Winterset Vacation Rentals

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Vacation Rentals in Winterset

Fabulous 2-bedroom house with AC in Des Moines

Des Moines IA

Located in Des Moines, this vacation home is within a 15-minute drive of Casey's Center and Drake University.

Kitchen

Washer

Beautiful 3-bedroom house with AC in adorable Des Moines

Des Moines IA

$235 nightly

$263 total

May 4 - May 5

Total with taxes and fees

With a stay at this vacation home in Des Moines (Beaverdale), you'll be a 3-minute drive from Drake University and 7 minutes from Casey's Center.

Kitchen

Washer

Downtown Skyline Views in Modern Townhome with Rooftop Patios

Des Moines IA

$256 nightly

$286 total

May 1 - May 2

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Des Moines, within a 5-minute drive of Casey's Center and Drake University.

Beaverdale Charmer - Sleeps 10 - Near Drake, Downtown - Dogs Welcome!

Des Moines IA

With a stay at this vacation home in Des Moines (Beaverdale), you'll be a 2-minute drive from Drake University and 7 minutes from Casey's Center.

Charming house - minutes from downtown, walking distance to Ingersoll!

Des Moines IA

With a stay at this vacation home in Des Moines (North of Grand), you'll be within a 5-minute drive of Drake University and Casey's Center.

Kitchen

Pet friendly

Farmhouse Oasis

Dallas Center IA

$184 nightly

$193 total

May 4 - May 5

Total with taxes and fees

Located in Dallas Center, this vacation home is within a 15-minute drive of Kinship Brewing Company and The Triangle.

Hot Tub

Kitchen

The Little Brick House - Walkable to the Square Dining & Shopping

Winterset IA

With a stay at this vacation home in Winterset, you'll be within a 10-minute walk of Madison County Courthouse and John Wayne Birthplace Museum.

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Winterset IA

$370 nightly

$414 total

May 26 - May 27

Total with taxes and fees

Located in Winterset, this vacation home is within a 5-minute drive of Madison County Courthouse and John Wayne Birthplace Museum.

Heated Pool Hot Tub PicklebalMovieTheaterPoolTable GameR Golf

Des Moines IA

Located in Des Moines (Greater South Side), this vacation home is within a 10-minute drive of Casey's Center and Drake University.

Pet-Friendly Windsor Heights Stay – Ideal for Reunions, Road Trips & Remote Work

Windsor Heights IA

With a stay at this vacation home in Windsor Heights, you'll be within a 10-minute drive of Drake University and Casey's Center.

Kitchen

Washer

Beautiful home minutes from downtown!

Des Moines IA

Located in Des Moines, this vacation home is within a 15-minute drive of Casey's Center and Drake University.

Modern home on acreage with pond, trails, rolling hills, and sunset views

Winterset IA

With a stay at this vacation home in Winterset, you'll be 22.8 mi (36.8 km) from Jordan Creek Town Center and 30.1 mi (48.4 km) from Drake University.

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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.