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Charming Country Home sits on a 3-acre property in Bucolic Orient.

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Interior
Living area
Private kitchen
Food and drink
Coffee Bar

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Orient, NY
  • Place, Oysterponds Historical Society
    ‪16 min walk‬
  • Place, Truman's Beach
    ‪1 min drive‬
  • Place, Island's End Golf & Country Club
    ‪1 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪129 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Twin Beds

Bedroom 3

2 Twin Beds

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Charming Country Home sits on a 3-acre property in Bucolic Orient.

Rental Permit #1073
Our Little House on the Prairie home is located on the picturesque North Fork of Long Island in the peaceful hamlet of Orient with wildlife including deer, hawks, turkeys and rabbits. This quaint property offers a comfortable and cozy stay for guests with front and back covered patios, a Weber gas grill, patio furniture, fire table, central air conditioning, dishwasher, washer/dryer, Netflix, and WiFi. Less than 1 mile from both Sound and Bay beaches which have spectacular views. Home is located 3 miles from Orient State Beach, a 350 acre peninsula with 10 miles of beach front and the Cross Sound Ferry to Mohegan Sun, Foxwoods and Mystic Seaport, CT. 5 miles from the historic harbor village of Greenport featuring unique shops, & boutiques, delicious restaurants, ice cream shops, museum, movie theater, antique carousal, Island Ends Golf Course and the ferry to Shelter Island. Wineries & Breweries throughout the region open year-round for tours and tasting. Kontokosta Winery 4.5 miles from home. Locally grown fruit and vegetables at farm stands. Pickleball Court at Oyster Ponds School .3 miles from home.
Beautiful Fall weather for pumpkin and apple picking, hayrides, roasted corn, and mazes.
NO Cleaning Fees
Non-Shedding Hypoallergenic dogs allowed (limit one)
No cats allowed. No smoking or candle burning inside home
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 27
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 less than 50 lbs per pet (limit one pet total)
One hypo dog allowed No Cats allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

We should mention

This property does not have elevators
A car is required for transportation to and from this property

About the neighborhood

Orient

Located in Orient, this vacation home is in a rural area and near the beach. Oysterponds Historical Society and East End Seaport Maritime Museum are cultural highlights, and some of the area's landmarks include Camera Obscura and Greenport Carousel. Norman E. Klipp Marine Park and Railroad Museum of Long Island are also worth visiting. Motor boating, sailing, and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Vacation Homes in OrientOpens in a new window
Map
Orient, NY

What's nearby

  • Oysterponds Historical Society - 16 min walk - 1.4 km
  • Truman's Beach - 1 min drive - 1.8 km
  • Island's End Golf & Country Club - 1 min drive - 1.5 km
  • Kontokosta Winery - 6 min drive - 7.5 km
  • The Hamptons Beaches - 40 min drive - 18.3 km

Getting around

  • Southold Station - 15 min drive
  • East Hampton, NY (HTO) - 78 min drive

Restaurants

  • ‪Porto Bello - ‬8 min drive
  • ‪First And South - ‬9 min drive
  • ‪Aldo's - ‬10 min drive
  • ‪Duryea’s Orient Point - ‬5 min drive
  • ‪Crazy Beans - ‬9 min drive

Frequently asked questions

Is Charming Country Home sits on a 3-acre property in Bucolic Orient. pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Charming Country Home sits on a 3-acre property in Bucolic Orient.?

As of Mar 21, 2026, prices found for a 1-night stay for 2 adults at Charming Country Home sits on a 3-acre property in Bucolic Orient. on May 30, 2026 start from $556, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Country Home sits on a 3-acre property in Bucolic Orient.?

Check-in begins at 4:00 PM.

What time is check-out at Charming Country Home sits on a 3-acre property in Bucolic Orient.?

Check-out is at 11:00 AM.

Where is Charming Country Home sits on a 3-acre property in Bucolic Orient. located?

Situated near the beach, this vacation home is within 1 mi (2 km) of Oysterponds Historical Society and Island's End Golf & Country Club. Truman's Beach and Little Bay are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 94 out of 98 reviews
Rating 8 - Good. 4 out of 98 reviews
Rating 6 - Okay. 0 out of 98 reviews
Rating 4 - Poor. 0 out of 98 reviews
Rating 2 - Terrible. 0 out of 98 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Aayushi P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great staycation location!
Stayed 4 nights in Jul 2025
Verified

8/10 Good

mark h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We very much enjoyed our stay
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Robert A.

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

Great Weekend Retreat

Had a fantastic time at this property with my family, including two year old and infant. Nice and quiet neighborhood close to many local attracations.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Lotte P.

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

Great stay!

The house was clean, and located conveniently to Greenport, Southhold and beautiful beaches (where dogs are allowed). Highly recommend!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Bruce S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was just perfect for the four of us. Huge property with deer walking on the grounds sets a beautiful atmosphere of nature. House itself fully stocked for everything you need. Great A/C. Washer dryer, fully stocked kitchen. Orient location close to everything. Will definitely return soon.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Julie O.

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

Wonderful stay!

We had a wonderful stay at the farmhouse in Orient! Perfect location near the beach, farm stands, wineries and 5 minutes from Greenport. The house was just perfect and very comfortable. Highly recommend!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Elly K.

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

A magical forest wonderland

It was perfect in every way and we loved it! Highly recommend!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Hiba

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

Weekend getaway from the city

Lovely place, fully stocked, and Rosanne was very responsive to any questions we had. Definitely recommend
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Paul O.

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

Orient Point

Excellent house.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Matt C.

