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Compare 217 Vacation Homes in Windsor with updated reviews, rates, and availability.

Wooded Wonderland
Pool

Wooded Wonderland

9.6 out of 10, Exceptional, (8)
"Great property. Pool, hot tub and a very challenging mini putt-putt course. Furniture is in good shape and comfortable. One of the bedrooms has an adjustable bed ( same model as I have at home) so that was a very nice and welcomed surprise. We have ongoing business in the area so looking forward to staying here in the future. "
The price is SAR 732
SAR 1,812 total
includes taxes & fees
7 Jan - 8 January 2025
Wooded Wonderland
Private Estate on 4 Acres
Exterior

Private Estate on 4 Acres

9.2 out of 10, Wonderful, (28)
"This house was perfect for our extended family vacation. The house is very old but the owners made a lot very nice improvements. You can tell there are more things to do though. Communication was not that great but they were very nice when we did hear from them. Super easy check in"
Private Estate on 4 Acres
Uncle Bill's Lodge & Soccer Pool Showdown
Soccer Pool!

Uncle Bill's Lodge & Soccer Pool Showdown

9.4 out of 10, Exceptional, (6)
"Perfectly clean and comfortable but no privacy. Pet friendly but neighbor allowed their dog to come to fenced yard at all hours which made my 1 dog bark. Not sure if neighbor was owner. Great fenced yard but as I stated, no privacy. Homes close by even in backyard. Fine for families who want to visit from out of town visiting Busch Gardens/Water Country and CW as backyard is entertaining and home is affordable. Just not what we were looking for. Photos and description made us feel it would be...
Uncle Bill's Lodge & Soccer Pool Showdown
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
Property grounds

Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)

9.8 out of 10, Exceptional, (27)
"Nice place to stay. Short drive to hospital where my mother was. "
The price is SAR 469
SAR 653 total
includes taxes & fees
27 Dec - 28 Dec
Home AWAY FROM HOME!!! Franklin, VA<br>(1 BEDROOM)
Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning
Exterior

Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning

3.5 star property
Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning
Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR

9.4 out of 10, Exceptional, (23)
"Everything in the listing was exactly as shown. Check in and check out were simple and easy. Property manager was in contact and inquired of our needs. We didn't have any becuase the house was well stocked, but based on all other parts of the stay, I assume that would be handled efficiently. The highway is close, so there is quite a bit of road noise outside, but the sound is minimal once inside the house. We wpuld definitely stay here again."
Sojourn | Coastal Cottage | 3 BR
Comfy stylish townhome
Living area

Comfy stylish townhome

8.8 out of 10, Excellent, (17)
"The property worked very well for our needs. "
Comfy stylish townhome
Hilton Village Home
Welcome to Historic Hilton Village. Main front door is on right side of home.

Hilton Village Home

9.6 out of 10, Exceptional, (29)
"This place was so great to stay at!"
The price is SAR 582
SAR 1,096 total
includes taxes & fees
30 Dec - 31 Dec
Hilton Village Home
Magnificent 2 Bedroom Home in Norfolk's Best Neighborhood
Living area

Magnificent 2 Bedroom Home in Norfolk's Best Neighborhood

10.0 out of 10, Exceptional, (2)
"Nice place to stay and close to ODU."
Magnificent 2 Bedroom Home in Norfolk's Best Neighborhood
The Riverside Bliss Cottage
Exterior

The Riverside Bliss Cottage

8.6 out of 10, Excellent, (7)
"We had a great weekend, everything was clean and ready (there was even coffee for the keurig!) the beds and pillows were super comfy. Good location, close to everything we needed. Overall, definitely would stay again. "
The Riverside Bliss Cottage
Spacious Chesapeake Home w/ Pool Table!
Chesapeake Vacation Rental | 4BR | 3BA | Steps Required for Access | 2,400 Sq Ft

Spacious Chesapeake Home w/ Pool Table!

