Vacation rentals in Winchester

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Popular amenities for Winchester vacation rentals

Other great vacation rentals in Winchester

Guest favorite
Home in Hillsboro
5 out of 5 average rating, 41 reviews

Route 50 Retreat - Unit A

JanaRating, 5 stars2 days ago
Lovely bungalow with plush towels & bedding in a pleasing retro Decor . Excellent kitchen with thoughtful touches for cooking in . We didn’t get to explore the area due to time but the heathy grocery & charming coffee/pastry shop are wonderful . Jill has great taste & is an excellent host
Guest favorite
Cabin in Blue Creek
4.97 out of 5 average rating, 32 reviews

Historic log cabin getaway!

MinnieRating, 5 stars1 week 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 favorite
Home in Peebles
4.9 out of 5 average rating, 40 reviews

Harvest Haven Grain Bin

RitaRating, 5 stars1 month 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!!
Top guest favorite
Tiny home in Winchester
5 out of 5 average rating, 9 reviews

Highland 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.
Home in Sardinia
4.86 out of 5 average rating, 222 reviews

Private Getaway|20 Acres | Pond & Fire Pit |Pets

CalebRating, 5 stars1 month ago
We had a great time here the only thing we had a small problem with was the age of the TVs. They were mid 2000s but absolutely was manageable. We will 100% be back soon for another events
Top guest favorite
Place to stay in Ripley
4.99 out of 5 average rating, 98 reviews

Jail Break Inn in Downtown Ripley

NancyRating, 5 stars4 weeks ago
We loved this Airbnb! Missy made sure to leave so many thoughtful touches throughout the house! The house was so clean and had such a beautiful decor. The game room was an absolute hit! We loved playing pool and ping pong. Our family had a blast. The living room was so comfortable and relaxing. The area surrounding the home was so quaint - It was a lovely piece of Americana. We loved taking a walk to the river and visiting shops along the way. A wonderful stay!
Guest favorite
Tiny home in New Richmond
4.95 out of 5 average rating, 73 reviews

Hagrid's Hut - Harry Potter Riverfront Experience

ZachRating, 5 stars6 days 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!
Top guest favorite
Cabin in Foster
4.98 out of 5 average rating, 60 reviews

River Refuge Retreat

JulieRating, 5 stars3 weeks ago
Beautiful cozy cabin atop private property offering beautiful views of the Ohio River by day and bright stars on a clear night. If you get a foggy sunrise along the river valley followed by the most sunny day ever, take a scenic drive along the river to Augusta, KY for a foodie's paradise and then to Vanceburg, and so on because there's so many wonderful small Kentucky river towns full of history and adventures awaiting for you. Slow down for the deer and chipmunks!!! Enjoy your visit to this beautiful and peaceful cabin.

Destinations to explore

  1. Airbnb
  2. United States
  3. Ohio
  4. Adams County
  5. Winchester