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Winchester Holiday Homes

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    $174 Average
    $0$1,000+
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    All 12 Rentals in Winchester
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    Don't let other travellers get your favourite Winchester area holiday rental. You're so close to securing your perfect getaway. Book today.
    Winchester
    6 Bedrooms, Sleeps 15Quick View
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    The following rentals are within 30 kilometres of Winchester.
    Ripley
    2 Bedrooms, Sleeps 4Quick View
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    West Union
    1 Review
    3 Bedrooms, Sleeps 9Quick View
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    West Union
    8 Reviews
    1 Bedroom, Sleeps 4Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Parking
    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 28 December 2016
    My husband and I spent the week before Christmas at this beautiful log cabin and it was the best vacation we ever had. The owners have provided everything you may possibly need...
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    About this property
    Cave Hill Log Cabin is a hewn log cabin built before the Civil War, painstakingly restored by local Adams County craftsmen. The solid rock fireplace was crafted by hand using locally quarried stone. The massive rafters exposed in the loft were sawn from poplar logs in a local Amish sawmill. The...
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    Location Information
    West Union, Ohio 45693
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Peebles
    4 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Grill
    • Patio
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 26 July 2016
    This was a new, very clean, extremely nice place to stay to relax and unwind. Relaxing and listening to the birds, crickets, and watching nature was so great to experience...
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    About this property
    FREE weeknight!!! Book 3 weekday nights and get the fourth one Free!! You don't have to be born in a barn to vacation in one!! Secluded luxury, the new Red Barn delivers Old-world charm, and totally romantic, your sweetie will love this! --located on secluded dead end road in the midst of Brush...
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    Location Information
    Peebles, Ohio 45660
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Peebles
    21 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 22 April 2016
    I forgot just how much you accommodate our every needs.! Your home is beautiful the forest is stunning. Lee and Debbie are very spectacular people. Not only are they furnished...
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    About this property
    FREE weeknight!! **Book 3 Weekday Nights...and the 4th one is Free!** Nothing compares to The Sanctuary for price, location, and accommodations. EVERYTHING YOU NEED IS PROVIDED except your food and drink--no need to pack paper towels, tp, linens, garbage bags, shampoo, soap, etc.! We also offer...
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    Location Information
    Peebles, Ohio 45660
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Hillsboro
    27 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Waterfront
    • Porch
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake Front but not lake view at Rocky Fork Lake. This cottage is situated on 3 Acres with a short walking trail leading down to the lake. Boat dock available. Rocky Fork Lake is a 2,000 acre quiet and secluded recreational lake. Unlimited horse power is permitted making it a favorite of bass...
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    Location Information
    Hillsboro, Ohio 45133
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Higginsport
    1 Review
    1 Bedroom, Sleeps 3Quick View
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    Amenities & Details
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 June 2016
    I had an especially wonderful, relaxing time at the Ohio River House. A whole week! Everything about it was leisure, warm, friendly, hospitable, and welcoming. I had plenty of...
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    About this property
    Beautiful and peaceful waterfront location 1 hr drive east of Cincinnati, OH. Several apt. style efficiency units available. Great location for boating (1 mile from public launch), cycling, antiquing, and exploring history. Perfect for a weekend retreat from city life. All units have a fully...
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    Location Information
    Higginsport, Ohio 45131
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Hillsboro
    13 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Hot Tub
    • Porch
    • Air Conditioning
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Romantic getaway for two. After a busy day seeing the sites in the surrounding area or just "hanging out", you can retire to our very special two person hot tub/spas on our covered porches and let the bubbles relax away your tension. Our cozy "cabins for two" feature a private full bath and a...
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    Location Information
    Hillsboro, Ohio 45133
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Peebles
    59 Reviews
    2 Bedrooms, Sleeps 7Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • DVD Player
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 March 2017
    This cabin was absolutely perfect for our family weekend getaway. We enjoyed a trip to Amish shops (lots of really good food and treats). We took full advantage of the fishing...
    Excellent of 5 bubbles
    Reviewed 26 October 2016
    This was the 3rd time we have rented this cabin. It fits nicely with the 4 of us. Amy and Steve are fantastic hosts. I rented 1 time with my 2 grand children and they are still...
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    About this property
    Get away from it all at this two bedroom, two bath secluded cabin in the woods one hour east of Cincinnati in Adams County. Family owned and operated on a large certified organic farm, this is the perfect cabin for a family vacation or weekend hunting retreat. Built in 2009 and fully furnished, you...
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    Location Information
    Peebles, Ohio 45660
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ripley
    4 Bedrooms, Sleeps 3Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Housekeeping Included
    • Wi-Fi
    • Patio
    • Private Garden
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy access to a park with Basketball, Tennis, Baseball Childs play area and historic district of Ripley Ohio. Visit many historic underground railroad sites from here as well as the birthplace of U.S. Grant and Aunt Jemima. An older house with history in a quiet neighborhood. Large Great room...
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    Location Information
    Ripley, Ohio 45167
    Private Room - 4 Bedrooms, 1 Bathroom, Sleeps 3
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    Manchester
    5 Bedrooms, Sleeps 12Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Washer
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the foothills of very southern Adams County. The Ville Guest House is a large 1870's newly remodeled farm house. 11 acres of property within walking distance of the Ohio River. Offering spacious individually decorated guest rooms and common areas. Relax on the large wrap around porch...
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    Location Information
    Manchester, Ohio 45144
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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