Charming Cottage | Cottage in Southold

10.0 (37 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  4 Guests
Southold Cottage | Charming Cottage

2 Bedroom Cottage in Southold

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 :)

Charming Cottage is located in Southold. Charming Cottage provides accommodation, featuring Air Conditioner, Parking, Pet Friendly, among other amenities. This Cottage features Air Conditioner, Parking, Pet Friendly, to make your stay a comfortable one.

Charming Cottage has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Southold has interesting places to visit. If you want to learn more about the Cottage in Southold, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Heating
  • Internet
  • Kitchen
  • Laundry

Policies

Event Policy
Event Policy No events allowed
Check-in
Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 21
Check-out
Check-out Check-out before 11:00 am contactless check-out available
Child Policy
Child Policy Children are welcome.
Pet Policy
Pet Policy 3 total pets note from host: as per insurance policy, no pitbulls or pitmix pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking Policy Smoking is not permitted
Other Policy
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

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Reviews

Laura B. May 10, 2026 12:35:51 AM
Summary: What a great stay! The owner made it so easy. Comfortable, clean, quiet, pet friendly, awesome location. Everything you want in a good VBRO listing. Will visit again soon!
Beth D. Apr 29, 2026 05:43:21 AM
Summary: We had a fantastic stay at this property and would absolutely recommend it to anyone looking for a relaxing getaway. The home itself is beautiful, well-maintained, and exactly as described, if not better. It was incredibly comfortable, with thoughtful touches throughout that made it feel welcoming and easy to settle into right away.The location couldn’t have been better. Convenient to everything we needed while still offering a peaceful and enjoyable atmosphere. Whether you’re looking to explore the area or simply unwind, it’s perfectly situated.The host was outstanding, responsive, friendly, and genuinely committed to making sure our stay was seamless. Communication was clear and timely, and they went above and beyond to ensure we had everything we needed.Overall, this was a wonderful experience from start to finish. We would happily stay here again and highly recommend it to others looking for a memorable and stress-free stay.
Natalie T. Mar 30, 2026 03:27:24 AM
Summary: We are returning guests to this property because of how beautiful it is and how great of a host Erin is! We will continue to come back and spend our weekend getaways here.
Jason K. Nov 19, 2025 11:37:47 PM
Summary: Erin made everything very easy and the cottage was perfect for a weekend getaway.
Jim M. Oct 6, 2025 06:48:15 AM
Summary: We had a great time. Beautiful and clean home in an excellent location.
Margaret B. Sep 21, 2025 11:06:47 PM
Summary: Beautiful cottage in an idyllic setting. This home far exceeded our expectations. Host was wonderful and thoughtful. Highly recommend this lovely home.
Felix A. Sep 6, 2025 08:56:21 AM
Summary: 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. Sep 3, 2025 11:30:00 PM
Summary: 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!
Aug 23, 2025 09:57:24 AM
Summary: Fantastic getaway. We always stay here if we can.
Laura Lee B. Aug 21, 2025 12:27:56 AM
Summary: 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.

FAQ's

Is this Charming Cottage pet-friendly for guests? 

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Charming Cottage have a swimming pool? 

No, this Charming Cottage does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Charming Cottage? 

Best-rates for the Charming Cottage starts from $522 per night with includes Air Conditioner, Parking, Pet Friendly, TV, View, Ocean View, Balcony/Terrace, Oceanfront, Security/Safety, Bedding/Linens, Wellness Facilities, Fireplace, Barbecue/Outdoor Cooking, Child Friendly, Heating, Internet, Kitchen, Laundry with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Charming Cottage a family-friendly place to stay? 

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Charming Cottage wheelchair accessible or offer services for disabled guests? 

Based on the information received from our partner, the Charming Cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Charming Cottage? 

Based on the information reported by the owner or manager, the Charming Cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Charming Cottage? 

Based on the information reported by the owner or manager, details for the cancellation policy for the Charming Cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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