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Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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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, 107 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.

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, 163 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, 281 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, 894 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 charming cottage is set on a manicured lawn, surrounded by trees. The structure features a welcoming front porch with steps leading to the entrance. Soft morning light casts long shadows across the lush green grass, enhancing the peaceful rural atmosphere.

Home in Pantego

4.94 out of 5 average rating, 127 reviews

Gatekeeper’s Cottage at Chinaberry Grove

Fresh air, open skies and a lot of space. A place where children can run and adults can play ride bikes and take long walks. Pocosin Lakes National Wildlife Refuge and six other wildlife refuges are located within an easy drive. Our community of Terra Ceia is located in the center of the historic towns of Belhaven, Bath, Plymouth and Washington. A day trip to the Atlantic Ocean is easy as the cottage is approximately ninety miles to beaches both north and south.

Top guest favorite

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.

Apartment in Edenton

5 out of 5 average rating, 160 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 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.

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

Aerial view captures the serene waterfront area of Edenton, highlighting residential homes with varying rooflines and lush trees. The calm water reflects the blue sky, and a walking path borders the shoreline, providing a peaceful backdrop to this historic district.

Guesthouse in Edenton

4.99 out of 5 average rating, 206 reviews

On the Historic Courthouse Green

This historic district carriage house apartment is located in the heart of Edenton's residential area of downtown and only steps from the town's picturesque Courthouse Green. Property is just one block from the waterfront and town marina as well as the quaint restaurants and retail businesses of Broad Street.

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Popular amenities for Windsor vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Windsor

Top guest favorite

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.

Guesthouse in Belhaven

5 out of 5 average rating, 87 reviews

Pet-Friendly Belhaven Studio

Top guest favorite

A charming entrance to the cottage is framed by a manicured lawn and greenery. A cobblestone pathway leads to the front steps, complemented by a small bench positioned nearby. Natural light highlights the inviting front door beneath a decorative overhang.

Cottage in Washington

5 out of 5 average rating, 86 reviews

11th St Luxurious Cottage-King bed, laundry & more

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

4.87 out of 5 average rating, 84 reviews

Ginny’s River House

Top guest favorite

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

4.94 out of 5 average rating, 85 reviews

Relaxing 2-bedroom cottage on the Chowan River

Top guest favorite

A charming courtyard is presented, featuring a brick patio surrounded by manicured shrubs and flowering plants. A set of black metal chairs and a table is positioned under a covered area, providing a shaded space for relaxation. The bright yellow walls of the gatehouse add warmth to the setting.

Guest suite in Edenton

4.93 out of 5 average rating, 27 reviews

Happy Yellow Gatehouse

A two-story house features a front porch with white pillars and green shutters. The entrance has double doors, and a well-maintained lawn with shrubs and small trees surrounds the home. Nearby houses are visible, showcasing a residential neighborhood.

Home in Edenton

4.89 out of 5 average rating, 89 reviews

Walking distance to the center of town and water!

Top guest favorite

A dining area is set with a wooden table displaying plates, cups, and cutlery. A chandelier hangs above, and large glass doors open to a view of the Perquimans River. Natural light illuminates the space, enhancing the relaxed dining atmosphere.

Cottage in Hertford

5 out of 5 average rating, 21 reviews

1928 Bridge Tender's Cottage History & waterway

Top guest favorite

A charming, one-story house is surrounded by well-maintained landscaping, featuring vibrant flower beds and lush greenery. The front porch is adorned with hanging plants and white columns, providing a welcoming entrance. A clear blue sky enhances the serene atmosphere of the tree-lined street.

Cottage in Edenton

4.98 out of 5 average rating, 63 reviews

Rose Cottage, Edenton. Pets

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