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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Southold, 11971, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
Pet FriendlyPet Friendly
TVTV
ViewView
Ocean ViewOcean View
Balcony/TerraceBalcony/Terrace
OceanfrontOceanfront
Security/SafetySecurity/Safety
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
FireplaceFireplace
Barbecue/Outdoor CookingBarbecue/Outdoor Cooking
Child FriendlyChild Friendly
HeatingHeating
InternetInternet
KitchenKitchen
LaundryLaundry

Facility Overview

Air ConditionerAir Conditioner
  • Air conditioningAir conditioning
  • HeatingHeating
BathroomsBathrooms
  • Toilet paperToilet paper
  • SoapSoap
  • Bathtub or showerBathtub or shower
  • ShampooShampoo
  • Towels providedTowels provided
  • 1 bathroom1 bathroom
  • Hair dryerHair dryer
BedroomBedroom
  • Bed sheets providedBed sheets provided
  • 2 bedrooms2 bedrooms
  • Dining tableDining table
  • Dining roomDining room
  • Wood stoveWood stove
  • FireplaceFireplace
KitchenKitchen
  • OvenOven
  • Cookware/dishes/utensilsCookware/dishes/utensils
  • StovetopStovetop
  • DishwasherDishwasher
  • Coffee/tea makerCoffee/tea maker
  • RefrigeratorRefrigerator
  • Lobster/crab potLobster/crab pot
  • MicrowaveMicrowave
  • Paper towelsPaper towels
LaundryLaundry
  • Washing machine and dryerWashing machine and dryer
  • Near laundromatNear laundromat
  • Laundry facilitiesLaundry facilities
Ocean ViewOcean View
  • Beach sun loungersBeach sun loungers
  • Beach towelsBeach towels
ParkingParking
  • Onsite parkingOnsite parking
Pet FriendlyPet Friendly
  • Welcoming dogs onlyWelcoming dogs only
  • 3 total pets3 total pets
  • Pet friendlyPet friendly
  • Service animals exempt from feesService animals exempt from fees
AccessibilityAccessibility
  • No elevatorsNo elevators
  • Area rugs in public areasArea rugs in public areas
  • Hardwood flooring in public areasHardwood flooring in public areas
  • Smoke-free propertySmoke-free property
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
ActivitiesActivities
  • Birdwatching nearbyBirdwatching nearby
  • Hiking/biking trails nearbyHiking/biking trails nearby
  • Winery tours nearbyWinery tours nearby
  • Cycling nearbyCycling nearby
  • Swimming nearbySwimming nearby
  • Whale watching nearbyWhale watching nearby
  • Bicycle on siteBicycle on site
  • Jet skiing nearbyJet skiing nearby
  • Power boating nearbyPower boating nearby
  • Fitness facilities nearbyFitness facilities nearby
  • Water skiing nearbyWater skiing nearby
EntertainmentEntertainment
  • Smart TVSmart TV
  • BooksBooks
GeneralGeneral
  • Unit size: 1400 sq ft (130 sq m)Unit size: 1400 sq ft (130 sq m)
  • EnglishEnglish
  • SpanishSpanish
  • Near the seaNear the sea
  • In a villageIn a village
  • Near the bayNear the bay
  • Near a hospitalNear a hospital
  • Near outlet shoppingNear outlet shopping
Guest ServicesGuest Services
  • PlaygroundPlayground
  • Iron/ironing boardIron/ironing board
InternetInternet
  • Free WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)Free WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices)
OutdoorsOutdoors
  • Outdoor furnitureOutdoor furniture
  • Barbecue grillBarbecue grill
  • PatioPatio
  • GardenGarden
Security/SafetySecurity/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Deadbolt lockDeadbolt lock
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kitFirst aid kit
  • Fire extinguisherFire extinguisher

Policies

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.
Event Policy
Event Policy
No events allowed
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
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

Reviews

Laura B.
May 10, 2026 12:35:51 AM
Review Score:   10
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!
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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 At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.

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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