Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Top guest favorite
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, 123 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.

Top guest favorite
A charming cabin exterior features a covered front porch with two rocking chairs, inviting relaxation. A red brick path leads to the entrance, surrounded by well-kept gardens and greenery. Large trees provide shade, enhancing the serene atmosphere of the yard.
Cabin in Edenton
4.96 out of 5 average rating, 323 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 favorite
The exterior of the house is shown, featuring a spacious lawn and a charming facade with a triangular roof. The front porch is accessible, and the driveway leads to an attached garage. Surrounding trees provide a touch of greenery, enhancing the peaceful neighborhood setting.
Home in Edenton
5 out of 5 average rating, 38 reviews

Sherry's House

A peaceful, relaxing place to stay for couples, professionals, and small families located in a great, quiet neighborhood. This neighborhood provides little traffic and is perfect for walking and bike. Sherry’s house is handicapped accessible, two bedrooms (master has queen adjustable bed), two full baths, office / laundry room, and garage. This location is just 6.4 miles from Historic Downtown Edenton which offers restaurants, shopping, historic tours, and beautiful views of the water.

Top guest favorite
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, 104 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 favorite
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, 1,005 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 favorite
Home in Windsor
5 out of 5 average rating, 11 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 favorite
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
4.96 out of 5 average rating, 139 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 favorite
Cottage in Jarratt
4.92 out of 5 average rating, 466 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!! No parties are allowed on this property

Guest favorite
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, 267 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 favorite
Guest suite in Plymouth
4.91 out of 5 average rating, 126 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 favorite
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.
Guesthouse in Bath
4.98 out of 5 average rating, 420 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 favorite
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, 270 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 vacation rentals

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  2. United States
  3. North Carolina
  4. Bertie County
  5. Windsor