Windsor Holiday Rentals

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Holiday Rentals in Windsor

Property grounds
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
10.0 out of 10, Exceptional, (10)
"It was a great get away from the hustle and bustle."
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Combined shower/bathtub, hair dryer, towels, soap
"Country Farm House"
10.0 out of 10, Exceptional, (16)
"The place was neat and clean. It was very comfortable and felt like home.I highly recommend this place."
"Country Farm House"
Property grounds
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
10.0 out of 10, Exceptional, (7)
"Legacy Lodge was the perfect getaway for a short hunting trip."
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
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Terrace/patio
The Cottage in Edenton
10.0 out of 10, Exceptional, (49)
"Property was very clean and peaceful."
The price is NZ$381
includes taxes & fees
15 May - 16 May
The Cottage in Edenton
Beach
The little cabin on the mountainside
10.0 out of 10, Exceptional, (182)
"The cabin and the decorations are stunning. We thoroughly enjoyed our stay and plan to return. We got to meet Doug which was nice as he gave us very interesting details of the history of the cabin. Other than food you have everything you need. Thank you for allowing us to have a quiet weekend getaway."
The price is NZ$572
includes taxes & fees
14 May - 15 May
The little cabin on the mountainside
Exterior
Edenton Historic District, Walk downtown, Dogs welcome!
10.0 out of 10, Exceptional, (24)
"My wife and I really enjoyed staying in this very clean home walking distance to all the shops and restaurants. We had our two dogs with us and the fenced in back yard was perfect for them. The rear deck with outdoor lighting and the guest cottage are very nice and the home could easily accommodate larger groups and families. The host was attentive and easy to contact. We highly recommend this house."
Edenton Historic District, Walk downtown, Dogs welcome!
Marina
Waterfront Edenton Bay Cottage - Walk to Dtwn
10.0 out of 10, Exceptional, (39)
"They have all you need and more to have a memorable and comfortable stay!!! Just finished our second stay here. Location is perfect and we were able to enjoy all of our favorite things!!!! (Just don’t eat at Waterman’s, go to 309 bistro!) The pictures don’t do this home justice! It’s beyond beautiful. Thank you again to the home owners!!!"
Waterfront Edenton Bay Cottage - Walk to Dtwn
Property grounds
East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!
10.0 out of 10, Exceptional, (29)
"Cute home with a spectacular view of the Albemarle sound!"
East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!
Property grounds
Tranquility on the Sound
10.0 out of 10, Exceptional, (1)
"The caretakers of this home truly thought of everything. It was welcoming, well stocked and well kept. They even arranged for osprey to make their nest in perfect viewing range. We enjoyed are stay so much we will definitely rebook in the future."
Tranquility on the Sound
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Cheerful 2-bedroom Edenton bungalow getaway
10.0 out of 10, Exceptional, (43)
"Thank You"
Cheerful 2-bedroom Edenton bungalow getaway
Private kitchen
Back to the Basics
10.0 out of 10, Exceptional, (1)
"This property is cute and comfortable, very nice atmosphere, quiet, private and relaxed setting!! I would highly recommend it, you won’t be disappointed, every time I’m in the area I will definitely book them every time!!!"
The price is NZ$213
includes taxes & fees
14 May - 15 May
Back to the Basics
Property grounds
Fantastic WATERFRONT house with BEAUTIFUL VIEWS OF THE ALBEMARLE SOUND. Relaxing
10.0 out of 10, Exceptional, (8)
"The pictures did not do this home justice as this home was absolutely beautiful, relaxing, and peaceful. Great views, quiet area, and easy to get too. Not to mention to beautiful view of the sound. Our family of 6 was visiting family near by and we wanted to share stories of my late father. We couldn't have asked for a better place. We had an outstanding communication with the owner and the manager during our stay and their recommendations of places to eat and see were on point. Thank you to...
Fantastic WATERFRONT house with BEAUTIFUL VIEWS OF THE ALBEMARLE SOUND. Relaxing
Property grounds
The Bungalow in Edenton
10.0 out of 10, Exceptional, (22)
"Sparkling clean, stylish, spacious cottage, within walking distance of everything. Thoughtful touches everywhere. Lovely to play the piano. Can’t recommend enough. *****"
The price is NZ$381
includes taxes & fees
16 May - 17 May
The Bungalow in Edenton
View from property
Cozy waterfront retreat - 15 mins to historic Edenton.
10.0 out of 10, Exceptional, (1)
"Such a beautiful place. Can’t beat what the home offers and the view and outside deck is just swell. Grab this place while you can"
Cozy waterfront retreat - 15 mins to historic Edenton.
Property grounds
The Bay House
10.0 out of 10, Exceptional, (2)
"Loved the location, and the updated kitchen is a dream. We cooked a lot and we had access to everything we needed. Everything was well kept and clean, and the common areas were extra great for hanging out and relaxing. Neighborhood was quiet and felt very safe. Place is easy to find and has great views over the water. Communication with owners was easy and quick. We'd stay here again for sure."
The Bay House
Fridge, microwave, oven, stovetop
The Jewel Box in Historic Edenton
10.0 out of 10, Exceptional, (12)
"The host was very responsive and easy to work with. The Jewel is nicely renovated, tasteful decorated and a clean quaint little home."
The Jewel Box in Historic Edenton
Sun-loungers, beach towels
WaterWinds! Waterfront Private house w/dock, Pet friendly
10.0 out of 10, Exceptional, (74)
"Well, thought out property. Amazing views on 3 sides of the building. Great fun watching the wildlife. Home had everything we needed. Kitchen was fabulous. Bedrooms were well appointed."
WaterWinds! Waterfront Private house w/dock, Pet friendly
Property grounds
Water Front Cottage
10.0 out of 10, Exceptional, (14)
"Perfect to get get away! Communication was great!"
The price is NZ$477
includes taxes & fees
19 May - 20 May
Water Front Cottage
Property grounds
Large 3 bedroom home near wildlife refuge in eastern NC
10.0 out of 10, Exceptional, (1)
"The house was completely renovated and felt like home- plenty room for parking the boat and we love the area. Thank you for a nice place to stay and all the added personal touches from jam and apple butter to the chocolates in the candy dish.. we liked this place."
Large 3 bedroom home near wildlife refuge in eastern NC
Interior
Edenton Vacation Rental w/ Patio: Walk Downtown
10.0 out of 10, Exceptional, (4)
"Everything was great!"
Edenton Vacation Rental w/ Patio: Walk Downtown
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See all available properties in Windsor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Windsor you may be interested in

Property grounds
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
10.0 out of 10, Exceptional, (10)
"It was a great get away from the hustle and bustle."
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Combined shower/bathtub, hair dryer, towels, soap
"Country Farm House"
10.0 out of 10, Exceptional, (16)
"The place was neat and clean. It was very comfortable and felt like home.I highly recommend this place."
"Country Farm House"
Property grounds
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
10.0 out of 10, Exceptional, (7)
"Legacy Lodge was the perfect getaway for a short hunting trip."
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windsor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windsor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windsor. Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windsor short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor has to offer?

BEST location in Historic Downtown Edenton! : This holiday home rental outside of Windsor is in the city centre, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Roanoke River Lighthouse and Maritime Museum, or get out into nature at a spot like Kekukee Park. In the wider area, you’ll find Roanoke Country Club and Senator Bob Martin Eastern Agricultural Center.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.

Recent reviews of Windsor properties
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