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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 164 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

9.6 out of 10, Exceptional, (19)
"The apartment was charming; however, it could use some updating. The location was excellent, quiet, and easy access to local stores and restaurants. Ideal for a short stay. "
The price is AED 364
AED 890 total
includes taxes & fees
3 Feb - 4 Feb
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
❤️Ice Ice Baby❤️Downtown Newport News!

❤️Ice Ice Baby❤️Downtown Newport News!

9.4 out of 10, Exceptional, (16)
"Very nice! Minor things need attention. I would definitely stay again"
The price is AED 275
AED 770 total
includes taxes & fees
2 Feb - 3 Feb
❤️Ice Ice Baby❤️Downtown Newport News!
Your Home Away from Home
Living Room Area

Your Home Away from Home

7.0 out of 10, Good, (10)
"I arrived early and the property is in a very sketchy neighborhood. I'm going 5 stars for cleanliness, based on the pictures. I was traveling alone with my kids. There were panhandlers outside upon my arrival. Parking was also very limited. My SUV couldn't fit through the tiny lot. I was concerned enough to just leave and stay much further out with family. I contacted the owner to cancel, but I never heard back. $400 lost. :-("
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 | 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
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
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, (6)
"This place was so darn cozy, roomy and adorable! My girlfriends and I always do a fun getaway and this is our new addition. The property manager kept me updated on all things and even had the most delicious snack for us when we got there. Even though it ended up being too late(and cold) for the firepit, the PM had all of that ready for us also. 5 STARS for this ROCKSTAR place! "
The price is AED 551
AED 860 total
includes taxes & fees
1 Feb - 2 Feb
Colonial Smithfield Basement Apartment- close to Williamsburg, VA beach, & more
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 892 total
includes taxes & fees
1 Feb - 2 Feb
Guesthouse in ideal location with private entrance
Ghent's Colonial Estate - Suite 1
Memory Foam Mattress

Ghent's Colonial Estate - Suite 1

2.0 star property
8.0 out of 10, Very Good, (1)
"Clean, good neighborhood to walk a lot of places, quiet place"
Ghent's Colonial Estate - Suite 1
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
Sojourn | Bayfront 2 BR

Sojourn | Bayfront 2 BR

9.4 out of 10, Exceptional, (3)
"I loved staying on the Bay! It was s peaceful and quite and most of all relaxing!"
Sojourn | Bayfront 2 BR
❤️The Speakeasy❤️Downtown Newport News!

❤️The Speakeasy❤️Downtown Newport News!

8.6 out of 10, Excellent, (9)
"Great host, accurate description of property, perfect stay. The condo was easy to get in and out of and close to the highway. The coffee shop is in the same building and the micro brewery was super close. Will definitely stay again when in the area. Thanks again!"
The price is AED 286
AED 785 total
includes taxes & fees
3 Feb - 4 Feb
❤️The Speakeasy❤️Downtown Newport News!
Cozy Suite at the Beach II -30 Days
Beach

Cozy Suite at the Beach II -30 Days

Cozy Suite at the Beach II -30 Days
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...
Studio Apt. at the Boat House - Water Front, Pet Friendly, WiFi, Smart TV
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
Ghent's Colonial Estate - Suite 3
Cozy Living Room to Relax and Unwind

Ghent's Colonial Estate - Suite 3

6.0 out of 10, (2)
"Meh."
Ghent's Colonial Estate - Suite 3
2BR Hopeless Apartment Near Downtown Norfolk
Living Room with Desk & Smart TV

2BR Hopeless Apartment Near Downtown Norfolk

8.0 out of 10, Very Good, (3)
"My husband was in need of a place while working as a contractor. The host was responsive and able to accommodate. "
2BR Hopeless Apartment Near Downtown Norfolk
❤️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 AED 235
AED 723 total
includes taxes & fees
2 Feb - 3 Feb
❤️The Safe House❤️Downtown Newport News!
Sand Dune Suite Six S

Sand Dune Suite Six S

The price is AED 217
AED 837 total
includes taxes & fees
3 Feb - 4 Feb
Sand Dune Suite Six S
❤️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

stayAPT Suites Suffolk-Chesapeake
Room

stayAPT Suites Suffolk-Chesapeake

2.5 star property
The price is AED 437
AED 502 total
includes taxes & fees
3 Feb - 4 Feb
stayAPT Suites Suffolk-Chesapeake
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, (123)
"Great experience "
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Living area

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.0 out of 10, Wonderful, (25)
"Loved the place! I will book again. Just a couple of tweaks. The walk-in closets need full-length mirrors. We found extra pillows but they had no pillow cases."
The price is AED 474
AED 1,287 total
includes taxes & fees
3 Feb - 4 Feb
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.

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. Your Home Away from Home: Located 27.9 mi/44.9 km away in Norfolk. Free WiFi, fireplaces, and Smart TVs are included. ❤️Ice Ice Baby❤️Downtown Newport News!: 21.1 mi/34 km away in Newport News. Free WiFi, sofa beds, and Smart TVs are included. 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.