Holiday houses in Windsor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
Cottage in Shiloh
4.91 out of 5 average rating, 187 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 house is set against a backdrop of trees, featuring a light exterior and a dark metal roof. A covered carport is visible beside the gravel driveway, which leads to a neatly manicured lawn with green grass.
Home in Windsor
4.97 out of 5 average rating, 59 reviews

Wakelon House

This house is located in the middle of Bertie County. Come stay in the serene and peaceful area of Todd’s Cross. This was my grandmother’s house, then my house and now I want to share it with you. Whether you are coming to hunt the woods of Bertie, coming to visit family who live here or just trying to escape the hustle and bustle of your everyday life - this is perfect! Just 10 minutes to Windsor, 20 minutes to Edenton, 1.5 hours to Nags Head and Norfolk, VA and 15 minutes to Bertie Beach.

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, 324 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, 99 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, 1,007 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, 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, 140 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
4.91 out of 5 average rating, 269 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
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, 422 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, 274 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

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