Holiday rentals 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, 108 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 cozy living area includes a gray sofa with decorative pillows and an ottoman, complemented by warm lighting from two table lamps. A wooden side table holds books and a magazine, while a small desk with a chair is situated nearby.
Loft in Washington
4.97 out of 5 average rating, 184 reviews

Lovely 1 bedroom loft with free on street parking.

Relax in our "Nest" located less than 1 mile from historic, downtown Washington, NC and less than two hours from the Outer Banks. Use as a workspace or a base to explore the local waterfront, shops & restaurants while learning about Washington's place in the Revolutionary and Civil Wars including the Underground Railroad. Visit the NC Estuarium and enjoy the many water activities on the Tar-Pamlico River. Hike the trails in Goose Creek State Park just 10 miles away. Then come back and relax!

Top guest favourite
The charming cottage features a classic white exterior with black shutters. A small porch is flanked by two rocking chairs. Lush green grass surrounds the home, and a flagpole holds an American flag. The walkway leads from the street to the front steps.
Cottage in Edenton
4.94 out of 5 average rating, 205 reviews

Pembroke Cottage Downtown Edenton

Charming 3 bedroom cottage with views of Edenton Bay from the front porch! Each bedroom with water views. Located in a quiet area of downtown Edenton. Perfect for families, couples, business travels, etc. Enjoy a short, 3 block walk to main street and its shopping, dining, and historic attractions. Private, fenced-in backyard with grill. Parking on-site. WiFi included. Owners live in town and are easily accessible for concerns or just to say hello! Please message with any questions.

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
4.97 out of 5 average rating, 291 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 cottage is set against a backdrop of lush greenery and water. The exterior features light blue siding and white trim, with a welcoming front porch. Nearby, a gravel driveway leads to the entrance, offering a serene atmosphere with trees framing the view.
Cottage in Hertford
4.98 out of 5 average rating, 120 reviews

The Cottage at Muddy Creek

This gorgeous and quaint cottage sits on Muddy Creek where Perquimans River and the Albemarle Sound meet. It offers unparalleled views of magnificent dusk and dawn skies over water as you are surrounded by a variety of wildlife. Inside, the cottage has an open concept with one large room and a separate full bathroom. Walls of windows offer panoramic water views that embrace you the moment you walk through the front door. An ideal getaway retreat for couples, or a family with small children.

Guest favourite
A comfortable living area features a teal sofa, armchair, and decorative accent table. Natural light filters through sheer curtains adorning large windows. A patterned area rug is placed on hardwood flooring, complemented by framed artwork and a floor lamp, creating a welcoming space for relaxation.
Home in Edenton
4.9 out of 5 average rating, 103 reviews

Virginia Road Cottage

Virginia Road Cottage Cozy 2 bedroom, 1 bath house, located a few blocks from historic downtown Edenton. Walking distance to fast food restaurants, pharmacies and medical facilities. Minutes from the downtown shops, fine dining restaurants, bars, movie theater, coffee shop, and art gallery. At the end of the main street take a stroll on the pier looking out over the Edenton Bay. During your stay we hope you will have time to visit some of the many historic sites Edenton is so admired for.

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, 913 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 modern kitchen features a large island with a marble countertop and three wooden stools. Black cabinetry contrasts with white subway tiles. Decorative elements, including a sculpture and various plants, add character, while large windows allow natural light to illuminate the space.
Flat in Edenton
5 out of 5 average rating, 171 reviews

Downtown Edenton Loft Apartment

This spacious luxury loft , located in the heart of historic downtown Edenton, is ready for your stay. A brand new historic restoration has over 1500 square feet, nine large windows overlooking Broad and King Streets. Located at the site of the business of Joseph Hewes, signer of the Declaration of Independence, just steps from the waterfront, shops, restaurants, Pennelope Barker House, Cupula House, Roanoke River Light House and just about everything else.

Top 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, 194 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.

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, 111 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 modern kitchen with an island featuring a wooden countertop, equipped with a stove and various utensils. A dining area is visible in the background, and a television is mounted on the wall. Bright lighting enhances the spacious layout.
Tiny home in Columbia
4.96 out of 5 average rating, 123 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, 220 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.

Popular amenities for Windsor holiday rentals

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  4. Bertie County
  5. Windsor