Charming Cottage | Cottage in Southold, NY

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

Best-rates for the Charming Cottage starts from $474 per night with includes Ocean View, Bedding/Linens, Internet, Laundry, Oceanfront, Wellness Facilities, Barbecue/Outdoor Cooking, Kitchen, Parking, Pet Friendly, Security/Safety, Child Friendly, Air Conditioner, View, Balcony/Terrace, Fireplace/Heating, TV with all other facilities. Casai matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

10.0 (35 Reviews) | Pet Friendly 2 Bedrooms 1 Bathroom 4 Guests

2 Bedroom Cottage with Kitchen, Parking and Security

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 Parking, Pet Friendly, Security/Safety, among other amenities. This Cottage features Parking, Pet Friendly, Security/Safety, 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.

Southold, 11971, USA

Amenities

Air Conditioner

Parking

Pet Friendly

View

Ocean View

Balcony/Terrace

Oceanfront

Security/Safety

Bedding/Linens

Wellness Facilities

Fireplace/Heating

Barbecue/Outdoor Cooking

Child Friendly

Internet

Kitchen

Laundry

Facility Overview

Air Conditioner

Heating

Air conditioning

Bathrooms

Hair dryer

Towels provided

Shampoo

Soap

1 bathroom

Bathtub or shower

Toilet paper

Bedroom

2 bedrooms

Bed sheets provided

Dining table

Living room

Wood stove

Dining room

Fireplace

Kitchen

Refrigerator

Coffee grinder

Microwave

Stovetop

Lobster/crab pot

Oven

Cookware/dishes/utensils

Spices

Dishwasher

Laundry

Near laundromat

Laundry facilities

Washing machine and dryer

Ocean view

Beach sun loungers

Beach towels

Parking

Onsite parking

Pet Friendly

Welcoming dogs only

Pet friendly

3 total pets

Accessibility

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.

Area rugs in public areas

Smoke-free property

No elevators

Activities

Snorkeling nearby

Swimming nearby

Wildlife and game walks nearby

Scuba diving nearby

Whale watching nearby

Surfing/body boarding nearby

Jet skiing nearby

Fitness facilities nearby

Golf nearby

Bicycle on site

Winery tours nearby

Entertainment

Smart TV

Books

General

Unit size: 1400 sq ft (130 sq m)

Spanish

English

Near outlet shopping

Near the bay

Near the sea

In a village

Near a hospital

Guest Services

Playground

Iron/ironing board

Internet

Free WiFi

Outdoors

Patio

Barbecue grill

Outdoor furniture

Garden

Security/Safety

Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)

Smoke detector installed (host has indicated there is a smoke detector on the property)

Deadbolt lock

First aid kit

Fire extinguisher

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.

Event Policy

No events allowed

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 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 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

Jason K.

Nov 19, 2025 11:37:47 PM

Review Score: 10

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

See All Reviews

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 $474 per night with includes Ocean View, Bedding/Linens, Internet, Laundry, Oceanfront, Wellness Facilities, Barbecue/Outdoor Cooking, Kitchen, Parking, Pet Friendly, Security/Safety, Child Friendly, Air Conditioner, View, Balcony/Terrace, Fireplace/Heating, TV with all other facilities. Casai matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

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.

Check Cottage Availability

Nightly rates from:

US $474