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Compare 137 Apartments in Windsor with updated reviews, rates, and availability.

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Kitchen
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
9.8 out of 10, Exceptional, (10)
"In town to spend a few days with family. Great place lots of character. Close to everything in Old Town."
The price is SAR 372
SAR 910 total
includes taxes & fees
12 Nov - 13 Nov
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
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, (1)
"Wonderful location within walking distance of downtown Smithfield. Charming basement space in a lovely historic home and a responsive host. Highly recommend!"
The price is SAR 620
SAR 959 total
includes taxes & fees
9 Nov - 10 Nov
Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more
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 SAR 184
SAR 780 total
includes taxes & fees
2 Dec - 3 Dec
Studio Apt. at the Boat House - Water Front, Pet Friendly, WiFi, Smart TV
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, (8)
"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
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
The Rosalie Suite 1, Steps from Norfolk's Hospitals
Living Space (1)
The Rosalie Suite 1, Steps from Norfolk's Hospitals
8.6 out of 10, Excellent, (8)
"Place was dirty. Table tops, cabinets and floors needed cleaning. We called and complained and someone came the next day while we were gone. This was evident because they closed the bedroom door; however they didn't clean anything. The same large ball of hair wrapped in dirt was still present and a gel capsule we spotted earlier was still on the floor. The tables were still dirty. The towels were dingy and gray. The place has potential but only if it's clean."
The Rosalie Suite 1, Steps from Norfolk's Hospitals
Sand Dune Suite One S
Living Area
Sand Dune Suite One S
10.0 out of 10, Exceptional, (1)
Sand Dune Suite One S
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, (3)
"Everything went well, the responses were quick accurate and helpful. It’s a cozy little place and very clean and instructions on how to fold down bed and check in were very clear and simple. Very close to a grocery store and in a quiet neighborhood. The drive to the beach is a bit far but it’s definitely better than staying in a hotel. Would definitely stay again!"
The price is SAR 429
SAR 925 total
includes taxes & fees
22 Nov - 23 Nov
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 price is SAR 304
SAR 815 total
includes taxes & fees
10 Nov - 11 Nov
❤️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 SAR 270
SAR 787 total
includes taxes & fees
12 Nov - 13 Nov
❤️The Speakeasy❤️Downtown Newport News!
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 SAR 462
SAR 2,016 total
includes taxes & fees
8 Nov - 9 Nov
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!
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

Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Two full size beds
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.8 out of 10, Exceptional, (119)
"Quick weekend stay for a baby shower. The condo was clean and well stocked, host was very responsive. We enjoyed our stay."
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Cozy Suite at the Beach
Boardwalk to the Beach
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 SAR 222
SAR 737 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Suite at the Beach
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Kitchen
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
9.8 out of 10, Exceptional, (10)
"In town to spend a few days with family. Great place lots of character. Close to everything in Old Town."
The price is SAR 372
SAR 910 total
includes taxes & fees
12 Nov - 13 Nov
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
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. The Rosalie Suite 3, Steps from Norfolk’s Hospitals: 25 mi/40.3 km away in Norfolk. Cozy Suite - Pet friendly, Beach Side by RedAwning: It’s located in Norfolk, 27.3 mi/44 km from Windsor. Includes private patios and Smart TVs.
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. Planters Peanut Center 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.