Windsor Vacation Rentals

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Browse Select Windsor Vacation Homes

Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

7.2 out of 10, Good, (7)
"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "
The price is CA $412
CA $764 total
includes taxes & fees
Sep 1 - Sep 2
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

3 BEDROOM 2 BATH ON THE WATER

9.4 out of 10, Exceptional, (71)
"Easy access as family is close by should’ve brought our boat nice newer dock clean & neat facilities everything worked would stay here again being priced right"
3 BEDROOM 2 BATH ON THE WATER

GREAT HOUSE ON LITTLE BAY WITH PIER

9.8 out of 10, Exceptional, (100)
"Nice neighborhood, beautiful house. Very nice to fish off the dock."
GREAT HOUSE ON LITTLE BAY WITH PIER

Crown Jewel in the Neighborhood.

9.0 out of 10, Wonderful, (4)
"The house was clean, plenty of room to relax. Beds are comfortable, quiet neighborhood. "
Crown Jewel in the Neighborhood.

Historic Old Towne Southern Charm

9.6 out of 10, Exceptional, (21)
"great location and a great host I would stay again"
Historic Old Towne Southern Charm

Harbor Delight on the Bay - All the modern amenities plus a Private Sandy Beach!

8.6 out of 10, Excellent, (28)
"There’s plenty of room for friends and family. Great way to entertain guess from out of town. Perched on a very quite and convenient location. Excellent parking for up to four cars."
Harbor Delight on the Bay - All the modern amenities plus a Private Sandy Beach!

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

10.0 out of 10, Exceptional, (134)
"A group of 9 of us stayed. We enjoyed the historical vibes and secluded peaceful setting. Host was very responsive to questions. "
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton

5.6 out of 10, (4)
"I loved this property and so did my partner. I would say that the master bedroom was so nice and but the shower was very confusing. I didn’t recognize it in the pictures but they had a pool table and my partner and I are avid pool players! I absolutely loved the property and the owners were great communicators! We really enjoyed our stay here!"
Tucked away 3-bedroom estate with AC and WiFi in fabulous Hampton

Huge water view 2/2 condo in "Kingsmill on the James"

10.0 out of 10, Exceptional, (64)
"What a great place to stay roomy,super clean. Great location easy to rent and find. Nice place to stay close to lot of places. The owner decorated for Christmas what nice touch when you walk in"
Huge water view 2/2 condo in "Kingsmill on the James"

Captains Quarters by the Bay - Walk to the Beach with your Pet. Smart TV w/ WIFI

9.4 out of 10, Exceptional, (12)
"A very clean and comfortable stay with lots of space to spread out, play cards, put out a spread of food, then go walk on the quiet beach.Don’t expect marble and granite here - It’s a charming older home with creaky wood floors and cottage vibes. Beds are very comfortable. Very cool “birds nest” bedroom on the top floor. There’s tons of comfy couch seating for TV at night. We would stay here again."
Captains Quarters by the Bay - Walk to the Beach with your Pet. Smart TV w/ WIFI

A Calm Haven in A Beautiful City

10.0 out of 10, Exceptional, (4)
"The home really felt like a home-away-from-home with everything a family would need. The home was spacious and comfortable-nestled in a quiet neighborhood-providing a much-needed reprieve from the outside hustle and bustle."
The price is CA $483
CA $1,063 total
includes taxes & fees
Aug 17 - Aug 18
A Calm Haven in A Beautiful City

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

7.6 out of 10, Good, (9)
"We needed a reasonably priced home that was located near points of interest and easy to get to. The home was very roomy, a large kitchen, comfortable dining area with plenty of seating for all, large TV in the living room with plenty of comfortable seats. Three full bathrooms enough for all. "
Water Front Oasis (4-Bedroom Home) - Pets Allowed by RedAwning

Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino

9.6 out of 10, Exceptional, (9)
"Place was clean, check-in was easy and the backyard was great!"
Historic Charm With Modern Comforts & Parking Near Oceanfront and Rivers Casino

Delightful 1 Bedroom RV Near Ft. Eustis

9.6 out of 10, Exceptional, (4)
"I can get a hold of the property manager easily and she responds back very quickly! I was actually surprised at how fast she did respond!It's a quite,safe neighborhood. Exactly what I was looking for! I'm only 10 minutes away from my current job, close to the beach and other new experiences. It's a great place!"
Delightful 1 Bedroom RV Near Ft. Eustis

Sojourn | Coastal Cottage | 3 BR

9.4 out of 10, Exceptional, (31)
"We stayed here for an extended weekend and it was such a cute place! Very clean and relaxing. The beach is just a couple minutes of walking from the house and easy to get to. "
The price is CA $282
CA $639 total
includes taxes & fees
Sep 3 - Sep 4
Sojourn | Coastal Cottage | 3 BR

The Dream! Luxury Home By Norfolk Base King Bed

The Dream! Luxury Home By Norfolk Base King Bed

Pleasurable Escape Hampton

9.4 out of 10, Exceptional, (18)
"The place was nice and met the needs of us. Even a late checkout which is greatly appreciated, However taking the bedding off should be apart of the cleaning fee. "
Pleasurable Escape Hampton

Royal King&Queen bed Luxury Resort 5 mins to beach

10.0 out of 10, Exceptional, (6)
"The property was exceptionally clean! Very spacious home, and the host was excellent at answering questions and overall communication. I definitely enjoyed my stay at this property, and would book again in the future!"
The price is CA $619
CA $1,151 total
includes taxes & fees
Aug 17 - Aug 18
Royal King&Queen bed Luxury Resort 5 mins to beach

Spacious Hampton Vacation Home Near Beaches!

10.0 out of 10, Exceptional, (1)
"We loved everything about the home! The host was very responsive as well!"
Spacious Hampton Vacation Home Near Beaches!

Waterfront Home w/ Dock & Yard in Hampton!

10.0 out of 10, Exceptional, (5)
"This house was wonderful. It was everything we needed for the weekend. "
Waterfront Home w/ Dock & Yard in Hampton!
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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Top Windsor Hotel Reviews