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Compare 166 Apartments in Windsor with updated reviews, rates, and availability.

Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more
Exterior

Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more

10.0 out of 10, Exceptional, (4)
"Wonderful vintage apartment in house built in 1700s. Comfortable and cozy with modern updates. Fireplace adds to ambiance. Walked to downtown Smithfield. "
The price is AED 551
AED 868 total
includes taxes & fees
5 Jan - 6 January 2025
Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more
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 AED 327
AED 839 total
includes taxes & fees
26 Dec - 27 Dec
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Studio Apt. at the Boat House - Water Front, Pet Friendly, WiFi, Smart TV
Room

Studio Apt. at the Boat House - Water Front, Pet Friendly, WiFi, Smart TV

5.4 out of 10, (3)
"Sandwiched between Willoughby Bay and Willoughby Beach, this small 2-room unit offers a humble stay in an amazing location featuring many nearby locations including Virginia Beach and Jamestown (highly recommended). Just across the main street is a lovely, low-key beach with many artificial rock formations, creating multiple small bays that maintain warmer water. The main complaint would be the floor having a layer of dirt which could be easily solved by a quick mopping by the cleaners. We...
The price is AED 253
AED 852 total
includes taxes & fees
27 Dec - 28 Dec
Studio Apt. at the Boat House - Water Front, Pet Friendly, WiFi, Smart TV
Your Home Away from Home
Living Room Area

Your Home Away from Home

7.0 out of 10, Good, (10)
"Cute apartment!! Nice space and safe environment for a mother daughter trip. For a tip when you arrive it’s the second building by the citgo and the FIRST entrance of the building not the second door. Apartment did come with some cook ware and dish ware! Shower has great hot water BUT it’s better to shower later in the evening after the residents shower!! You’ll like this space it’s has some nice safe vibes !!"
Your Home Away from Home
Cozy Suite - Pet friendly, Beach Side by RedAwning
"Nature","Outdoors","Beach","Coast","Sea"

Cozy Suite - Pet friendly, Beach Side by RedAwning

9.4 out of 10, Exceptional, (6)
"Great place for a summer vacation. No issues during my stay."
Cozy Suite - Pet friendly, Beach Side by RedAwning
Sojourn | Ocean Hideaway | 2 Bedroom

Sojourn | Ocean Hideaway | 2 Bedroom

9.0 out of 10, Wonderful, (8)
"Place was excellent for what we needed space and bedroom wise. However, the beds were way too low for people with knee and back problems!! You need a walker or someone to pull you up!! The mattress is about a foot off rhe floor and thats with the bed fram3!! Yhe "
Sojourn | Ocean Hideaway | 2 Bedroom
Sojourn | Beachside Hideaway | 2 BR

Sojourn | Beachside Hideaway | 2 BR

9.6 out of 10, Exceptional, (5)
"This property exceeded expectations. It was impeccably clean and it had everything we needed. The property manager was unresponsive. We asked for a later check out upon booking and did not receive a response. We would book again. The property itself was superb."
Sojourn | Beachside Hideaway | 2 BR
Guesthouse in ideal location with private entrance
Interior

Guesthouse in ideal location with private entrance

10.0 out of 10, Exceptional, (4)
"My husband and I truly enjoyed our stay. Marlon was great at providing us with all the details we needed. The place was cute, cozy, clean, and had everything we needed. We will definitely come back again when we visit family next year. "
The price is AED 420
AED 897 total
includes taxes & fees
5 Jan - 6 January 2025
Guesthouse in ideal location with private entrance
Willoughby Spit Sojourn | Beach Side | 2 BR

Willoughby Spit Sojourn | Beach Side | 2 BR

8.8 out of 10, Excellent, (3)
"Very nice property at a shot of sandwedge distance to the beach ( about 100 yds). Clean and two bdrms with confortable beds. Kitchen is basic with no pantry and cookware basic. If you plan on eating at homeit is very basic. Had to ask for salad bowl. Plus no dish rag nor dish towels.had to buy out own. But all the basic is there.very quiet place.beach need to be cleaned up with lits of seaweeds."
Willoughby Spit Sojourn | Beach Side | 2 BR
Walk to beach, large room on wooded lake, "Kingsmill on the James"
Marina

Walk to beach, large room on wooded lake, "Kingsmill on the James"

9.8 out of 10, Exceptional, (19)
"Love this very clean, lovely room in beautiful area backing to a lake, can walk to the beach! Host response within minutes, will be back!"
Walk to beach, large room on wooded lake, "Kingsmill on the James"
King Guest Suite - A TOGAR Vacation Rental
Spacious Suite with King size bed

King Guest Suite - A TOGAR Vacation Rental

9.8 out of 10, Exceptional, (48)
"Beautiful neighborhood, very friendly surroundings. Host lives in his, but it was very quiet, which we appreciated. Home and room were beautiful. Only thing I'd point out is perhaps investing in a replacement shower head. Would be good to have a few more coffee pods and creamer available (we are coffee freaks!). Overall 5 stars, the host was more than gracious and accommodating. Would recommend. Would stay again. Thank you. "
King Guest Suite - A TOGAR Vacation Rental
❤️The Safe House❤️Downtown Newport News!

❤️The Safe House❤️Downtown Newport News!

9.0 out of 10, Wonderful, (9)
"Quiet and a very cute posh spot. Everything was absolutely beautiful."
❤️The Safe House❤️Downtown Newport News!
Luxurious 2 Bed Queen Suite Near Downtown Norfolk
Living area

Luxurious 2 Bed Queen Suite Near Downtown Norfolk

6.0 out of 10, (1)
"The parking was horrible. There was no designated parking area to safely park vehicle and also the property was on a busy street. The neighborhood also looked very sketchy. The place was clean however, pest control should be done professionally. Seeing roach baits in plain sight throughout the unit made our stay uncomfortable."
Luxurious 2 Bed Queen Suite Near Downtown Norfolk
❤️The Speakeasy❤️Downtown Newport News!

