Holiday houses 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, 114 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 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, 964 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
A welcoming deck area is presented with comfortable seating arranged near a fire pit, creating a cozy outdoor gathering space. Soft lighting from string lights illuminates the area, while a view of a lush green field stretches into the distance under a twilight sky.
Cabin in Kinston
4.97 out of 5 average rating, 151 reviews

Squirrel Creek Cabin

Escape to your own private retreat in this charming, secluded cabin nestled on a 500-acre family farm. Perfect for horse lovers, outdoor enthusiasts, or anyone seeking serenity, this cozy cabin offers plenty of privacy, breathtaking scenery, and endless adventure. Our farm boasts over 15 miles of scenic walking and riding trails, ideal for exploring on foot or horseback. Whether you're seeking a peaceful getaway or an adventurous escape, you'll find something here to love!

Guest favourite
A cozy living area showcases a comfortable sofa and armchair, complemented by a coffee table on a natural fiber rug. A fireplace with decorative accents is positioned beside a stylish lamp, creating a warm setting. The dining area is visible in the background.
Home in Ahoskie
4.99 out of 5 average rating, 198 reviews

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.

Guest favourite
A ranch-style home is set within a quiet landscape, framed by greenery. The exterior features a light-colored façade, white railings, and multiple steps leading up to the entrance. Two symmetrical trees stand near the front, enhancing the inviting atmosphere of the property.
Home in Edenton
4.89 out of 5 average rating, 105 reviews

The Cotton Patch

Unplug at the Cotton Patch. A destination where you can unwind amongst multiple structures with great history that were relocated from the "Sandy Point Camp Ground" years back to this quiet 10 acres of open grass pasture. Located conveniently just off Hwy 32 and Hwy 37 near the Albemarle Sound this location is very easy to get to and yet very quiet. Just 6 miles from downtown historic Edenton where you can tour, sip, dine, and shop near the waterfront.

Top Guest favourite
Guesthouse in Belhaven
5 out of 5 average rating, 126 reviews

Stillwater Stay Pet-Friendly

Looking for a peaceful escape in Eastern North Carolina? This charming 1-bathroom Belhaven barn retreat offers the perfect blend of country tranquility & coastal adventure. Situated on a peaceful property with chickens & ducks. Start your mornings with the charm of farm-fresh eggs, then head out to enjoy everything the area has to offer —from boating on Pungo Creek to hopping on the Swan Quarter Ferry for a memorable trip to Ocracoke Island.

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, 104 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.

Guest favourite
The image captures a serene river view at sunset, framed by silhouetted trees. Two beach chairs are placed on the sandy beach, inviting relaxation. A kayak is seen on the water, reflecting the vibrant sunset colors, with a private pier extending into the river.
Cottage in Edenton
4.91 out of 5 average rating, 149 reviews

Nostalgia, WATER front Dream escape w/pier

Cozy WATER FRONT getaway with screened porch, pier, BEACH and open concept living situated on the banks of the Chowan river. Quiet, Serene location 12 miles outside historic downtown EDENTON on the Chowan River. Enjoy the beautiful sunsets and tranquil mornings on the River. Kayak available for guest use. Enjoy RELAXING by the fire pit roasting marshmallows while enjoying the MOST BEAUTIFUL sunsets!

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, 124 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
A vibrant streetscape features a historic building with red accents and a marquee sign. Colorful umbrellas provide shade over outdoor seating areas. A wooden bench is positioned along the sidewalk, inviting guests to relax and enjoy the welcoming atmosphere of the entertainment district.
Loft in Washington
4.97 out of 5 average rating, 710 reviews

The Loft On Main

Come enjoy a unique boutique hotel experience in this charming, sunlit, beautifully furnished, "artsy", contemporary, loft apartment located in Historic Downtown Washington. Large windows overlook the newly renovated Main Street in the heart of the entertainment and arts district where you can enjoy world-class shopping & dining. There are lots of new shops and restaurants that have opened!

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
4.91 out of 5 average rating, 252 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 -

Top Guest favourite
Guest suite in Plymouth
4.95 out of 5 average rating, 116 reviews

Lil Rustic creek house

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

Popular amenities for Windsor holiday rentals

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