Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

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Guest favourite
Cottage in Shiloh
4.91 out of 5 average rating, 188 reviews

Easy Breezy beach house on secluded waterfront

🏝️🌞🐬 Take it easy at this unique and tranquil beach cottage nestled in the woods on the Albemarle sound! This hidden gem provides a unique combo of a rural getaway and the beach! Wildlife is truly plentiful at this romantic escape or family vacay- see dolphins, otters, turtles, etc. Enjoy 3 cozy bedrooms, new hot tub, private dock, kayaks, personal balcony off each room with amazing views! Located conveniently between downtown Elizabeth city and Outer Banks. Relaxation and serenity awaits you!🌊🏖️☀️

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.

Top Guest favourite
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, 325 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, 100 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, 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 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, 1,014 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.

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
4.94 out of 5 average rating, 78 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.

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
4.88 out of 5 average rating, 115 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
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 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
4.96 out of 5 average rating, 142 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

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
4.9 out of 5 average rating, 271 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
4.91 out of 5 average rating, 129 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 .

Popular amenities for Windsor holiday rentals

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