Holiday rentals in Windsor

Cozy Farm House with Hot Tub in Edenton, NC

Unplug at this charming 1898 farmhouse featured on HGTV, just 5 minutes from the heart of historic Edenton. Tucked away on 10 private acres, it's the ultimate escape. Spend your time soaking in the hot tub under the stars, cozying up with a coffee in the sunny breezeway, grilling on the deck or gathering by the fire pit. Full of charm and modern comfort, it's perfect for a romantic weekend, solo retreat, or base for exploring Edenton and the Outer Banks. Peaceful, private, and comletely unique.

Jordan's Retreat | Riverfront | Beach | Pets

Escape to our peaceful retreat, nestled in a quiet holler with a boat ramp & shoreline beach that ebbs with the tide. Enjoy kayaking, canoeing, frequent wildlife, & relaxing on 2 decks, the screened porch, or the boat ramp pier while soaking in breathtaking sunrises & star-filled nights. Unwind by the fire pit, explore the water, or stay cozy in one of 3 bedrooms. Wi-Fi is available if needed, but this is the perfect place to disconnect & recharge. NEW outdoor shower, bulkhead & boat ramp pier!

Private Cabin in Backyard of Historic Home

A small 1 1/2 story cabin located in the Edenton historic district less than a 2 block walk to Shopping and Restaurants on Broad Street. It is located in the back yard of our home among gardens and a quiet neighborhood. Its only a 4+ block walk to the Barker House, Cupola House, Waterfront Park, and other points of interest. This very charming Cabin has just been restored in Fall 2019 with all new floors, walls, HVAC, Bathroom, TVs up and Down, furniture, etc. Some limited cooking features.

Relaxing 2-bedroom cottage on the Chowan River

Perfect place to relax, unwind and enjoy amazing sunsets! Leave all your worries behind with peaceful views of the Chowan River from all rooms in this cozy cottage. Located 20 min from downtown Edenton, nestled on a private road. Two bedrooms with Queen beds, 1 full bathroom upstairs and half-bath located downstairs. Equipped kitchen with all necessities for cooking. Paddleboard, kayak and other water toys available for use. Plenty of outdoor space to swing and lounge on the hammock.

COUNTRY FARM HOUSE

Country Farm House Come enjoy a quiet stay in this 4 bedroom home located in a rural country setting. Open fields and away from the busy highway buzz. This Home is Just off Highway 17 and is within minutes of multiple popular areas!! You are surrounded by Woods, Fields and Nature, But with our newly upgraded 256M wifi you can work or play on as many device as you bring!! There is a large deck out back to watch to relax do some Cooking on the grill provided for your use!!

West Customs Guest House

Sellers Guest House is a story and half, situated on the property of the West Customs House built in 1772. The guest house has a opened floor plan with kitchen and bathroom on the main floor and a bedroom upstairs. There is a delightful front porch that is perfect to relax on. The West Custom House Property is nestled on Blount Street in Edenton's Historic District just a block and a half from downtown making an easy access to restaurants, shops, historic sites, and the waterfront.

Legacy Lodge Bunkhouse (An epic adventure!!!!)

A uniquely eccentric vacation getaway for families & friends. Only 20 min from Edenton, Plymouth, Williamston and Ahoskie Also only a short trip to Nags Head, Rocky Mount, Elizabeth City and Hertford. This space was created to bless & entertain generations with no screens & lots of fun! There is an outdoor oasis, playground, zipline, & so many other special attributes. Located intentionally in the middle of nowhere...Where Ahhhhh is all you think when you arrive!!!!

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.

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.

Outlaw House on Queen Large Historical Family Home

Welcome to our historic, beautiful 1910 home in Windsor, NC, just minutes from the scenic Cashie River. This home has been in our family for generations. With 4 bedrooms and 3.5 bathrooms, this spacious, family-friendly retreat is perfect for groups and multi-generational stays. Enjoy classic charm, generous living spaces, and a central location near downtown Windsor, local dining, and outdoor river activities.

Serendipity on the Sound

Kick back and relax in this stylish efficiency apartment created in the walkout basement of the beach cottage Take a quick drive to Historic downtown Edenton and enjoy shopping,restaurants, trolley tour, the lighthouse, The Barker House,House and gardens. Spend the day on the water kayaking, fishing or swimming. Enjoy the most amazing sunsets! Host is on premises in a separate private space

Lil Rustic creek house

Fenced in backyard to creek for kayaking maybe a fish as well . Bring your one fur buddy . Small zipline too! 4 kayaks available . Close to town ( 1 mile) , 60 miles to outerbanks ! It's rustic but we keep it clean and affordable:) In quiet neighborhood. Fishermen favorite . Owners on site if you need anything .