Windsor Vacation Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Windsor

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Outdoor dining

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.

10.0 out of 10, Exceptional, (15)
"short but sweet"
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
"Country Farm House"
Interior

"Country Farm House"

10.0 out of 10, Exceptional, (17)
"This house is exactly what my family needs while we're in town. We absolutely love this house!"
"Country Farm House"
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
Property grounds

A remote getaway ... Enjoy nature, have fun and embrace relaxation!

10.0 out of 10, Exceptional, (8)
"The Legacy Lodge was cozy and convenient. We enjoy staying there."
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!
Miscellaneous

East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!

10.0 out of 10, Exceptional, (38)
"Such a cute, cozy place. Was lucky to catch a beautiful sunset one night, and the dock was perfect to sit and relax and stare off into the water. Loved our stay and would stay again!!"
East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!
The little cabin on the mountainside
Beach

The little cabin on the mountainside

10.0 out of 10, Exceptional, (193)
"Great cabin, everything was clean and orderly. We did have a hard time finding it, as there were no address numbers on the cabin. That’s the only reason for 4 stars on the check-in process. Other than that, it was great. Thank you!"
The price is $294
includes taxes & fees
$275 per night
Dec 1 - Dec 2
The little cabin on the mountainside
The Bungalow in Edenton
Outdoor dining

The Bungalow in Edenton

10.0 out of 10, Exceptional, (43)
"Very much enjoyed our stay in downtown Edenton. Beautiful, cozy little cottage... clean and well-appointed. Nice furnishings, linens, kitchen, etc. There was nothing at all to disappoint. Well-located; we walked to everything. Loved this town, its people and this home. Thank you!"
The price is $230
includes taxes & fees
$206 per night
Dec 1 - Dec 2
The Bungalow in Edenton
The Jewel Box in Historic Edenton
Fridge, microwave, oven, stovetop

The Jewel Box in Historic Edenton

10.0 out of 10, Exceptional, (22)
"The property was amazing, new and clean, fresh. The attention to detail in every respect was phenomenal. Coffee, available creamers, just everything was done with taste and absolutely first rate. The house was charming and all the finishes very well done. I couldn't recommend it more highly."
The Jewel Box in Historic Edenton
Beautiful sunsets, Cypress trees and Spanish moss retreat
Miscellaneous

Beautiful sunsets, Cypress trees and Spanish moss retreat

9.8 out of 10, Exceptional, (143)
"This is the perfect place to stay if you want to get back to nature! Simple pleasures, nothing fancy, but all the accomodations of home. The sound of the water on the shores mimicked the sound of the ocean at the beach our first night there. The main bed was so comfy it was like sleeping on a cloud. We thoroughly enjoyed being on the water and the beautiful sunsets. We fished, sat on the dock, walked the waterfront, did puzzles, played cards, crocheted, baked cookies, watched a few movies...
Beautiful sunsets, Cypress trees and Spanish moss retreat
The Cottage in Edenton
Terrace/patio

The Cottage in Edenton

10.0 out of 10, Exceptional, (68)
"Felt like home. Very warm and inviting!! Loved all the little extra touches. "
The price is $230
includes taxes & fees
$206 per night
Nov 27 - Nov 28
The Cottage in Edenton
Cheerful 2-bedroom Edenton bungalow getaway
Fridge, microwave, oven, dishwasher

Cheerful 2-bedroom Edenton bungalow getaway

10.0 out of 10, Exceptional, (51)
"Great place to stay in Edenton. Great neighborhood and very cozy cottage! "
The price is $243
includes taxes & fees
$217 per night
Nov 25 - Nov 26
Cheerful 2-bedroom Edenton bungalow getaway
Back to the Basics
Private kitchen

Back to the Basics

9.4 out of 10, Exceptional, (8)
"Comfy bed and high pressure shower! Wonderful. Would stay here again when we are in this area. "
The price is $129
includes taxes & fees
$115 per night
Nov 23 - Nov 24
Back to the Basics
Large Waterfront Home perfect for families/groups - Amazing to relax or play!
Sun loungers, beach towels

Large Waterfront Home perfect for families/groups - Amazing to relax or play!

