Holiday rentals in Winton

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Top-rated holiday rentals in Winton

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Top guest favourite
A serene waterfront view showcases a lush garden with various flowering plants surrounding a meandering pathway. Two lounge chairs are positioned under a tree, offering a tranquil spot for relaxation. The calm water reflects the greenery, enhancing the peaceful atmosphere.
Home in Hertford
4.97 out of 5 average rating, 262 reviews

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

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Home in Ahoskie
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
A modern living space is illuminated by stylish light fixtures, featuring an open layout. A dining area with a wooden table and chairs is visible, while the lounge area is furnished with a comfortable sectional sofa and a coffee table. Large windows provide ample natural light.
Home in Ahoskie
4.95 out of 5 average rating, 75 reviews

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.

Top guest favourite
An aerial view showcases a farmhouse surrounded by vibrant fields of sunflowers, with expansive open land extending towards the horizon. A red barn is positioned nearby, complementing the natural scenery and tranquil atmosphere of the countryside.
Home in Murfreesboro
5 out of 5 average rating, 20 reviews

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.

Top guest favourite
A cozy living area showcases a comfortable sofa and armchair, complemented by a coffee table on a natural fiber rug. A fireplace with decorative accents is positioned beside a stylish lamp, creating a warm setting. The dining area is visible in the background.
Home in Ahoskie
4.99 out of 5 average rating, 201 reviews

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.

Top guest favourite
A welcoming entrance is featured, with warm light spilling from the windows of the home. Flower pots adorned with colorful blooms flank the front steps, complemented by a simple wooden railing leading to the door.
Home in Cofield
4.97 out of 5 average rating, 64 reviews

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!

Guest favourite
A serene bedroom setting features a spacious bed dressed in light linens, complemented by two bedside lamps on wooden nightstands. A wooden bench rests at the foot of the bed. Natural light fills the room through large windows, adding warmth to the neutral tones.
Home in Edenton
4.87 out of 5 average rating, 111 reviews

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.

Top guest favourite
The dome structure is nestled among tall trees, with warm lighting accents illuminating the exterior at dusk. Large geometric windows create an inviting feel, while the surrounding forest offers a sense of privacy and seclusion. The pathway leading to the entrance is visible, enhancing accessibility.
Dome in Gates County
4.91 out of 5 average rating, 264 reviews

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 -

Guest favourite
A modern cottage is set against a clear blue sky, featuring a light exterior and a sloped roof. A pathway lined with smooth stones leads to a spacious porch, where two rocking chairs offer a place to relax and enjoy the surrounding natural landscape.
Cottage in Jarratt
4.92 out of 5 average rating, 459 reviews

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!!

Top guest favourite
Home in Harrellsville
5 out of 5 average rating, 18 reviews

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

Guest favourite
A comfortable living area features a gray sofa paired with a glass coffee table on a light area rug. Natural light filters through sheer curtains, while decorative items are displayed on a side table. Two lamp stands provide soft lighting.
Flat in Ahoskie
4.91 out of 5 average rating, 22 reviews

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.

Top guest favourite
A spacious living area is visible, featuring a brown leather couch positioned on a light rug. A dining table with wooden chairs is arranged alongside a wall. Decorative artwork adorns the walls, and a potted plant adds a touch of greenery in the corner.
Cottage in Gatesville
4.95 out of 5 average rating, 308 reviews

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

  1. Airbnb
  2. United States
  3. North Carolina
  4. Hertford County
  5. Winton