Search Guest Houses in Windsor from CA $208

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Windsor guest houses

A living room with a wooden barrel table, a sofa, a fireplace, and a rug.

1. Bonnie's Guesthouse @ Peridot Equine Sanctuary

Bonnie's Guesthouse @ Peridot Equine Sanctuary
Chardon
9.6 out of 10, Exceptional, (89 reviews)
"Beautiful property!"
United States
Brianna B.
The price is CA $220
CA $237 total
includes taxes & fees
Nov 11 - Nov 12
Bonnie's Guesthouse @ Peridot Equine Sanctuary
A large, two-story brick house with a symmetrical facade, central entrance, and a well-maintained lawn.

2. Steele Mansion

Steele Mansion
3.5 star property
Painesville
10.0 out of 10, Exceptional, (475 reviews)
"I was impressed with how well maintained the property is and the historyI would definitely visit again."
United States
Susan
The price is CA $257
CA $296 total
includes taxes & fees
Nov 12 - Nov 13
Steele Mansion
A lodge with a large building and a covered deck area.

3. Tall Oaks Resort

Tall Oaks Resort
4.0 star property
Willoughby
9.4 out of 10, Exceptional, (37 reviews)
"The facility was extremely clean & well maintained. We were the only people staying on the property (no staff) so that was different. Instructions were clear for accessing our room, etc."
United States
Gina
The price is CA $209
CA $284 total
includes taxes & fees
Nov 8 - Nov 9
Tall Oaks Resort
A hot tub with a wooden deck and string lights.

4. Geneva Loft, Hot Tub + Arcade *Mins to Spire, Wineries and I-90* Great Location

Geneva Loft, Hot Tub + Arcade *Mins to Spire, Wineries and I-90* Great Location
Geneva
10.0 out of 10, Exceptional, (79 reviews)
"This place was amazing the host was very welcoming and the house was incredible would recommend to anyone that wanted to get away I will definitely be staying again "
United States
Corbin W.
The price is CA $325
CA $479 total
includes taxes & fees
Nov 8 - Nov 9
Geneva Loft, Hot Tub + Arcade *Mins to Spire, Wineries and I-90* Great Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Windsor

Nestled along the Grand River, Windsor offers peaceful fishing spots and the charming Windsor Tavern for hearty local meals. Explore nearby covered bridges in Ashtabula County or visit Geneva-on-the-Lake for lakefront recreation and vintage amusement park fun.

See all hotels in Windsor
A wooden covered bridge with an American flag, surrounded by autumn foliage.

Frequently Asked Questions

What is the nightly rate for a guest house in Windsor?

Rates for Windsor guest houses vary, but travelers can find great-value prices from CA $208 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windsor guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.

What's the difference between a Windsor guest house and a B&B?

A guest house in Windsor is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia