
Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
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Other great vacation rentals in Windsor
Guest favorite

Home in Chesapeake
4.98 out of 5 average rating, 60 reviewsSleeps 6-8, King bed, 2.5 baths
DeborahRating, 5 stars1 week ago
This is my fourth stay at one of Monica's properties and it never disappoints. My visits are consistently pleasant and comfortable. Monica is a great host. I look forward to many returns when visiting my granddaughters in the area.
Guest favorite

Home in Corolla
5 out of 5 average rating, 16 reviewsLazy Palm Carova 4x4 Beach
MichelleRating, 5 stars7 months ago
The horses stopped by several times a day. It was magical. Just a short drive to the ocean where we conveniently parked our car on the beach. We had plenty of room on the beach. People were not on top of each other. It was a wonderful vacation! The house was spacious and nicely decorated. the kitchen was well stocked.
Guest favorite

Home in Norfolk
4.94 out of 5 average rating, 36 reviewsFamily Getaway | 1 Block from Beach | Game Room
EmmaRating, 5 stars1 week ago
Lots of amenities that made our stay with our toddlers a breeze! Knowing what was available made packing much easier than most trips we've been on. Everything was very clearly labeled and easy to find.
Superhost

Home in Cofield
4.77 out of 5 average rating, 57 reviewsBeautiful 3 bedroom riverfront home
ClaytonRating, 5 stars1 week ago
The house and property are even more beautiful and peaceful than the pictures show. The views are fantastic. The house is very large and open. Master bed and bath are gorgeous. We took out the kayaks and canoe for an amazing excursion on the river. I hope we have an excuse to visit again. Everything was clean and welcoming. It feels 1000 miles away from civilization, but walmart, food lion, KFC etc are short 20 min drive away.
Guest favorite

Home in Grandy
4.9 out of 5 average rating, 21 reviewsGrandy Getaway on Dolphin
MargeryRating, 5 stars5 months ago
Loved Dana’s and Matt’s place Surrounded by Beautiful views House was clean free from clutter Loved the idea of a wood burning fire in the fire pit beside the water 💜 Was able to do some fishing didn’t catch any but it was relaxing anyways 😊 Was able to meet Dana in person which was a real treat . Very friendly She made us feel right at home . Would love to return in the future .
Guest favorite

Home in Elizabeth City
4.85 out of 5 average rating, 34 reviewsSerenity Now
LedyRating, 5 stars1 month ago
I had a great stay at this property. It had everything we needed for a few days. It was very comfortable and complete with everything you need to spend a few days. Thank you!!
Top guest favorite

Home in Surry
5 out of 5 average rating, 69 reviewsWaterfront on the James 4,100 SF near Williamsburg
DelRating, 5 stars6 days ago
Really nice quiet place on the James River. Kitchen and living room/breakfast area served our family really well. The house is close to the Jamestown ferry which allowed us easy access to the historical sights of Jamestown, Williamsburg and Yorktown and some great restaurants in Williamsburg. A great place.
Superhost

Home in Williamsburg
4.59 out of 5 average rating, 209 reviewsGR8 Family Vacation Rental
BrianRating, 5 stars4 weeks ago
Very well setup home with a great location for all of the historic triangle activities. Walkable for a few restaurants (<1mi) and very easy to get in an out of. Only item to be aware of is the morning traffic if you are sensitive to road noise but it doesn't pickup until closer to 7AM. The home has everything you need and enough space to relax after a full day walking the historic sites. Spence is a fantastic host and extremely quick to respond to any questions. He even provided some recommended activities and family friendly options for the kids. We will be looking to return once the kids are a bit older for our Busch Gardens trip.
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- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Kingsmill Resort
- Virginia Beach National Golf Club
- Buckroe Beach and Park
- Norfolk Botanical Garden
- Grove Beach
- Sarah Constant Beach Park
- Water Country USA
- Golden Horseshoe Golf Club
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- Chrysler Museum of Art
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- Jungle Golf
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- Gloucester Point Beach Par
- Dog Beach
- Outlook Beach
- Red Wing Lake Golf Course