10.0 out of 10, Exceptional, (62)
"Great offering!"
Large Waterfront Home perfect for families/groups - Amazing to relax or play!
Riverfront Edenton Condo w/ Porch & Boat Ramp!
Miscellaneous

Riverfront Edenton Condo w/ Porch & Boat Ramp!

7.6 out of 10, Good, (5)
"Love the view of the river. Mrs Connie was wonderful!"
Riverfront Edenton Condo w/ Porch & Boat Ramp!
Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!
Exterior

Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!

9.4 out of 10, Exceptional, (26)
"This lovely Southern Charmer Home was everything that VRBO said it would be. My family loved it and we had a very nice stay. "
Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!
BEST location in Historic Downtown Edenton!
Property grounds

BEST location in Historic Downtown Edenton!

9.8 out of 10, Exceptional, (49)
"We enjoyed our stay and had everything we needed to make our trip enjoyable."
BEST location in Historic Downtown Edenton!
No Say Left Farm
Terrace/patio

No Say Left Farm

10.0 out of 10, Exceptional, (4)
"The property was perfect! We will definitely be staying again!!!"
The price is $358
includes taxes & fees
$325 per night
Dec 2 - Dec 3
No Say Left Farm
3 BR/ 2 Bath king, Fire Pit
Fridge, coffee/tea maker, cookware/dishes/utensils

3 BR/ 2 Bath king, Fire Pit

9.8 out of 10, Exceptional, (13)
"Space was perfect for our staff. Clean, comfortable and well designed and furnished. Meet our needs perfectly. Highly recommended. "
3 BR/ 2 Bath king, Fire Pit
Cape Cod cottage close to Prembroke Creek
Terrace/patio

Cape Cod cottage close to Prembroke Creek

9.4 out of 10, Exceptional, (10)
"House was very unique and well stocked. It has a lot of charm! Perfect for our stay! There was a market at the end of the street that serves AMAZING sandwiches as well - Westover Market! "
Cape Cod cottage close to Prembroke Creek
3bd, 1ba across from Pocosin Lakes Wildlife Refuge
Lake

3bd, 1ba across from Pocosin Lakes Wildlife Refuge

10.0 out of 10, Exceptional, (26)
"The location is perfect for exploring the Pungo Unit and viewing wildlife. The home is spacious, clean, and has plenty of sunlight."
3bd, 1ba across from Pocosin Lakes Wildlife Refuge
Cheerful 2 Bedroom Cottage on the Inner Banks
Dining

Cheerful 2 Bedroom Cottage on the Inner Banks

9.6 out of 10, Exceptional, (12)
"Great place to stay if you have a boat and are fishing the area."
The price is $303
includes taxes & fees
$271 per night
Nov 24 - Nov 25
Cheerful 2 Bedroom Cottage on the Inner Banks
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.
Don't see what you're looking for?
See all available properties in Windsor
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Windsor you may be interested in

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Outdoor dining

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.

10.0 out of 10, Exceptional, (15)
"short but sweet"
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
"Country Farm House"
Interior

"Country Farm House"

10.0 out of 10, Exceptional, (17)
"This house is exactly what my family needs while we're in town. We absolutely love this house!"
"Country Farm House"
A remote getaway ... Enjoy nature, have fun and embrace relaxation!
Property grounds

A remote getaway ... Enjoy nature, have fun and embrace relaxation!

10.0 out of 10, Exceptional, (8)
"The Legacy Lodge was cozy and convenient. We enjoy staying there."
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

One Key™ members save 30%+ on select hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, you can find vacation rentals close to the most popular local attractions in Windsor, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Windsor has to offer?

East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!: This vacation home rental near Windsor is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease 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 larger area, you’ll find Fort Branch and Senator Bob Martin Eastern Agricultural Center.

What’s a vacation rental in Windsor like?

A vacation rental is a private property where you can stay for several days or longer in Windsor. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.