Vacation rentals in Winton

The Little House on Park Avenue

Our cottage is a quiet get-away. Sit on the front porch and enjoy the birds and a cup of coffee. Small kitchen provides everything you may need for your stay, including a local yummy treat. A desk in the bedroom gives you a place to work while others in your group utilize the spaces in the living room or dining room. You can leisurely stroll by the Ruritan Park to Studio 32 Gallery and Gift shop on weekends. In 10 minutes drive to Merchants Millpond State Park. Historic Edenton only30 minutes.

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.

Warm & cozy 2BR Unit w/ Kitchen + Laundry + Wi-Fi

Cozy 2BR/1Bath upstairs duplex unit in a quiet neighborhood, perfect for traveling nurses, teachers, or anyone needing a home away from home. Enjoy a full kitchen, spacious living room, and in-unit washer/dryer for easy extended stays. Reliable high-speed Wi-Fi keeps you connected, while comfortable bedrooms and a welcoming space make you feel at home. Close to hospitals, schools, and local dining.

Cozy Country Living Space 2mi Outside City Limits

Relax with the whole family at this peaceful place to stay 2 miles outside the city limits of Ahoskie, NC. 5 minutes from all the restaurants and retail stores. It has 4 bedrooms, 5 queen size beds, 4 bathrooms with 3 being full bathrooms, living room, dining area, den, kitchen with updated appliances, tile & laminated floors, carpet in master bedroom. Sitting on 2 acres of beautiful greenery!

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

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!

Nottoway Inn

Nestled on a bend in the Nottoway River you cant help but relax in this serene location. Recently updated home with a floor plan that allows for Girls trips, Family getaways and Fishing Trips. Bring your crew and spend time at The Nottoway Inn.