Search Condo Rentals in Winchester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 2 Condo Rentals in Winchester with updated reviews, rates, and availability.

lake front 2 br condo close to bsu
our condo is lake front.

lake front 2 br condo close to bsu

9.4 out of 10, Exceptional, (37)
"If mattresses are replaced, rating would be Excellent!"
lake front 2 br condo close to bsu
Updated condo in the heart of Historic District with patio, streaming, fast WiFi

Updated condo in the heart of Historic District with patio, streaming, fast WiFi

10.0 out of 10, Exceptional, (10)
"Loved everything from the location to the decor! Perfect ladies spa/refresh weekend!"
The price is AED 386
AED 1,096 total
includes taxes & fees
3 Mar - 4 Mar
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winchester

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
Pool room is 30' X 60' Pool is 20' X 40'. 9' deep end, 3' to 5' shallow end.

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (181)
"Each year our family gathers together from 3 states to spend 4 days together. We plan meals, play games, and spend this time making memories that will last a lifetime. This was a perfect location to spend those 4 days"
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Interior of Gym- Basketball, Volleyball, Pickleball, Dodgeball

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (181)
"Our family tries to get together at least once each year, normally around the Christmas holiday. We (2 grandparents, 8 children and spouses, and 15 grandchildren ages 7 to 30) came to this Ft Recovery gem from Ohio, Illinois, New York, Los Angeles and Virginia. The main floor open kitchen, living room and eating spaces, game area in the lower floor, and fantastic adjacent building with full basketball/volleyball court and loft with wet bar allowed us to spread out and spend time in small groups...
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Updated condo in the heart of Historic District with patio, streaming, fast WiFi

Updated condo in the heart of Historic District with patio, streaming, fast WiFi

10.0 out of 10, Exceptional, (10)
"Loved everything from the location to the decor! Perfect ladies spa/refresh weekend!"
The price is AED 386
AED 1,096 total
includes taxes & fees
3 Mar - 4 Mar
Updated condo in the heart of Historic District with patio, streaming, fast WiFi
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

Why book your condo in Winchester with Expedia?
Expedia makes it a breeze to find your ideal condo in Winchester. After a luxury stay? Take advantage of our filters to search for properties with a 5-star rating. If you need to stick to a budget, choose how much you want to spend and then check out our amazing deals. We’ll help you find the right place whatever your trip looks like.
How can I find cheap condos in Winchester?
The best way to compare cheap condos in Winchester is with Expedia’s useful filter tool. Narrow down your search by budget, star rating and amenities to nab excellent rates in just a few keystrokes.