Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Top guest favorite

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.

Guest favorite

The front porch features a welcoming entrance, with a light wooden door and two white chairs positioned on a blue-painted floor. Colorful flowers bloom in the garden, adding natural beauty to the serene exterior of the remodeled bungalow.

Bungalow in Edenton

4.87 out of 5 average rating, 164 reviews

Cheerful 2-bedroom Edenton bungalow getaway

A bright and peaceful 2 bed, 1 bath remodeled historic bungalow with a picket fence backyard and garden in the heart of the Edenton Historic District. Only a few blocks from charming downtown Edenton, the waterfront and local Farmers Market. Walking distance to water activities, local shops, restaurants and bars, the adorable Edenton coffee shop or local produce to make meals in the bungalow’s full kitchen. Perfect for family vacations, romantic getaways, girls’ weekends and special occasions.

Top guest favorite

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, 204 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 favorite

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, 282 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 favorite

The exterior view of a charming cottage features a shingle facade and a welcoming front porch. Two white chairs are positioned beside a small table, and flower beds with colorful blooms adorn the entrance, with a wreath hanging on the door.

Cottage in Edenton

4.98 out of 5 average rating, 103 reviews

Cozy Cottage

Looking for a small town adventure, this is the place! The Cozy Cottage is located in Historic Edenton. The Downtown area has lots to offer guests: shopping, restaurants, and movie theater. It is located blocks from the Chowan River. Cozy Cottage sleeps up to 4 people. It features an open living space with full kitchen, sleeper sofa, 1 private bedroom, 1 full bathroom (shower only), and a washer and dryer. The front porch is the perfect place for morning coffee or dinner for 2.

Top guest favorite

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, 898 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 favorite

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.

Guest favorite

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

4.9 out of 5 average rating, 143 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 favorite

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, 104 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 favorite

A spacious living area features two rockers and a comfortable couch set against rustic wooden walls. A small coffee table occupies the center, and natural light pours in through large doors leading to the backyard, enhancing the welcoming ambiance.

Guest suite in Plymouth

4.95 out of 5 average rating, 101 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 .

Top guest favorite

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, 344 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 favorite

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, 225 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.