Windsor Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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, (11)
"Our son was participating in the NC High School Bassmaster tournament. Location was perfect and the house was just what we needed. The hosts were very kind and generous. We will hopefully be able to make a trip back in the future! Think we have a new fishing spot lol."
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!
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Near the water and close to a boat ramp
9.4 out of 10, Exceptional, (36)
"This was a great place to stay! It was clean and the neighborhood was quiet. My wife and I really enjoyed our stay there! We look forward to coming again!"
Near the water and close to a boat ramp
Terrace/patio
The Cottage in Edenton
10.0 out of 10, Exceptional, (50)
"We had a wonderful time at Theona's Cottage. Very clean and no detail was left out. We enjoyed being able to walk around the neighborhood and everyone is so friendly."
The price is NZ$369
includes taxes & fees
27 May - 28 May
The Cottage in Edenton
Pool
Beautiful sunsets, Cypress trees and Spanish moss retreat
9.8 out of 10, Exceptional, (132)
"It was beautiful and everything was so nice in the home. The decor was very homy and comforting. The host was wonderful and helpful. It was a wonderful stay and we would definitely stay again and recommend staying to family and friends"
Beautiful sunsets, Cypress trees and Spanish moss retreat
Property grounds
BEST location in Historic Downtown Edenton!
9.8 out of 10, Exceptional, (35)
"Excellent location. Well equipped kitchen."
The price is NZ$376
includes taxes & fees
9 Jun - 10 Jun
BEST location in Historic Downtown Edenton!
Property grounds
Seaside Serenity on the Sound
10.0 out of 10, Exceptional, (1)
"The apartment was cute, the bed was very comfortable, and the view was amazing. Fishing access and hot tub on property were an added bonus. The kitchen utensils were lacking, but can be easily improved by adding a wider variety to include steak knives."
Seaside Serenity on the Sound
Property grounds
The Bungalow in Edenton
10.0 out of 10, Exceptional, (24)
"The Bungalow is well laid out, spacious, well furnished and in a fantastic location for exploring Edenton. The furniture is comfortable and the kitchen has everything we needed to be able to eat some of our meals at home. We enjoyed the little screened in porch, too. It is definitely a well designed living space and we hope to be able to come back for a longer visit sometime soon."
The price is NZ$369
includes taxes & fees
27 May - 28 May
The Bungalow in Edenton
Property grounds
East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!
10.0 out of 10, Exceptional, (31)
"You can't beat the view of the Albemarle sound from the living room and brand new dock below. Watched eagles catch their dinner right off the dock and my husband caught quite a few catfish himself. Bed and couch were comfortable. Got lucky with sunset one evening and words cannot describe the beauty. Edenton is quite charming. Downtown Roots made a mean Cuban sandwich and 309 Bistro & Spirits was wonderful! We day tripped to Elizabeth City (Museum of the Albemarle) and Fort Raleigh and Manteo...
East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!
Beach
The little cabin on the mountainside
10.0 out of 10, Exceptional, (183)
"This cabin was exactly what I was wanting. It's very cute and cozy. The beds are very comfy and clean. The outside was also very clean and the pier was very cute. We got to meet the neighborhood fat cat and he is very friendly. Fire pit was great. The only thing it was lacking was clear instructions on what the check out instructions were but we did clean up our mess and left it clean. The drive into Edenton was about 20 min. And wasn't a bad drive but if you are wanting to drive back and forth...
The price is NZ$570
includes taxes & fees
1 Jun - 2 Jun
The little cabin on the mountainside
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
Exterior
Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!
9.2 out of 10, Wonderful, (15)
"Easy to walk to downtown and a large number of historic properties from this location. The cottage is well kept, clean, and convenient. Accurate description of sleeping arrangements. Only caveat- like most houses of this age, HVAC is an issue. The upstairs bedrooms have on-wall units (not in-wall, on-wall) that blow cold air, and that helps cool, and multiple fans are provided in closets. But it could still most likely get pretty warm in summer, upstairs. Max temp during our stay was...
Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!
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$210
includes taxes & fees
27 May - 28 May
Back to the Basics
TV
Inner Banks Condo With Golf Course and Marina Access
9.8 out of 10, Exceptional, (6)
"We are building the house at the Albemarle Plantation and it was good to find a shelter right in the neighborhood. It's a beautiful neighborhood with a wonderful golf course and marina. The club house restaurant, the dockside cafe and the pool just a few minutes from this property. The marina for the boaters is nearby. NIce small condo with all necessary amenities. We enjoyed staying there. Thank you to the owners."
The price is NZ$464
includes taxes & fees
28 May - 29 May
Inner Banks Condo With Golf Course and Marina Access
Lake
Waterfront Edenton Bay Cottage - Walk to Dtwn
10.0 out of 10, Exceptional, (40)
"Great stay. Everything was in walking distance. The house was very clean and comfortable with a beautiful view of the sound."
Waterfront Edenton Bay Cottage - Walk to Dtwn
Property grounds
Water Front Cottage
10.0 out of 10, Exceptional, (14)
"Perfect to get get away! Communication was great!"
The price is NZ$469
includes taxes & fees
2 Jun - 3 Jun
Water Front Cottage
View from property
Quiet 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"
Quiet waterfront retreat - 15 mins to historic Edenton.
TV, DVD player, books, video library
Riverfront Edenton Condo w/ Porch & Boat Ramp!
7.4 out of 10, Good, (3)
"Amazing view!!! Walking distance to the boardwalk and restaurants in town. I’m a light sleeper so the people walking around upstairs early in the mornings would wake me up. Other than that, a great stay!"
Riverfront Edenton Condo w/ Porch & Boat Ramp!
Balcony view
Waterside Resort by Capital Vacations
3.5 star property
9.6 out of 10, Exceptional, (21)
"Nice quite roomy plce"
Waterside Resort by Capital Vacations
Don't see what you're looking for?
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, (11)
"Our son was participating in the NC High School Bassmaster tournament. Location was perfect and the house was just what we needed. The hosts were very kind and generous. We will hopefully be able to make a trip back in the future! Think we have a new fishing spot lol."
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 Senator Bob Martin Eastern Agricultural Center and Edenton Bell Battery Cannon.

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
Expedia verified reviews