Pet Friendly Holiday Rentals in Windsor, IL

There are 18 pet friendly holiday rentals within 20 miles of Windsor, IL. Need help to decide where to stay with your dog? Browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!

£99+

No pet fee

Big dogs OK

2+ pets OK

Pet-Friendly Airbnb Rentals

Pet-friendly Home 16 Mi to Lake Sara Beach

Montrose, IL

Pet-friendly Home 16 Mi to Lake Sara Beach Pet Policy

This 2-bedroom cottage in Montrose allows 2 pets of any size for an additional fee of $136 per stay. Both dogs and cats are welcome.

Prairieview Cottage Retreat

4.9 Sullivan, IL

Prairieview Cottage Retreat Pet Policy

This 2-bedroom cottage in Sullivan allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.

909 & Vine Home W/ Pool-Hot Tub Near Beach/Lake

4.8 Shelbyville, IL

909 & Vine Home W/ Pool-Hot Tub Near Beach/Lake Pet Policy

This 3-bedroom house in Shelbyville allows 2 dogs under 50 lbs for an additional fee of $100 per pet, per stay. Sorry, no cats.

Rest Ashored Lake Shelbyville

4.7 Sullivan, IL

Rest Ashored Lake Shelbyville Pet Policy

This 2-bedroom house in Sullivan allows 3 dogs of any size for an additional fee of $55 per pet, per stay. Cats may also be allowed by request.

Lovely 3BR Retreat With Dock on Gypsy Cove

4.8 Effingham, IL

Lovely 3BR Retreat With Dock on Gypsy Cove Pet Policy

This 3-bedroom vacation rental in Effingham allows 2 dogs of any size for an additional fee of $250 per pet, per stay. Cats may also be allowed by request.

The Farm Table

5.0 Mattoon, IL

The Farm Table Pet Policy

This 3-bedroom vacation rental in Mattoon allows dogs of any size for an additional fee of $30 per pet, per stay. Sorry, no cats.

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