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Pet Friendly Hotels & Resorts in Winterset from AU$100

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Best Winterset Pet Friendly Hotels

Covered Bridge Inn

2.5 star property
9.2 out of 10, Wonderful, (640)
"Welcoming, clean, recommended an amazing restaurant. Good price. Would gladly stay again if ever that way again. "
The price is AU$100
includes taxes & fees
2 Dec - 3 Dec
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (598)
"Always a clean, welcoming place with delicious hot coffee and breakfast! Great service! "
The price is AU$155
includes taxes & fees
13 Dec - 14 Dec
Cobblestone Inn & Suites - Winterset, IA

Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await

The price is AU$751
includes taxes & fees
4 Dec - 5 Dec
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await
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.
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's the best dog-friendly accommodation option in Winterset?
Cobblestone Inn & Suites - Winterset, IA is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Covered Bridge Inn is another good option for a stay with your pet.
What's the best time of year to travel to Winterset with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winterset are January, February, November and March, with each month seeing an average of 22 cm of snowfall.
What is there to see and do with your pet in Winterset?
See the local sights and visit John Wayne Birthplace Museum and Roseman Bridge. While you’re there, make sure you don’t miss Madison County Courthouse and Clark Tower.