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Holiday 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.
    All 14 Rentals in Winchester
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    The following rentals are within 40 kilometers of Winchester.
    The Ville Guest House1 / 11
    (3)Very good
    Manchester
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    THIS IS IT!! LARGE SECLUDED HOME/COMPLETELY STOCKED! BUY 3 WEEKNIGHTS GET 1 FREE1 / 22
    (22)Excellent
    Peebles
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Romantic getaway1 / 38
    (15)Excellent
    Hillsboro
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    One-of-a-Kind Secluded Cabin Overlooking Pond! BUY 3 WEEKNIGHTS GET 1 FREE!1 / 22
    (6)Excellent
    Peebles
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Patio
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2018
    Just returned from this beautifully finished cabin with all the amenities. It is tucked away in a very secluded and quiet location. Lee and Debbie are outstanding owners and...
    Reviewed 21 August 2017
    The pictures of this place do not do it justice. My girlfriend, my sister, and I just stayed here for the eclipse ceremonies they were having at the serpent mound. Lee and Deb...
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    About this property
    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 Creek Forest. You enter your property over a custom-made, curved-rail...
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    Location Information
    Peebles, Ohio 45660
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Adams County Cabin Rental - Located on our 266 acre certified organic farm1 / 17
    (62)Excellent
    Peebles
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    We were looking for a secluded cabin with plenty of nature available and this was perfect! Nice cabin with good amenities. Coffee in the porch swing in the morning and wine at...
    Reviewed 13 June 2017
    Down on the Farm! #MOUNDVIEWFARMS - A real hidden gem! Wake up in your own secret hideaway surrounded by tall winsome trees and a cool refreshing breeze while swinging on the...
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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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    Peebles, Ohio 45660
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ohio River House1 / 6
    (2)Average
    Higginsport
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Rocky Fork Lake Cottage Rental, Hillsboro Ohio1 / 35
    (27)Very good
    Hillsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Waterfront
    • Porch
    • Cable/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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    Ripley
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Waterfront
    • Balcony
    • Terrace
    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute little a-frame on the scenic Ohio river one mile from Ripley Ohio. Huge front deck and screened porch with amazing river view. Parking for up to 3 vehicles and boat at my barn 1 mile away. Free boat launch in town 2 blocks from where boat can be parked. One bedroom with 2 single beds that...
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    Location Information
    Ripley, Ohio 45167
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hillsboro
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Curt's Country Cabin is the perfect getaway for couples, family and hunters. Located near Rocky Fork Lake for recreation and centralized for a stay for some of the best hunting in the mid-west. Secluded with an outdoor fire pit and indoor fireplace. Fully stocked kitchen (pots, pans, utensils,...
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    Location Information
    Hillsboro, Ohio 45133
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hopewell Croft1 / 18
    (1)Very good
    West Union
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2015
    I traveled with my family to this cabin for a weekend vacation! The cabin was nice and the beds were comfy! One thing that we wished we would have known was how small this cabin...
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    About this property
    This inviting Adams County, Ohio, vacation cabin has everything you could want for a relaxing retreat, including beds for 9 on 3 levels, 2 sitting areas, a beautiful deck, a dining area, and a kitchen equipped to cook almost anything.The private wooded acres of Hopewell Croft offer winding trails,...
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    Location Information
    West Union, Ohio 45144
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Ripley
    4 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure 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. An older house with history in a quiet neighborhood. Large Great room Clean inside and a...
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    Location Information
    Ripley, Ohio 45167
    Private Room - 4 Bedrooms, 1 Bathroom, Sleeps 4
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    West Union
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Housekeeping Included
    • Private Garden
    • Mountain Views
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 1000 square foot cabin provides you with a peaceful and comfortable get away. The back deck overlooks 1000+ acres of Nature Preserve, including Brushcreek. Our farm is over 330 acres, providing a quiet, relaxing, and beautiful stay with easy access to historical sites, Amish, outdoor...
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    Location Information
    West Union, Ohio 45693
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Augusta, KY
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Waterfront
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charismatic Guest Quarters in a Historic Log Cabin, steps from the Beautiful Ohio River. Experience the Hot Tub, fire pit, Antiquing, Historic tours, Augusta Sunsets & visit the winery! Located directly between New Riff & Old Pogue on the B-Line Bourbon Trail. Easy access to complimentary stops:...
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    Location Information
    Augusta, Kentucky 41002
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Augusta, KY
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charismatic Guest Quarters in a Historic Log Cabin, steps from the Beautiful Ohio River on Main Street. Come relax, sit by the firepit & enjoy our river town. Bring your boat, bikes, go antiquing, take historic tours and visit the winery! Currently sleeping 4. Two Adult Bicycles are included in...
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    Location Information
    Augusta, Kentucky 41002
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 4
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