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

A slice of North Folk tranquility

The owner made it very comfortable for my guests from out of state. The home is adorable and the location is what we booked for. I would certainly book this one again. Thank you!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Steve M.

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

Wonderful Bucolic Setting

Amazing property. Loved the deers that visited every morning and early evening. Roseanne was a wonderful host that was very responsive. Would definitely stay again.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Kathy W.

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

Beautiful home in Orient, NY

Home is a short drive to beaches, restaurants, markets. We loved the large backyard with all the wildlife going by and using the BBQ grill to have dinner outside. Perfect relaxing long weekend stay! Rosanne is a great host.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

David S.

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

Perfect Weekend Stay for Wedding

Had an amazing time staying at this location with my family and our dog for a long weekend in September. We would definitely stay again next time we are out in the area. The house was exactly as described. We also enjoyed drinking our coffee while watching the deer grazing 100 feet away in the yard each morning.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

karen b.

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

Wonderful

The house was prefect just as shown.. My friends and I had a great time..Enjoying mornings and evening on the patio watching the deer...days exploring Long Isand wineries ... would definitely recommend a stay ..
Stayed 3 nights in Oct 2019
Verified

10/10 Excellent

ADRIENNE B.

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

Great property

Plenty of room for the four of us. Probably could’ve had a third couple easily. We really enjoyed this property. It had everything we needed, and the host was always available to communicate.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Deirdre F.

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

An incredible oasis

We absolutely loved our five-day stay. The house was clean and had everything we could need. There is incredible biking just outside the house, which is near great beaches and restaurants. We also had so much fun just sitting on the back porch watching the extraordinary wildlife pass by. We hope to come again soon!
Stayed 5 nights in Jun 2023
Verified

8/10 Good

neel b.

Liked: Cleanliness, location, listing accuracy

Cozy house in North Fork

House was clean and well setup for a summer trip to North Fork. Communication with host was a bit challenging however, resulting in some inconveniences during stay and misaligned expectations at check out.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Eileen S.

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

Fabulous!

Beautiful place. Beautiful spot. All around. It was the perfect place for a weekend with our pup. The bed was so comfortable and the kitchen was beautiful with everything we needed. What can I say? No doubt we’d come back any day!
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Sylke S.

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

A little bit of peace

I summered in Orient as a child and this stay was like going back in time. The bird life is wonderful, and deer and wild turkeys roamed the property in early dawn and at twilight. Nights were quiet and the days were peaceful, spent biking around the Orient hamlet, walking along Hallocks Pond and wondering the stone beaches. The house is sweet, clean, cozy with great hosts. Hope to return in the near future!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Lynn B.

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

Perfect spot for a relaxing getaway

This home was so welcoming - clean, bright, thoughtfully appointed with everything needed to make you instantly feel at home. The setting is lovely - from morning coffee on the patio overlooking the field with deer or turkeys in the distance to being able to see the Milky Way in the dark expanse over the field at night. It is only a short drive to restaurants, beaches,vineyards and farm stands. The kitchen is well-equipped to prepare local seafood and produce if you decide to eat in. The owner was a pleasure to communicate with. We thoroughly enjoyed our stay and would love to return one day.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Bob R.

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

Great North Fork Getaway

The house was a great fit for our family of four plus dog. It is set back from the road on a spacious property, which was often visited by deer. Inside, our favorite room was the kitchen because of the floor-to-ceiling windows and great view of the outdoors (including sunset). The living area was comfy for watching movies and reading. Upstairs, the three bedrooms were comfortable and nicely appointed. Quick access to Greenport and Orient Point. Would be happy to stay at this house again.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Susan B.

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

Leafy Green scene

Comfortable and welcoming spot in a neighborhood that is great for biking and walking! Lovely green view out the kitchen patio - but if you are very noise sensitive you should know that on the other side of the house nearby is Main Road and you can hear car traffic - as well as roosters next door so just set your expectations properly and enjoy!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Michael B.

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

Wonderful North Fork home

We (me, my wife, and our twin 3 year olds) just returned from Rosanne’s amazing North Fork home. The inside was beautiful, clean, and comfortable, but we ended up spending most of our time enjoying the property outside! The yard was huge - our boys loved exploring and running around, and we felt safe letting them do so. We enjoyed all meals in the well-appointed outdoor dining setup, and loved sitting by the fire table once it got dark. The location is incredibly serene, but convenient to everything North Fork has to offer. We have already discussed our next visit - this truly a gem of a home.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Tony P.

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

Quaint Getaway

Our family of 5 needed a long weekend away from the city. This was the perfect getaway. It's the cutest house with a beautiful open space, which is exactly what our kids needed to run around. Loved seeing deer and bunnies from the kitchen. The location of the house is close enough to Greenport or Orient Point Beach. The house size was perfect for us. It was well stocked (paper towels, K-cups, paper goods, enough pots/pans, etc.) Very convenient to have the grill outside and the fire pit is a nice touch. One thing that didn't work, but has nothing to do with the house or owner I think, is that the internet connection was poor. I had poor wireless connection on my phone and at night, we couldn't watch Netflix on the TV. Definitely recommend this place!!
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

nancy k.

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

Truly Unique

We truly enjoyed our stay at Rosanne’s “Little House on the Prairie” The views of nature from every room in this house are beautiful, very tranquil. The wildlife never disappointed us. The deer, turkeys and many birds seemed not to mind us at all! The home inside is spacious, warm, so clean and very well stocked. We hope to return again and often.
Stayed 5 nights in Sep 2022

About the host

Hosted by Rosanne

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English
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