Search Windsor Cottage Rentals from CA $56

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Browse Select Windsor Cottages

Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning

9.6 out of 10, Exceptional, (4)
"This is a very spacious house for four and possibly for more a short walk from the beach, through some trees and directly to the water. Despite the highway in view, it was very quiet and was comfortable for our weekend stay. Despite the somewhat spare decor and slightly random kitchen, we had everything we needed. While it is an older house, there were minimal quirks and the location is excellent."
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

9.8 out of 10, Exceptional, (238)
"We were at "Analog" for the long Thanksgiving weekend. The fall leaves and river view were stunning. House stayed warm and cozy, and we fixed a complete Thanksgiving meal in the very well appointed kitchen, including pie pans and platters and attractive dinnerware. Not too hard to take the 24-hr/7 day free ferry that runs every 20 minutes over to see sights in the historic triangle. We were very happy we chose this remote-feeling scenic location vs. the rather Disney-ish condos closer to...
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

Manor and Mutts #1 (4-Bedroom Cottage) - Pets Allowed by RedAwning

7.8 out of 10, Good, (9)
"The house was spacious with a good layout. The property is very old and the house needs a lot of work but it was fairly clean. We originally booked unit one but the day of check in I received a message that there was a conflict with that unit and stayed in unit 2 instead. We did lose a bedroom so my husband and I ended up sharing a room with his dad. The AC was also not working properly on our last night so it was a bit hot. What made the stay worth it was the closeness to the water. There is a...
Manor and Mutts #1 (4-Bedroom Cottage) - Pets Allowed by RedAwning

Charming Newport News Cottage < 1 Mi to Ocean!

8.6 out of 10, Excellent, (9)
"Was great for what I needed. Little trouble with the lock but host was great."
Charming Newport News Cottage < 1 Mi to Ocean!

Cozy Bay View Oceanside 1 Bedroom Cottage by RedAwning

3.0 star property
Cozy Bay View Oceanside 1 Bedroom Cottage by RedAwning

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."
The price is CA $56
CA $249 total
includes taxes & fees
Dec 30 - Dec 31
Cozy Suite at the Beach

Comfortable & Private 2 Bedrm Cottage w/ King bed.

10.0 out of 10, Exceptional, (12)
"It was a great stay. Was there for work. Close for work and close to the beach. "
The price is CA $179
CA $488 total
includes taxes & fees
Dec 26 - Dec 27
Comfortable & Private 2 Bedrm Cottage w/ King bed.

Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

8.8 out of 10, Excellent, (13)
"We left the property an hour after arrival due to the tremendous smoking smell in the property, the dirty and stained couches (one smells of urine), and busted window screens which kept us from being able to open windows and air out the duplex. For minimal investment in screens and going to a thrift store for clean sofas, this property could be fine, smoking smell aside. The other side of the duplex, I suspect is lived in semi permanently as when I contacted the owner about the smoking smell,...
Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi

9.0 out of 10, Wonderful, (26)
"The deck was really a marvelous treat with wonderful views. The house is spacious and comfortable. We enjoyed it thoroughly."
Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi

Clev’s collage place

6.0 out of 10, (5)
"It was very dirty. Everything was dusty and dirty. I didnt even want to set my stuff down. I refused to stay there. I am not picky but it should at least be clean."
The price is CA $93
CA $358 total
includes taxes & fees
Dec 28 - Dec 29
Clev’s collage place

Mariners Cove Waterfront with Private Dock

7.6 out of 10, Good, (30)
"First off…our family did have a great time at this property. The location is perfect and being on the water with the huge dock was awesome! We also the loved upper and lower waterfront decks. The hosts were so nice and so responsive. There was an issue as soon as we arrived that he came to the house and we were able to discuss. Having said that, the inside is in need of repair. The living room furniture is very dated and doesn’t look clean. The carpet is need of removal or replacement. The...
Mariners Cove Waterfront with Private Dock

Historic beach side getaway

9.0 out of 10, Wonderful, (95)
"The place was in a great location and having everything on one floor was a huge benefit as one of the guests is disabled. The place could use some updates but other than that it was nice! The owner was very responsive to our needs and got right back to us if we had any question! If we ever go back, we would consider this place again!"
Historic beach side getaway

Cozy Bay View - BeachSide, Pet Friendly, Wi-Fi

8.8 out of 10, Excellent, (44)
"Small, cute with nice beach access"
The price is CA $70
CA $298 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Cozy Bay View - BeachSide, Pet Friendly, Wi-Fi

Cozy Bay View OceanSide by RedAwning

8.0 out of 10, Very good, (4)
"Perfect cozy spot for a few day break!"
Cozy Bay View OceanSide by RedAwning

Hampton Vacation Rental: Central Location, Patio

3.0 star property
Hampton Vacation Rental: Central Location, Patio

Hampton Vacation Rental: Central Location, Patio

10.0 out of 10, Exceptional, (1)
Hampton Vacation Rental: Central Location, Patio

Mariners Cove (4-Bedroom Cottage) - Pets Allowed by RedAwning

8.8 out of 10, Excellent, (3)
"Nice stay"
Mariners Cove (4-Bedroom Cottage) - Pets Allowed by RedAwning

Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning

8.4 out of 10, Very good, (5)
"The house was very comfortable for my family. It was a short walk to the beach. The location was perfect! The house had enough space for 8 of us."
Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning

Historic Beach Side Getaway - Pet Friendly, Wifi 3 Bedroom Cottage by RedAwning

3.0 star property
Historic Beach Side Getaway - Pet Friendly, Wifi 3 Bedroom Cottage by RedAwning

Captains Quarters by the Bay by RedAwning

8.8 out of 10, Excellent, (6)
"We really loved the location, 5 minutes along a private path to a nice, fairly private beach. There was also a lot of space in the house, with the caveat that three of the five sleeping areas (counting the King loft upstairs) all share the same entryway, and aren't really private from each other. The kitchen only had a few spoons and knives, but we bought more and left them behind (you're welcome to those who stay after us!). The biggest downside was the poor state of the house (there wasn't a...
Captains Quarters by the Bay by RedAwning
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!

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

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 CA $128
CA $328 total
includes taxes & fees
Dec 26 - Dec 27
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

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.