
Holiday rentals in Winton
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Top-rated holiday rentals in Winton
Guests agree: these stays are highly rated for location, cleanliness and more.

Llewellyn Cottage, a private waterfront residence
The Llewellyn Cottage guests have exclusive use of a private waterfront home on the Perquimans River Hertford NC water access 48/32 " TV's cable/internet FireStick board games TV wine/beer frig single cup coffee maker modern kitchen screened porch, firepit by the water, king bed downstairs w/ shower , 2 queen beds upstairs w/ jetted bath tub only, gas grill, skiing, fishing spectacular sunsets Firewood propane provided Private gate parking for 3 autos w/ whole house emergency generator

The Pine House
Welcome to The Pine House, a serene retreat surrounded by pine trees in Ahoskie. Nestled in a quiet, well-located neighborhood, The Pine House blends tranquility with convenience. Enjoy slow mornings, peaceful evenings, and the soothing atmosphere of nature all around you, while still being just minutes from local shops, dining, and only 5 minutes from Roanoke-Chowan Hospital. Perfect for guests seeking rest and relaxation, The Pine House is a place to unwind, breathe deeply, and feel at home.

The Bungalowe at 622
This beautiful home is located in the heart of Ahoskie. You are minutes from the hospital, several restaurants, shopping/grocery stores, local churches, and the local fire & police departments. Come enjoy our newly renovated home with family or co-workers. We highly recommend Beechwood Country Club. It is a beautiful public Golf Course and Restaurant located just outside of Ahoskie. Toilet paper, paper towels, soap, coffee, waters, salt & pepper, and welcome snack provided.

Radiant Rest Farmhouse
Situated on a century-old family farm, this charming farmhouse has everything you need and nothing you don’t. Unplug, rest & recharge, enjoy the large back yard with the horizon of wide-open fields surrounding, and the stars above at night. Come & slow down, enjoy your coffee on the porch, watch the sun rise & set, and find out what a visit to the farm can do for you! Just outside of town and close to Chowan University, a perfect balance of quiet and convenience.

The Lodge at 804
This home is located in a quiet neighborhood within the city limits of Ahoskie. Grocery stores and dining are within 2 blocks.The backyard has an enclosed 6 foot solid privacy fence with chairs/ fire pit for relaxation and enjoyment. The surrounding streets have minimal traffic and are suitable for leisure walks. This home is a must see! Come feel the comfort and the convenience and enjoy having the ENTIRE home to yourself and your family or co-workers.

No Say Left Farm
Down a 1-mile gravel road, you’ll find peace, seclusion, and satisfaction. In this spacious 4 bedroom, 3 bathroom, 9-person-everyone gets a bed home, you can work remotely, take long walks in the country, and within a mile be at extraordinary river boat launches or hunting grounds. A great getaway, family reunion, or otherwise. The darkness is perfect for stargazing, and you'll enjoy drives down country roads. Peace and quiet at No Say!

Ginny’s River House
* this listing has a studio apartment in the garage that can be rented simultaneously for a larger group! Come escape to the beautiful shores of the Chowan River. Named after my late grandmother who showed us the gift of hospitality. Our home is nestled on the bank with a beautiful view of the Chowan River. Gorgeous views at sunrise, sunset, and all day long. Enjoy canoeing, swimming, fishing on the peaceful river.

DOME SWEET DOME
The Dome is located in the woods near a fence line that overlooks a timed wildlife feeder - you can set back and relax while watching animals come up during certain times of the day and eat (Wild Boar/Deer/Turkey/Squirrels and who knows what else - located near Merchants Millpond State Park - Great Dismal Swamp and an hour from OBX -

Smith’s Cottage
Newly 2-bedroom cozy cottage just 2 miles off of interstate 95. This little hidden gem is surrounded by farm/wood land; while sitting on the porch sipping coffee you just might see the deer grazing in the yard! Enjoy time by the firepit right out the back door an on a clear night or any night you can star glaze the night away!!

Harrellsville Hut has access to river & game lands
Located on the Chowan River next to Game Lands in Hertford County, NC less than 50 miles from Suffolk VA. Secluded with access to a boat ramp. Now has Internet.. Place is almost new, central air and heating. Has a king bed in one bedroom, a twin in the other. Couch is spacious enough to sleep one comfortably

Cozy in a Small Town
This one-bedroom apartment is centrally located in Ahoskie – just one block from Vidant Roanoke-Chowan Hospital and a mile from the Wellness Center, shopping, and local coffee shops. Let yourself in easily with a secure keybox and enjoy a quiet, cozy home base for work or rest.

Bennett's Creek Guest House
Bennett's Creek Guest House offers spacious, comfortable accommodations in a quiet neighborhood. Two bedrooms with queen beds for up to 4 people. Convenient to shopping, restaurants and sight-seeing in neighboring areas. Country living at its best!
Popular amenities for Winton holiday rentals
Other great holiday rentals in Winton

The Fairway House 3 Bedroom on Golf Course

Exquisite home away from home

Jordan's Retreat | Riverfront | Beach | Pets

Cozy two Bedroom

Quaint home near the waterfront.

Cozy Country Living Space 2mi Outside City Limits

River house on the Chowan

Lilly's River Retreat on the beautiful Chowan
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