Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester

Photo gallery for Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester

A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a living room with a sofa and a ceiling fan.
A modern kitchen with white cabinets, a granite countertop island, and a large window providing natural light.
A bedroom with a bed, bedside tables, a ceiling fan, and a dresser with a mirror.
A living room with a leather sofa, a coffee table, a TV on a cabinet, and a ceiling fan.
A rectangular swimming pool with a dark edge, surrounded by a concrete deck.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Onsite parking available

Explore the area

View map
Winchester, KY
  • Place, Southwind Golf Course
    ‪2 min drive‬
  • Place, Winchester Traveling Trail
    ‪2 min drive‬
  • Place, Bluegrass Heritage Museum
    ‪4 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪35 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

2 bathrooms

Bathroom 1

Towels provided · Bathtub or shower · Toilet

Bathroom 2

Towels provided · Shower only

Spaces

Kitchen

Add dates for prices

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About the area

Winchester

Winchester is home to this holiday home. Bluegrass Heritage Museum and Fort Boonesborough State Park are local landmarks, and some of the area's activities can be experienced at Southwind Golf Course and Cassell Creek Golf Course. Discover the area's water adventures with power boating and swimming nearby, or enjoy the great outdoors with horse riding.
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Map
Winchester, KY

What's nearby

  • Southwind Golf Course - 2 min drive - 1.7 km
  • Winchester Traveling Trail - 2 min drive - 2.7 km
  • Clark County Public Library - 4 min drive - 4.1 km
  • Bluegrass Heritage Museum - 4 min drive - 4.4 km
  • GRCHS Baseball Field - 4 min drive - 4.1 km

Getting around

  • Lexington, KY (LEX-Blue Grass) - 39 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Taco Bell - ‬3 min drive
  • ‪Dairy Queen - ‬5 min drive
  • ‪7 Brew Coffee - ‬5 min drive
  • ‪Sonic Drive-In - ‬5 min drive

Frequently asked questions

Does Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester have a pool?

Yes, this property has a pool.

How much does it cost to stay at Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester?

As of 30 October 2026, prices found for a 1-night stay for 2 adults at Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester on 28 February 2027 start from NZ$1,226, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester?

On-site parking is available at the property.

What time is check-in at Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester?

Check-in begins at 3:00 PM.

What time is check-out at Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester?

Checkout is at 11:00 AM.

Where is Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester located?

Situated in Winchester, this holiday home is within 3 miles (5 km) of Southwind Golf Course, Winchester Traveling Trail and Clark County Public Library. Wiseman Park and GRCHS Baseball Field are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great girls trip
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very cozy
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay! The house was really cute and the pool was awesome.
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The kitchen had everything we needed for our stay. A quiet neighborhood and a nice stay.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 6 April 2026
Thank you so much for the kind review, Lynn! I’m thrilled to hear that the kitchen had everything you needed and that you enjoyed the peace and quiet of our neighborhood. We strive to make the home a true 'home away from home,' and we’d love to host you again anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This accommodation was clean and comfortable for our stay. Conveniently located between Lexington and Red River Gorge. Quite area, but close to restaurants and stores. We enjoyed our trip here.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was clean and smelled good. The water got hot fast. There was plenty of extra supplies like trashbags, toilet paper, towels, blankets, etc. We accidentally locked the front door, locking ourselves out and they took care of it immediately.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Contact with the host a little sooner would be preferred. Other than that, everything was VERY well maintained and went very smoothly! The place was beautiful! I would definitely stay here again and will suggest for others to do the same!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. Clean and no surprises. Owner was very responsive.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

I really enjoyed myself

Look forward to coming back
Stayed 9 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Clean! Nice property!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you for a wonderful stay. Our car club puts on the Boonesburough Boogie National each year at Fort Boonesburough State Park every year and this was the perfect location with a 7 minute drive back and forth. The house was very clean and comfortable for us all. Thanks again for sharing your home with us.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay. Property owner was very helpful. Property offered everything we needed for a great weekend stay for our daughter’s wedding. Only suggestion that I may have is needs tv’s in the bedrooms. (My husbands request) I would recommend this home to anyone that’s gonna be in the area. We had a wonderful stay!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was wonderful for our family of 6 and guests that visited. The kitchen is completely stocked and so helpful in cooking for a large group. I appreciated having two driveways for guests to park. The pool was amazing and so clean. The back deck was great to sit out on and relax in the evenings plus gave extra seating for meals. The home is two minutes from Walmart and the main strip in Winchester. It’s a quiet and safe neighborhood. This home was close to our family in Richmond, Winchester and a decent drive from Nicholasville. The owners were more than amazing to work with when needed and in the process of renting. They were helpful, available, and more than accommodating. We would definitely rent here again.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a great stay. Pool was amazing. House was so clean. Everything you need is in the kitchen, host was fantastic to work with. Will definitely say again.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice house. The pool was nice as well. We definitely enjoyed our stay. It was a great location. Short drive to Lexington, Richmond, Red River Gorge and Mt. Sterling.
Stayed 7 nights in Jun 2026
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