❤️The Speakeasy❤️Downtown Newport News!

8.0 out of 10, Very Good, (7)
"Close to highway to get to everything quickly, great coffee shop, pizzeria and bar on 1st floor, brewery and distillery right next door. Clean place and great communication with owner. Will definitely rent again when i come back to Newport News!!"
The price is AED 320
AED 825 total
includes taxes & fees
29 Dec - 30 Dec
❤️The Speakeasy❤️Downtown Newport News!
The Rosalie Suite 3, Steps from Norfolk's Hospitals
Living Space (1)

The Rosalie Suite 3, Steps from Norfolk's Hospitals

9.0 out of 10, Wonderful, (9)
"The suite was nice. It was hard to work the television in the bedroom I never got that to work. I didn’t quite understand the heating issue because the weather was cool and I couldn’t get the heat on correctly. I tried to call someone to help me with the stuff, but nobody responded to me. "
The Rosalie Suite 3, Steps from Norfolk's Hospitals
Stay & Play
Room

Stay & Play

2.0 out of 10, (1)
"The property was mostly run down! The shower was nasty! We were not given a secure access to the property through code or key once we checked in. We were initially let in remotely. We could lock up when we were there, but we were told by the host to leave the door unlocked when we left. He said he secures the property 24 hours a day and he wouldn't let anything happen when we were gone. (There were outdoor cameras.) We were very uncomfortable, but went out for a bite to eat anyway. When we...
The price is AED 452
AED 1,976 total
includes taxes & fees
26 Dec - 27 Dec
Stay & Play
❤️Breakfast @ Tiffany's❤️Downtown Newport News!

❤️Breakfast @ Tiffany's❤️Downtown Newport News!

8.6 out of 10, Excellent, (4)
"Enjoyed our stay. Great, quiet location. Parking was challenging on occasion, but doable. Easy access to the building, although the key fob went missing once, it was resolved quickly. Per the previous comments, I was aware the sofa bed wouldn't be the most comfortable for sleeping, but we made do just fine. Communication was excellent. Enjoyed it so much, we extended our stay."
❤️Breakfast @ Tiffany's❤️Downtown Newport News!
❤️Ice Ice Baby❤️Downtown Newport News!

❤️Ice Ice Baby❤️Downtown Newport News!

9.4 out of 10, Exceptional, (15)
"We had a great stay! Communication and responses from the host were excellent! Getting in and out of the suite and building securely was easy and hassle-free. The property and amenities- all “thumbs up!”. Check out Corkscrews and Brews (esp for coffee, breakfast) and the Whiskey distillery. "
The price is AED 283
AED 782 total
includes taxes & fees
26 Dec - 27 Dec
❤️Ice Ice Baby❤️Downtown Newport News!
Loft in downtown Norfolk, restaurants/entertainment at your door step
Living Room

Loft in downtown Norfolk, restaurants/entertainment at your door step

10.0 out of 10, Exceptional, (4)
"Great location on Granby Street. The running joke was that everything is two blocks from Granby. The loft studio unit was nice. Everything was functional. good water pressure in shower, comfortable bed. no complaints and I would stay here again."
Loft in downtown Norfolk, restaurants/entertainment at your door step
Cozy Suite - Pet Friendly, Beach Side 1 Bedroom Apts by RedAwning
Beach

Cozy Suite - Pet Friendly, Beach Side 1 Bedroom Apts by RedAwning

3.0 star property
Cozy Suite - Pet Friendly, Beach Side 1 Bedroom Apts 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!
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 AED 327
AED 839 total
includes taxes & fees
26 Dec - 27 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.

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There might not be many choices centrally in Windsor, but Expedia can help you search for accommodations within the larger area with similar amenities to an apartment. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as vacation homes, condos, or cabins.
Are you thinking about an apartment instead of a traditional hotel?
An apartment is often more spacious than a traditional hotel room and comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's a favorite apartment for my stay in Windsor?
Here are some of the favorite apartments in the area to choose from: Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental: Situated in Portsmouth, 24.8 mi/39.9 km from the heart of Windsor. Includes free WiFi, private balconies, and Smart TVs. Studio Apt. at the Boat House - Water Front, Pet Friendly, WiFi, Smart TV: Located 28 mi/45.1 km away in Norfolk. Free WiFi, private patios, and Smart TVs are included. Your Home Away from Home: It’s situated in Norfolk, 27.9 mi/44.9 km away. Includes free WiFi, fireplaces, and Smart TVs. Cozy Suite - Pet friendly, Beach Side by RedAwning: 27.3 mi/44 km away in Norfolk. Private patios and Smart TVs are included. Sojourn | Ocean Hideaway | 2 Bedroom: It’s located in Norfolk, 27.8 mi/44.7 km from Windsor. Includes private balconies.
What will the weather be like during my trip to Windsor?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Windsor. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 45°F. Average annual precipitation for Windsor is 52 inches.
What are the must-see places to visit in Windsor?
Cultural attractions include Boykin’s Tavern, whereas Lake Prince is a spot to enjoy nature. Windsor Castle Park and Chesapeake Square Mall are a couple of places you’ll find in the larger area.
What's the best way to get to and around Windsor?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Newport News - Williamsburg Intl. Airport (PHF), which is located 26.3 mi (42.3 km) away from the heart of the city. You can also search for flights into Norfolk Intl. Airport (ORF), which is 30.7 mi (49.5 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.