Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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Top guest favourite
A bright living area is highlighted by soft blue walls and natural light coming through a window. A comfortable sofa faces a decorative fireplace, complemented by a coffee table and an area rug. A wooden cabinet and bookshelves add functional style to the space.
Cottage in Edenton
4.97 out of 5 average rating, 124 reviews

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.

Guest favourite
Cabin in Edenton
4.95 out of 5 average rating, 328 reviews

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.

Top guest favourite
The exterior of a two-story cottage is highlighted, featuring a welcoming staircase leading to a spacious porch with white railings. The building is painted in blue and gray tones, surrounded by a well-maintained grassy area and a few stacked logs for firewood.
Cottage in Edenton
4.95 out of 5 average rating, 101 reviews

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.

Top guest favourite
A rural farmhouse is seen from an open grassy area, showcasing a white exterior and a gabled roof. A large wooden deck is visible at the back, with trees lining the background. Soft, overcast skies add to the tranquil atmosphere of the setting.
Home in Windsor
4.98 out of 5 average rating, 106 reviews

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!!

Top guest favourite
A charming exterior view of the Sellers Guest House is displayed, featuring a white, two-story structure with a green metal roof. The covered front porch is accessible via stairs and is framed by lush greenery, while a decorative figure stands nearby, adding character to the outdoor space.
Home in Edenton
4.99 out of 5 average rating, 1,018 reviews

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.

Top guest favourite
Home in Windsor
5 out of 5 average rating, 12 reviews

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.

Top guest favourite
A spacious bedroom features a large bed with crisp white bedding, flanked by two bedside tables with lamps. Framed floral artwork hangs on the walls, adding a touch of color. Glass doors lead to an outdoor area, allowing natural light to fill the space.
Home in Edenton
4.97 out of 5 average rating, 143 reviews

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

Top guest favourite
This efficiency apartment features warm wooden paneling and a spacious layout. A queen bed is positioned against the wall, accompanied by a loveseat and a pullout couch. A wooden coffee table sits in the center, while a kitchenette area is visible on the side.
Guest suite in Hertford
4.95 out of 5 average rating, 269 reviews

The Duck Inn at Lunker Lodge

The Duck Inn is a 320 sq ft efficiency apartment adjacent to the Lunker Lodge. It has a private entrance, full bathroom, ample closet space and is furnished with a queen sized bed (new Nectar mattress), and a loveseat with full sized pullout. Kitchen area is equipped with a microwave, toaster oven, hot plate and Keurig coffee maker and basic kitchenware.

Superhost
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
4.9 out of 5 average rating, 274 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
Guest suite in Plymouth
4.92 out of 5 average rating, 131 reviews

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 .

Top guest favourite
A modern guest house is situated amidst a wooded area, with a vibrant garden in the foreground featuring colorful flowers and artistic glass sculptures. The entrance is marked by a yellow door, complementing the natural surroundings. Bright blue sky and trees offer a serene atmosphere.
Guest house in Bath
4.98 out of 5 average rating, 429 reviews

Big Bay Shanty

A woodsy yet modern private guest house on Bath Creek, a mile from historic Bath, with queen bed, luxury linens, water access and amazing sunset views. Guests of all backgrounds will find here a relaxing, respectful and quiet retreat in a convenient location to Bath, Belhaven, Washington and Aurora.

Top guest favourite
The exterior of the guest house features a welcoming porch with two rocking chairs positioned against a white picket railing. Framed by manicured shrubs, the entrance showcases four large windows, and a gabled roof enhances the traditional charm of the structure.
Cottage in Edenton
4.96 out of 5 average rating, 279 reviews

The Littlejohn Carriage House

Welcome to the the carriage guest house of the historic Littlejohn house (circa 1790) in the historic district of Edenton. This brand new renovation is spacious offering 800 square feet of comfortable living space with an easy walk to downtown restaurants, shopping and historic sites.

Popular amenities for Windsor holiday rentals