Search Pet-Friendly Hotels in Winterset

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Winterset Pet-Friendly Hotels

Next weekend
In two weeks

Our top choices for Winterset pet-friendly hotels

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (712)
"Great place to stay. "
United States
Steve
The price is Rp1.506.883
Rp1.687.729 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cobblestone Inn & Suites - Winterset, IA

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (769)
"Breakfast was top notch for the price."
United States
Raymond
The price is Rp1.641.177
Rp1.838.099 total
includes taxes & fees
29 Dec - 30 Dec
Covered Bridge Inn

AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
2.5 star property
Stuart
8.4 out of 10, Very good, (525)
"Was clean and nice."
United States
Christopher
The price is Rp1.371.416
Rp1.602.966 total
includes taxes & fees
3 Jan - 4 Jan 2026
AmericInn by Wyndham Stuart

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very good, (1001)
"Room was clean, staff were pleasant."
United States
Yvette
The price is Rp1.205.473
Rp1.582.905 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside Hotel Casino

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (692)
"The room was very clean and comfortable. Kari was super friendly and helpful as we checked in. "
United States
Randy
The price is Rp874.089
Rp978.913 total
includes taxes & fees
29 Dec - 30 Dec
Evergreen Inn

La Quinta Inn & Suites by Wyndham Des Moines West Clive

La Quinta Inn & Suites by Wyndham Des Moines West Clive
3.0 star property
Clive
8.6 out of 10, Excellent, (1001)
"Great place to stay! "
United States
Kirsten
The price is Rp1.188.560
Rp1.331.188 total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham Des Moines West Clive

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1169)
"Convenient location to restaurants"
United States
Sally
The price is Rp1.437.558
Rp1.610.065 total
includes taxes & fees
20 Jan - 21 Jan 2026
Baymont by Wyndham Des Moines Airport

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (236)
"Very convenient location and wonderful staff!"
United States
Sandra
The price is Rp1.339.600
Rp1.500.352 total
includes taxes & fees
29 Dec - 30 Dec
Super 8 by Wyndham Osceola IA

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1001)
"Room was clean, staff was courteous and the bed was comfortable. "
United States
Craig
The price is Rp1.385.984
Rp1.552.302 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn and Suites by Marriott Des Moines West

Quality Inn Osceola

Quality Inn Osceola
2.5 star property
Osceola
8.4 out of 10, Very good, (62)
"Great place to stay!!!"
United States
Cynthia
The price is Rp1.507.050
Rp1.687.896 total
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn Osceola
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.

Top Winterset Hotel Reviews

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 Clark Tower. While you're there, make sure you don't miss Cedar Bridge and Holliwell Bridge.