8.6 out of 10, Excellent, (4)
"Very nice location. Great host very freindly and great communication. House was very clean and had no issues on multiple stays"
Spacious Chesapeake Home w/ Pool Table!
Charming Waterfront Home: Spacious, Modern, Near Attractions & Universities
Terrace/patio

Charming Waterfront Home: Spacious, Modern, Near Attractions & Universities

10.0 out of 10, Exceptional, (4)
"Great place to stay with a family and plenty of room for everyone. "
Charming Waterfront Home: Spacious, Modern, Near Attractions & Universities
Escape to Paradise: Discover a Spectacular vacation for Unforgettable Getaways
Room

Escape to Paradise: Discover a Spectacular vacation for Unforgettable Getaways

9.8 out of 10, Exceptional, (6)
"Great "
Escape to Paradise: Discover a Spectacular vacation for Unforgettable Getaways
Cambridge Knights a 3 bedroom home full of charm
Exterior

Cambridge Knights a 3 bedroom home full of charm

Cambridge Knights a 3 bedroom home full of charm
4 Mi to Dtwn: Home w/ Fenced Yard in Portsmouth!
Portsmouth Vacation Rental | 3BR | 1BA | 1,100 Sq Ft | 5 Steps Required

4 Mi to Dtwn: Home w/ Fenced Yard in Portsmouth!

10.0 out of 10, Exceptional, (1)
4 Mi to Dtwn: Home w/ Fenced Yard in Portsmouth!
Poolside Paradise 4-bedroom in Hampton w/WiFi, fireplace; 7 mi to Langley AFB
Living area

Poolside Paradise 4-bedroom in Hampton w/WiFi, fireplace; 7 mi to Langley AFB

2.0 star property
10.0 out of 10, Exceptional, (1)
"Poolside Paradise was perfect for a Busch Gardens Christmas Town weekend with family. Lamont and Yvette were super quick to respond, the house was clean, the kitchen was well stocked and the coffee bar was a nice addition!"
Poolside Paradise 4-bedroom in Hampton w/WiFi, fireplace; 7 mi to Langley AFB
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Living area

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.0 out of 10, Wonderful, (25)
" Awesome home in a great little historic area. Would stay again anytime!"
The price is SAR 484
SAR 1,138 total
includes taxes & fees
13 Jan - 14 January 2025
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground
Interior

Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground

10.0 out of 10, Exceptional, (11)
"Enjoyed versus hotel nice to crash in the living room together instead of rooms. "
The price is SAR 2,121
SAR 3,081 total
includes taxes & fees
31 Dec - 1 January 2025
Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground
Hampton Centrally Located Oasis
Dining

Hampton Centrally Located Oasis

9.8 out of 10, Exceptional, (14)
"Rented to cook Thanksgiving dinner for my son, in the Navy, so he wouldn't be alone on Thanksgiving. Communication with the property owner was wonderful. They responded immediately to the few questions I had. The property is easy to find in a centrally located area of Hampton. It's very convenient and close to stores and restaurants. I would suggest to the property owner to please get some lamps. There is not a single soft light in the property. It's all bright overhead lights. There are also...
Hampton Centrally Located Oasis
Beachhouse
Beach

Beachhouse

2.0 out of 10, (3)
"I never stayed at this property! The owner of the property never responded to my messages but had no problem in depositing my payment. One month later and still have not heard from the owner. My credit card company is currently trying to work on a resolution with Vrbo. Awful experience, and never had the opportunity to step foot in the property."
Beachhouse
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.
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Other property types in Windsor

Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Aerial view including the James River

Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!

10.0 out of 10, Exceptional, (128)
"Kingsmill is a lovely property, very convenient to local attractions. The condo was clean and well furnished. "
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Kitchen

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

9.6 out of 10, Exceptional, (16)
"our three night stay was great. The apartment was clean and the owner was very responsive whenever we had questions. It was made very clear prior to choosing this property that it was an older building. Some of the interior doors don't close properly and the floor creaks pretty good in spots but this by no means takes away from the properties quaint charm. There are restaurants and entertainment within walking distance as well as ferries that can take you to waterside. Everything was as...
The price is SAR 334
SAR 853 total
includes taxes & fees
27 Dec - 28 Dec
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Private Estate on 4 Acres
Exterior

Private Estate on 4 Acres

9.2 out of 10, Wonderful, (28)
"This house was perfect for our extended family vacation. The house is very old but the owners made a lot very nice improvements. You can tell there are more things to do though. Communication was not that great but they were very nice when we did hear from them. Super easy check in"
Private Estate on 4 Acres
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.