Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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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, 301 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
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, 959 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 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
4.88 out of 5 average rating, 104 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
A two-car garage features white doors with decorative windows, set against a neutral exterior. The driveway is wide and leads to the entrance, bordered by green landscaping. The setting is surrounded by tall trees, providing a sense of privacy.
Guest house in Belhaven
5 out of 5 average rating, 124 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.

Top guest favourite
A charming country cottage is presented with a welcoming front porch, adorned with potted plants and seating. The cottage features a symmetrical facade, with two windows on each side of the entrance. A brick pathway leads through a well-maintained yard, surrounded by lush greenery.
Guest house in New Bern
4.98 out of 5 average rating, 726 reviews

Country Cottage near New Bern and Neuse River.

A cute, charming, open and airy country cottage only 10 minutes from downtown New Bern. Walking distance to Neuse River and 5 minutes from public boat landing. Wooded setting with occasional sightings of deer, wild turkey, owls, and hawks. Quiet and peaceful! Perfect place to relax and unwind. Convenient to Bayboro, Vanceboro, Cherry Point, Havelock, Morehead City and the beach.(No cleaning fee.)

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, 148 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, 122 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, 705 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
Tiny home in Columbia
4.96 out of 5 average rating, 136 reviews

Birthday House

This is a small 2 story home with an open bedroom concept on second floor. First floor is open living room-dining room/kitchen combo. Perfect for a single person or couple looking for a quiet escape in the country. Large private backyard with great view of stars at night. 45 minute drive to OBX beaches. Our home is very cozy and gives the feeling of being in your own home 😊

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, 239 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.

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
4.92 out of 5 average rating, 249 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, 115 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