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Compare 231 Vacation Homes in Windsor with updated reviews, rates, and availability.

Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

2.0 star property
9.6 out of 10, Exceptional, (4)
"We were down for a wedding and this place was first class. We have already decided to return this summer. They over delivered on this place. "
Luxe Lakefront Portsmouth Home: Fish, Swim & Play!

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.2 out of 10, Wonderful, (27)
"I’mi liked my stay ; everything was fine and the host communicated well with me…"
The price is SAR 484
SAR 1,293 total
includes taxes & fees
11 Mar - 12 Mar
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Charming 4-bedroom bungalow with AC and WiFi in Hampton, with washer and dryer.

Charming 4-bedroom bungalow with AC and WiFi in Hampton, with washer and dryer.

Sojourn | Coastal Cottage | 3 BR

9.4 out of 10, Exceptional, (24)
"So…My family of 4, plus a friend, and our 110lb American Bully stayed here on December 13th-15th.And we were very pleased with our stay overall. Let me give the pros and the cons.Pros: Good location. It’s just on the other side of the tunnel and very close to the beach (our dog loved it). The property is very nice and updated. Huge backyard, and long driveway for multiple cars. Quiet neighborhood and no noise from highway traffic. The kitchen was our favorite by far. Well stocked and modern. You...
The price is SAR 409
SAR 1,309 total
includes taxes & fees
10 Mar - 11 Mar
Sojourn | Coastal Cottage | 3 BR

Water Front Oasis (4-Bedroom Home) - Pets Allowed by RedAwning

7.6 out of 10, Good, (8)
"Be aware of parking, we ran onto a snag with parking because we drive a larger truck. If your in a car you would have no problem. The owner was wonderful to work with and rectified the problem. We would definitely stay at this owners listings again. "
Water Front Oasis (4-Bedroom Home) - Pets Allowed by RedAwning

The Cracker Jack House: A Military Salute & Arcade!

9.4 out of 10, Exceptional, (11)
"We had a great time just spending time with each other"
The Cracker Jack House: A Military Salute & Arcade!

99) Massive home with Hot Tub!

4.0 out of 10, (4)
"The house was roomy. Plenty of bedrooms. The living room only sat four and the dining room sat six. If you had more people than that, you would be crowded. The on site parking is in the street. The location is good. Short drive to Virginia Beach or Colonial Williamsburg."
The price is SAR 528
SAR 1,398 total
includes taxes & fees
11 Mar - 12 Mar
99) Massive home with Hot Tub!

Sojourn Ranch Home near Ft Eustis Family Home

6.8 out of 10, (5)
"They were always fast on responding my questions and concerns. There helpful, and easy to work with."
The price is SAR 473
SAR 1,457 total
includes taxes & fees
7 Apr - 8 Apr
Sojourn Ranch Home near Ft Eustis Family Home

Spacious 7-bedroom house in brilliant Newport News with AC, WiFi

10.0 out of 10, Exceptional, (1)
"The house was clean and tastefully decorated. The photos do not do the house justice. House step up: Four out of the seven bedrooms had their own bathroom. Each bedroom had a queen bed except the larger room that had 2 queen beds and a crib. Each room had a house size closet with a few hangers. There is a washer and dryer upstairs in the hallway. Location: the house is right off and busy bypass. The noise was not too bad. The house sits on a lot with another smaller house that I believe is...
Spacious 7-bedroom house in brilliant Newport News with AC, WiFi

The Great Gatsby: Pink Flamingo Lounge Retreat!

2.0 star property
8.8 out of 10, Excellent, (3)
"The property was clean and well-maintained, and in a convenient location near Williamsburg, Smithfield and other historic locations. Access to the Jamestowne-Scotland ferry was great."
The Great Gatsby: Pink Flamingo Lounge Retreat!

James River Waterfront with spectacular views across the river from Williamsburg

10.0 out of 10, Exceptional, (133)
"The house is ideally situated on the James River, with beautiful views and peaceful surroundings. The layout of the house itself is perfect for gathering for meals and games, as well as for individuals to retreat for quiet time. The kitchen is well-stocked, with no gaps in supplies. And the homeowner is incredibly thoughtful and responsive, including dealing perfectly with the ups-and-downs of some weather issues. We are looking forward to many future stays at this property! Thanks Rene!"
James River Waterfront with spectacular views across the river from Williamsburg

Experience Timeless Luxury at Cavalier Manor on a Lake

10.0 out of 10, Exceptional, (2)
"I had a small wedding at this property, and let me tell you that it was the wedding of my dreams. From the beautiful interior to the extravagant exterior, my guest was amazed at the beauty of this home. We also stayed a total of five days and the property manager checked on us regularly to make sure we had a comfortable stay. I cannot express how thoughtful and beautiful this home is. I wish I could stay forever. I highly recommend this property."
Experience Timeless Luxury at Cavalier Manor on a Lake

Quiet and modernized Fully Furnished Property in Newport News, Pet Friendly!

Quiet and modernized Fully Furnished Property in Newport News, Pet Friendly!

The Mermaids Lair 🧜‍♀️

8.8 out of 10, Excellent, (6)
"This location is great for a couple that wants to get away for a quiet weekend. The views of the lake were awesome! We didn’t get to use the fire pit because it was raining. Contact with the host was outstanding. All responses were within 5 minutes of us reaching out. "
The Mermaids Lair 🧜‍♀️

Centrally Located Hampton Home: 6 Mi to Downtown!

9.6 out of 10, Exceptional, (9)
"The home was very nice. The host was very nice and accessible. "
Centrally Located Hampton Home: 6 Mi to Downtown!

Hampton River Retreat

9.6 out of 10, Exceptional, (27)
"Perfectly tiny-sized accommodations in a super convenient location for our busy weekend. Minutes from our event venue and close to the shore! I wish we had more time to enjoy the deck. We didn't anticipate the tiny-sized warm water situation for showers...so that does take some thought with more than one adult."
Hampton River Retreat

Cheerful 2 bedroom 2 full bathroom townhouse

10.0 out of 10, Exceptional, (8)
"Perfect for short stay, easy to get to off highway. Not far from Norfolk airport. "
Cheerful 2 bedroom 2 full bathroom townhouse

Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning

3.5 star property
Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning

NEW! Big Waterfront House w/ Amazing View and Swim Deck

The price is SAR 972
SAR 2,146 total
includes taxes & fees
10 Mar - 11 Mar
NEW! Big Waterfront House w/ Amazing View and Swim Deck

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

stayAPT Suites Suffolk-Chesapeake

2.5 star property
10.0 out of 10, Exceptional, (3)
"Property is new. The rooms are very spacious. Two very large tv. One tv in bedroom and one in the living area. This was like a large one bedroom apartment. Full kitchen with dishwasher. Price was excellent! This will be my place to stay when i am in town!"
The price is SAR 438
SAR 503 total
includes taxes & fees
9 Apr - 10 Apr
stayAPT Suites Suffolk-Chesapeake

Cozy Suite at the Beach

8.4 out of 10, Very Good, (56)
"The manager made a mistake. He owned it and gave us a better place. The parking could have been better. It served our purposes well. It was quiet and private. My husband fished every morning. Our first choice would not have been as nice."
Cozy Suite at the Beach

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.2 out of 10, Wonderful, (27)
"I’mi liked my stay ; everything was fine and the host communicated well with me…"
The price is SAR 484
SAR 1,293 total
includes taxes & fees
11 Mar - 12 Mar
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
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.