

10/10 Excellent

Nancy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get together

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.
Stayed 3 nights in Mar 2025

10/10 Excellent

Maria M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Cottage on the North Fork

The house was beautiful, clean and comfortable. We enjoyed our stay very much. Erin is a great host who was easy to reach.
Stayed 2 nights in Sep 2024

10/10 Excellent

Bernadette L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage,

Wonderful experience. Cottage was perfect in every way.
Stayed 2 nights in Feb 2023

8/10 Good

Laura L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exactly what we needed!

Everything was great! Easy to find, clean, and had everything we needed. The host communicated well and we had no issues with anything. Would stay again!
Stayed 2 nights in Jun 2023

10/10 Excellent

Ann C., Barnegat Light, NJ, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

North Fork getaway

Perfect little cabin for a few days of chill time with our pups. The cabin is cozy and well appointed and very close to town. The backyard was a treat to relax in and have the dogs run around. We would absolutely love to come and stay again. Thank you!
Stayed 3 nights in Mar 2024

10/10 Excellent

James R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cottage in the north fork!

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
Stayed 3 nights in May 2024

8/10 Good

Geoffrey A.

Liked: Cleanliness, check-in, communication, location

Calming brief stay

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.
Stayed 2 nights in Aug 2024

10/10 Excellent

Nina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great hideaway in the heart of Southold

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.
Stayed 2 nights in Aug 2024

10/10 Excellent

Dana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

North Fork Oasis

We love this house and have rented with Erin on multiple occasions. We love the house, fenced yard for our pup, screened porch and the location. It’s just a special place. So much so, ideally we’d like to keep it as secret as possible… ha! So charming, inside and out. We are already looking forward to our next visit.
Stayed 2 nights in Jun 2023

10/10 Excellent

Amanda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful stay in Southold

We enjoyed two nights at Erin’s cottage in February 2024. The house was beautiful and unique and Erin had everything provided as promised and more. She also has a huge fenced in yard for dogs to run around in and that was the cherry on top! We could walk into town and there were wineries all around the area. Beautiful spot she has there, I would definitely go back!
Stayed 2 nights in Feb 2024

10/10 Excellent

Candace B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy cabin

The house was spotless and the hosts extremely accommodating. It snowed and there was a winter festival in town. We had a lovely time sitting by the fireplace and watching the deer. Our dogs had the run of the backyard which was fenced in and large. We have a Vrbo and have stayed in many. This was one of the best!
Stayed 2 nights in Feb 2024

10/10 Excellent

kristen k.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect North Fork retreat

We frequent the North Fork to escape from Manhattan and this was by far our most enjoyable stay. This house was perfect! So cozy, comfy, well appointed and so perfectly designed. It had everything we needed - a huge yard for our pups to roam, a perfectly stocked kitchen and an awesome little fireplace. The host was fab and went the extra mile to leave us snacks and drinks. She was incredibly responsive and just a delight to work with. We can’t wait to come back. We’re excited to spend a summer weekend here and enjoy the beautiful screened in porch.
Stayed 2 nights in Dec 2022

10/10 Excellent

Joanna R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

North Fork Bliss

My family has been coming to the north fork for years. This is the first property I’ve stayed at that had a fully fenced in yard for my dog. Not only is the house perfect and fully stocked with everything (and more) that you could possibly need and want, but the yard is HUGE and beautiful. My dog was in heaven. The home is also just a short walk to downtown Southold. I highly recommend Erin’s home and I hope to return in the future. She was such a gracious host and even left us snacks and beverages. We could not have asked for a better stay.
Stayed 4 nights in Jul 2023

10/10 Excellent

Piper & Andy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A lovely time at Erin's lovely place!

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!
Stayed 2 nights in Jun 2024

10/10 Excellent

Piper & Andy W., Brooklyn, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely time at this lovely spot!

We enjoyed three delightful days at Erin’s cottage! Felt more like a cozy cabin in the quiet woods - though it’s only a couple of minutes from downtown Southold - with its stylish woodwork, cool furnishings, and sweet fireplace. We were lucky to have snow during our stay, so we really loved the views out of the many windows and French doors. The little house is nicely laid out, with good beds and a handsome bathroom with good water pressure and excellent towels. We cooked many meals in the well-equipped kitchen - the whole place is outfitted with tasteful and user-friendly details. Erin was such a thoughtful host, very sweet and easy to deal with. We can’t wait to return as often as we can, and in warmer weather, to get to enjoy the pretty sun porch and nice big yard!
Stayed 2 nights in Jan 2024

10/10 Excellent

Liz G., Long Island, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

From check in to check out, our stay was perfect. All you needed was supplied, a snack basket and beverages in the fridge. Secluded for privacy, large fenced in yard that gave me peace of mind knowing my dog could roam free and stay safe. Dog bowl, doggie bags, and ball to play outside with were all provided. Cozy and relaxing, fully functioning kitchen. Clean and organized. The fireplace really brought the cabin feel to our stay. The owner was easy to do business with, kind and courteous. I would recommend renting this location, especially if traveling with your dog.
Stayed 2 nights in Jan 2023

About the host

Hosted by Erin Leigh Streeter

Host profile image
Welcome to my cozy cottage. I am a plant based chef, animal lover of all kinds, jazz enthusiast, art & design junkie, love sharing my home with others!

Why they chose this property

Property sits in the heart of The NorthFork on the East End of Long Island, surrounded by 48 vineyards, countless farms, gorgeous beaches & amazing culinary delights. Walk to the charming Town of Southold, bike to the beaches, vineyards & farms. Cottage is super cozy, all high end amenities. Bring your pups! The huge backyard is completely fenced in. Dogs love it here :).

What makes this property unique

Within walking, biking distance to all that the NorthFork has to offer. And we are super doggie friendly!!

Languages:

English, Spanish

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