Windsor Resorts
US $181/Night
7 Nights - US $1,267
Cabin
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $437/Night
7 Nights - US $3,062
House
10.0(4 Reviews)
1 Bedroom
1 Bath
6 Guests
2002.09 ft²
- Parking
Pet Friendly
Child Friendly
Sports/Activities
US $64/Night
7 Nights - US $448
Other
1 Bedroom
1 Bath
- Child Friendly
US $437/Night
7 Nights - US $3,058
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $191/Night
7 Nights - US $1,337
House
10.0(1 Review)
4 Bedrooms
1 Bath
9 Guests
2002.09 ft²
- Parking
Internet- Pet Friendly
- Child Friendly
US $274/Night
7 Nights - US $1,919
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $191/Night
7 Nights - US $1,337
House
7 Bedrooms
3 Baths
24 Guests
4004.17 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $342/Night
7 Nights - US $2,394
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
Air Conditioner- Internet
- Child Friendly
US $181/Night
7 Nights - US $1,268
House
2 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $264/Night
7 Nights - US $1,850
House
9.8(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
1080 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $154/Night
7 Nights - US $1,075
Cabin
9.6(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $227/Night
7 Nights - US $1,592
Why Choose Rent By Owner for your Windsor 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 Windsor
How to Book Your Windsor 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 Windsor
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 Windsor, OH
Windsor Mills Covered Bridge
Windsor Resorts Frequently Asked Questions
1. What are the top Resorts in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Windsor:
- Located In Harpersfield twp in the heart of wine country and covered bridges
- Stay in our cozy Maple Syrup Sugarhouse at Butternut Maple Farm
- Historic Century Home on Chardon Square
- The Wildflower - Private cabin in wooded setting
- The Thistle House off Chardon Square
- Peaceful Country Retreat w/Firepit Near Venues & Private Setting.
- Nestled Inn Mespo Modern & Cozy Apartment
- The Horse & Harness BnB-Sweet & Spacious
- Charming & Historic 4-bedroom Farmhouse in Rock Creek with HVAC, WiFi
- Loft Unplugged w/Outdoor Space in Amish Country!
2. How many Resorts are available in Windsor?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Windsor area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windsor.
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House
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House
10.0(4 Reviews)
4 Bedrooms
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10.0(1 Review)
3 Bedrooms
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House
3 Bedrooms
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US $390/Night
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Apartment
10.0(64 Reviews)
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- Balcony/Terrace
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House
9.6(84 Reviews)
1 Bedroom
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4 Guests
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Pool- Balcony/Terrace
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US $170/Night
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