Windsor Cottage Rentals
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
AU $271/Night
7 Nights - AU $1,897
Cabin
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
AU $627/Night
7 Nights - AU $4,387
House
10.0(4 Reviews)
1 Bedroom
1 Bath
6 Guests
2002.09 ft²
- Parking
Pet Friendly
Child Friendly
Sports/Activities
AU $92/Night
7 Nights - AU $642
Other
1 Bedroom
1 Bath
- Child Friendly
AU $626/Night
7 Nights - AU $4,381
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $274/Night
7 Nights - AU $1,915
House
10.0(1 Review)
4 Bedrooms
1 Bath
9 Guests
2002.09 ft²
- Parking
Internet- Pet Friendly
- Child Friendly
AU $393/Night
7 Nights - AU $2,749
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $274/Night
7 Nights - AU $1,915
House
7 Bedrooms
3 Baths
24 Guests
4004.17 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
AU $490/Night
7 Nights - AU $3,430
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Air Conditioner
- Internet
- Child Friendly
AU $260/Night
7 Nights - AU $1,817
House
2 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
AU $379/Night
7 Nights - AU $2,650
House
9.8(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
1080 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $220/Night
7 Nights - AU $1,540
AU $442/Night
7 Nights - AU $3,093
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Why Choose Rent By Owner for your Windsor Cottage Rentals?
What makes our Cottage Rentals 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 Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. 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 Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals 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
Frequently Asked Questions About Windsor Rental Cottages
1. What are the top Cottages 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 Cottages 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
- 3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
- Farmhouse at Memory Lake Sleeps 6 - 3 bedrooms - 1 bath
- Peaceful Country Retreat w/Firepit Near Venues & Private Setting.
- Nestled Inn Mespo Modern & Cozy Apartment
- The Horse & Harness BnB-Sweet & Spacious
2. How many Cottages 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 Cottages in Windsor.
More Rentals You May Like Near Windsor
Cabin
9.6(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $326/Night
7 Nights - AU $2,281
House
9.6(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
Ocean View- Balcony/Terrace
View
AU $315/Night
7 Nights - AU $2,203
Cabin
9.6(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $549/Night
7 Nights - AU $3,841
Ski Chalet
1 Bedroom
1 Bath
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $590/Night
7 Nights - AU $4,132
Cabin
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $423/Night
7 Nights - AU $2,963
Cabin
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $423/Night
7 Nights - AU $2,963
Apartment
10.0(61 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $240/Night
7 Nights - AU $1,681
House
9.6(84 Reviews)
1 Bedroom
1 Bath
4 Guests
850 ft²
- Parking
Pool- Balcony/Terrace
- Kitchen
AU $244/Night
7 Nights - AU $1,705
Apartment
9.6(14 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
AU $222/Night
7 Nights - AU $1,554
House
9.4(38 Reviews)
1 Bedroom
1 Bath
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $225/Night
7 Nights - AU $1,579
RV Rental
8.0(4 Reviews)
1 Bedroom
1 Bath
8 Guests
- Pet Friendly
- Child Friendly
Designated Smoking Area
AU $67/Night
7 Nights - AU $471
House
10.0(81 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $437/Night
7 Nights - AU $3,056
