
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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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!🌊🏖️☀️
4.91 out of 5 average rating, 194 reviews
3 Bedroom Home near the eastern NC Wildlife Refuge
Large 3 bedroom house near the eastern North Carolina wildlife refuges. The perfect place to enjoy bird/nature watching, hiking, fishing, and hunting. Minutes from Pocosin Lakes National Wildlife Refuge, where countless Tundra Swan migrate for the winter. The house is near the riverfront town of Belhaven, that offers restaurants and public boat ramp options that provide access to the Pungo River and Pamlico Sound. The house is a short drive to Bell Island Swan Quarter Fishing Pier.
4.96 out of 5 average rating, 173 reviews
“The Ponderosa “
This is a spacious home in a quiet area which is central to Washington (15 miles), Greenville (15 miles) and Williamston (8 miles)! We are 5 miles from Bob Martin Ag Center and decorated accordingly. We are 4 miles from Deadwood. Two King size Beds Two Queen size beds and 1 full size bed with a detached double car garage with large back yard and spacious driveway. Sunnyside oyster bar, Georgia Deans , Hitching post , Shamrock, Ribeyes & Roanoke Country Club w/ pool are all close by.
4.88 out of 5 average rating, 66 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!!
4.98 out of 5 average rating, 107 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.
4.99 out of 5 average rating, 1039 reviews
The Bungalowe at 622
This beautiful home is located in the heart of Ahoskie. You are minutes from the hospital, several restaurants, shopping/grocery stores, local churches, and the local fire & police departments. Come enjoy our newly renovated home with family or co-workers. We highly recommend Beechwood Country Club. It is a beautiful public Golf Course and Restaurant located just outside of Ahoskie. Toilet paper, paper towels, soap, coffee, waters, salt & pepper, and welcome snack provided.
4.94 out of 5 average rating, 85 reviews
Legacy Lodge Bunkhouse (An epic adventure!!!!)
A uniquely eccentric vacation getaway for families & friends. Only 20 min from Edenton, Plymouth, Williamston and Ahoskie Also only a short trip to Nags Head, Rocky Mount, Elizabeth City and Hertford. This space was created to bless & entertain generations with no screens & lots of fun! There is an outdoor oasis, playground, zipline, & so many other special attributes. Located intentionally in the middle of nowhere...Where Ahhhhh is all you think when you arrive!!!!
4.9 out of 5 average rating, 68 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.
5.0 out of 5 average rating, 227 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.
4.99 out of 5 average rating, 204 reviews
Trestle House
The Trestle House is named after the railroad trestles that serve as the beams in the ceilings of the first floor and basement. The stone fireplaces and original wooden floors all combine to give the house its beautiful, unique character. The wraparound deck gives magnificent views of the pond and yard, often with the wildlife that share the home with guests. There is plenty of room for everyone, with five bedrooms, each with their own bath.
4.89 out of 5 average rating, 137 reviews
Ginny’s River House
* this listing has a studio apartment in the garage that can be rented simultaneously for a larger group! Come escape to the beautiful shores of the Chowan River. Named after my late grandmother who showed us the gift of hospitality. Our home is nestled on the bank with a beautiful view of the Chowan River. Gorgeous views at sunrise, sunset, and all day long. Enjoy canoeing, swimming, fishing on the peaceful river.
4.88 out of 5 average rating, 127 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.
5.0 out of 5 average rating, 16 reviewsPopular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

The Pine House
4.94 out of 5 average rating, 16 reviews
Your Cup of Tea
5.0 out of 5 average rating, 44 reviews
5BR Historic Downtown
5.0 out of 5 average rating, 15 reviews
Jordan's Retreat | Riverfront | Beach | Pets
4.98 out of 5 average rating, 58 reviews
Wakelon House
4.97 out of 5 average rating, 60 reviews
Historic McNider Home ca. 1839
4.89 out of 5 average rating, 47 reviews
Mema's House
4.94 out of 5 average rating, 35 reviews
Newly Renovated Single Level Retreat Sleeps 10
5.0 out of 5 average rating, 31 reviewsDestinations to explore
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