Winchester Resorts
Cabin
10.0(66 Reviews)
1 Bedroom
1 Bath
4 Guests
832 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Breakfast
US $221/Night
7 Nights - US $1,545
House
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
1808.34 ft²
- Hot Tub
Parking
Internet
Child Friendly
US $288/Night
7 Nights - US $2,017
US $88/Night
7 Nights - US $616
Cabin
10.0(36 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
US $165/Night
7 Nights - US $1,155
House
9.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
2884.73 ft²
- Fireplace/Heating
- Internet
- Child Friendly
Security/Safety
US $139/Night
7 Nights - US $973
Cabin
10.0(33 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
US $193/Night
7 Nights - US $1,353
Hotel
7.0(12 Reviews)
1 Bath
172.22 ft²
- Pet Friendly
Air Conditioner- Internet
- Child Friendly
US $80/Night
7 Nights - US $563
Cabin
10.0(12 Reviews)
1 Bedroom
1 Bath
2 Guests
576 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $182/Night
7 Nights - US $1,271
Hotel
5.5(26 Reviews)
4 Baths
247.57 ft²
- Parking
- Air Conditioner
- Child Friendly
Guest Services
US $60/Night
7 Nights - US $420
Cabin
10.0(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $163/Night
7 Nights - US $1,143
US $88/Night
7 Nights - US $614
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $346/Night
7 Nights - US $2,420
Why Choose Rent By Owner for your Winchester Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Winchester
How to Book Your Winchester Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Winchester
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Winchester, OH
Cherry Fork
Winchester Resorts Frequently Asked Questions
1. What are the top Resorts in Winchester?
There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Winchester:
- Cabin 1 Delightful - Includes a Homemade Country Breakfast
- Cabin 5 M.Y. Cabin - Includes a Homemade Country Breakfast!
- Cabin 9 Encore - Includes a Homemade Country Breakfast!
- Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
- New 3 Bedroom Log Cabin nestled in the woods with one acre fishing lake .
- Secluded cabin located in Amish country
- A feel of Gatlinburg as you sit in the jacuzzi overlooking southern Ohio hills.
- Modern Farmhouse, 3 bedrooms, 2 full baths, sleeps 8
- Private cabin on 80 acre farm in Adams County Ohio
- Pre-Civil War Cabin w/Modern Amenities Nestled In The Foothills of Adams County
2. How many Resorts are available in Winchester?
Currently, the total number of properties listed by RBO in 2026 is over 52 in the Winchester area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Winchester.
More Rentals You May Like Near Winchester
Cabin
9.8(49 Reviews)
3 Bedrooms
1 Bath
6 Guests
720 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $128/Night
7 Nights - US $896
Cabin
9.8(43 Reviews)
2 Bedrooms
1 Bath
6 Guests
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- Fireplace/Heating
- Balcony/Terrace
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House
9.8(32 Reviews)
4 Bedrooms
3 Baths
12 Guests
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- Hot Tub
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Cabin
9.8(31 Reviews)
2 Bedrooms
1 Bath
7 Guests
650 ft²
- Fireplace/Heating
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9.8(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
720 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $122/Night
7 Nights - US $853
Cabin
9.8(26 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $178/Night
7 Nights - US $1,249
House
9.8(15 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $216/Night
7 Nights - US $1,512
Cabin
9.8(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $192/Night
7 Nights - US $1,341
House
9.0(23 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $189/Night
7 Nights - US $1,321
New
Cabin
1 Bedroom
1 Bath
2 Guests
750 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $318/Night
7 Nights - US $2,227
New
Cabin
1 Bedroom
1 Bath
2 Guests
750 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $312/Night
7 Nights - US $2,184
New
Cabin
1 Bedroom
1 Bath
2 Guests
750 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $303/Night
7 Nights - US $2,122
