
Holiday rentals in Winchester
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Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester
Superhost

Home in Hillsboro
5 out of 5 average rating, 4 reviews503 N West
ReginaRating, 5 stars2 weeks ago
Loved this beautiful house. Very clean!! Beds were very comfortable. We will definitely stay here again.
Guest favourite

Cabin in Blue Creek
4.97 out of 5 average rating, 32 reviewsHistoric log cabin getaway!
MinnieRating, 5 stars2 weeks ago
The cabin and property were both so peaceful and absolutely stunning. We wished we could have stayed longer. Everything was clean and the kitchen had all nice new amenities. We will definitely recommend this property and hope we can come back! Thank you
Guest favourite

Home in Peebles
4.9 out of 5 average rating, 40 reviewsHarvest Haven Grain Bin
RitaRating, 5 stars2 months ago
If you’re looking for a peaceful little getaway, this is the place for you from the kitchen to the bedroom. Everything was squeaky clean and very nicely decorated. We enjoyed grilling and spending time in the hot tub. You can hear traffic noises when you are outside, but that did not bother us. All in all it was the perfect place to celebrate our anniversary. I would definitely recommend this place to anyone!!
Guest favourite

Home in Sardinia
4.93 out of 5 average rating, 27 reviewsSmall Town Getaway
JeannineRating, 5 stars1 week ago
Jason's place was in a great location for visiting family in nearby Lake Waynoka. Everything was as pictured and described. The house was super clean and had all the basic amenities that we needed and a Kroger was a short drive away for everything else we needed. 2 bedrooms were in the 2nd floor and did get a little warm but one had a window ac unit and both had fans which helped a lot. Would definitely stay again.
Top guest favourite

Tiny home in Winchester
5 out of 5 average rating, 9 reviewsHighland Hideout
AshleyRating, 5 stars2 weeks ago
We loved it !! i It was perfect on all levels. Loved the cow theme and the cows outside. Definitely recommend!! If we are in the area again we would definitely stay again.
Top guest favourite

Farm stay in Hillsboro
4.99 out of 5 average rating, 88 reviewsFranklin House - quiet country getaway
JanineRating, 5 stars3 weeks ago
Kati's place was absolutely beautiful. My husband and I wanted a stress-free, peaceful getaway and Franklin House fit the bill perfectly. The house is lovely. The decor is so well-done, the bed was comfortable, and the bathroom was spotless. There is a large bay window that we loved! It was a little cool so we sat in the living room in front of the fire and just soaked up the peace, looking out that window at the countryside. The farm the house sits on is a working farm and we really enjoyed watching them bring in their hay. That was quite a process!!! If you're looking for a place to unwind and de-stress for a few days, this place is perfect!

Home in Sardinia
4.86 out of 5 average rating, 223 reviewsPrivate Getaway|20 Acres | Pond & Fire Pit |Pets
JessicaRating, 5 stars3 days ago
Gorgeous property. Wonderful and helpful host with amazing communication.
Guest favourite

Tiny home in New Richmond
4.95 out of 5 average rating, 73 reviewsHagrid's Hut - Harry Potter Riverfront Experience
ZachRating, 5 stars1 week ago
This is a very nice cottage and setting on the Ohio River. We absolutely loved the outdoor gathering space. The hosts are very friendly and responsive. We would recommend this place to others!
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- Great American Ball Park
- Kings Island
- Cincinnati Zoo & Botanical Garden
- Carter Caves State Resort Park
- East Fork State Park
- Newport Aquarium
- Cincinnati Music Hall
- Smale Riverfront Park
- Paint Creek State Park
- Caesar Creek State Park
- Cowan Lake State Park
- National Underground Railroad Freedom Center
- Coney Island Park
- Cincinnati Art Museum
- Krohn Conservatory
- Contemporary Arts Center
- Camargo Club