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Charming Cottage | Cottage in Southold

10.0 (24 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  4 Guests  Stay&Play
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, Pet Friendly, TV, among other amenities. This Cottage features Air Conditioner, Pet Friendly, TV, to make your stay a comfortable one.

Charming Cottage has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, 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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Unique Amenities

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

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 21
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome.
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
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 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
 
Southold, 11971, United States

What Our Guests say 500 + Reviews

Mar 24, 2025 12:53:43 AM
Summary: 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.
Nancy B. Nancy B.
Oct 7, 2024 11:11:38 PM
Summary: 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.
Jim M. Jim M.
Sep 19, 2024 07:28:57 PM
Summary: The house was beautiful, clean and comfortable. We enjoyed our stay very much. Erin is a great host who was easy to reach.
Maria M. Maria M.
Sep 17, 2024 01:52:02 AM
Summary: Great location. Walking distance to town and secluded back yard. Look forward to staying there again.
sean r. sean r.
Sep 2, 2024 08:14:06 PM
Summary: 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.
Geoffrey A. Geoffrey A.
Aug 14, 2024 09:33:13 AM
Summary: 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.
Nina C. Nina C.
Jun 25, 2024 02:26:22 AM
Summary: 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!
Piper & Andy W. Piper & Andy W.
Jun 10, 2024 05:38:18 AM
Summary: 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
James R. James R.
Apr 1, 2024 01:53:11 AM
Summary: Such a cute property and excellent location! We can’t wait to stay again.
Natalie T. Natalie T.
Mar 7, 2024 05:00:17 AM
Summary: 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!
Ann C. Ann C.

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 $468 per night with includes Kitchen, Security/Safety, Wellness Facilities, Fireplace/Heating, Laundry, View, Bedding/Linens, Air Conditioner, Pet Friendly, TV, Parking, Ocean View, Balcony/Terrace, Oceanfront, Barbecue/Outdoor Cooking, Child Friendly, Internet StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

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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