Pet Friendly Hotels & Resorts in Winterset from AU$88

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Check availability on Winterset Pet Friendly Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Best Winterset Pet Friendly Hotels

Lobby
Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
The price is AU$167
includes taxes & fees
13 Dec - 14 Dec
Cobblestone Inn & Suites - Winterset, IA
Free daily continental breakfast
Covered Bridge Inn

Covered Bridge Inn

2.5 star property
Winterset
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
United States
Raymond
The price is AU$132
includes taxes & fees
9 Dec - 10 Dec
Covered Bridge Inn
Exterior
AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola

2.5 star property
Osceola
8.8 out of 10, Excellent, (595)
"Nice location, good breakfast and helpful staff."
United States
Christopher
The price is AU$182
includes taxes & fees
26 Dec - 27 Dec
AmericInn by Wyndham Osceola
Restaurant
Lakeside Hotel Casino

Lakeside Hotel Casino

3.0 star property
Osceola
8.0 out of 10, Very good, (1002)
"We had a great time "
United States
Todd
The price is AU$130
includes taxes & fees
17 Dec - 18 Dec
Lakeside Hotel Casino
Front of property
Evergreen Inn

Evergreen Inn

2.5 star property
Osceola
9.0 out of 10, Wonderful, (687)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
The price is AU$88
includes taxes & fees
9 Dec - 10 Dec
Evergreen Inn
Lobby
Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1156)
"Great breakfast for the price point. Hotel front desk is very professional and Manager is very responsive and customer service focused. "
United States
Rob
The price is AU$141
includes taxes & fees
8 Jan - 9 Jan 2026
Baymont by Wyndham Des Moines Airport
Desk, laptop workspace, soundproofing, iron/ironing board
Quality Inn Osceola

Quality Inn Osceola

2.5 star property
Osceola
8.4 out of 10, Very good, (61)
"Great place to stay!!!"
United States
Cynthia
The price is AU$152
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Osceola
Lobby
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, (1003)
"Great place to stay! "
United States
Kirsten
The price is AU$110
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Des Moines West Clive
Reception
Tru By Hilton Grimes Des Moines

Tru By Hilton Grimes Des Moines

2.5 star property
Grimes
9.2 out of 10, Wonderful, (21)
"Staff was friendly and welcoming. Facilities were extremely tidy and this location is easy to find and many amenities nearby."
United States
Martha
The price is AU$134
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton Grimes Des Moines
Indoor spa tub
Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1793)
"Staff friendly. Hotel clean, cute and cozy. "
United States
Nick
The price is AU$165
includes taxes & fees
1 Jan - 2 Jan 2026
Stoney Creek Hotel Des Moines - Johnston
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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Top Winterset Hotel Reviews

Stoney Creek Hotel Des Moines - Johnston

Stoney Creek Hotel Des Moines - Johnston

10/10 Excellent
"Room was clean but smoke alarm was hanging from the ceiling so check your rooms for maintenance. Staff was very friendly and helpful at desk. Housekeeping did knock and try to enter our room before I could answer the door at 10am, an hour before checkout, so educate them to let us answer. It takes 15 seconds, not 3. A do not disturb sign would have helped. Otherwise it's a nice place."
Ann 2-night trip
Posted 3 days ago
Stoney Creek Hotel Des Moines - Johnston

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 Roseman Bridge and The Winterset Stage.