The Best Vacation Rentals in Madison County

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

Charming Winterset Vacation Rental w/Yard & Patio
House
Charming Winterset Vacation Rental w/Yard & Patio
From US $241 per night
10.0 (32 Reviews)
4 Bedrooms 8 Guests
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Exclusive, Pool, Massage Chair, Jordan Creek
Apartment
Exclusive, Pool, Massage Chair, Jordan Creek
From US $160 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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The Cascades at Jordan Creek WDSM/Pool/Tanning/Gym
Apartment
The Cascades at Jordan Creek WDSM/Pool/Tanning/Gym
From US $152 per night
10.0 (21 Reviews)
2 Bedrooms 6 Guests
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Private Attached Garage | King Bed | No Stairs
Apartment
Private Attached Garage | King Bed | No Stairs
From US $251 per night
10.0 (1 Review)
1 Bedroom 4 Guests
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Private lake, lodge and 23 acre retreat south of Des Moines IA
Cabin
Private lake, lodge and 23 acre retreat south of Des Moines IA
From US $797 per night
9.8 (21 Reviews)
6 Bedrooms 16 Guests
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Wooded cottage on 10 Acres to explore and entertain
Cabin
Wooded cottage on 10 Acres to explore and entertain
From US $567 per night
10.0 (25 Reviews)
5 Bedrooms 12 Guests
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Chic Urban Retreat in Agrihood Community
House
Chic Urban Retreat in Agrihood Community
From US $454 per night
New
5 Bedrooms 8 Guests
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A Daybreak Stay
House
A Daybreak Stay
From US $423 per night
9.0 (11 Reviews)
4 Bedrooms 8 Guests
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Entire farmhouse in the country
Other
Entire farmhouse in the country
From US $375 per night
10.0 (25 Reviews)
4 Bedrooms 8 Guests
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Covered Bridge Haven
House
Covered Bridge Haven
From US $341 per night
|
New
2 Bedrooms 10 Guests
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No Stairs! Garage Included! Ton's of Extras!
Apartment
No Stairs! Garage Included! Ton's of Extras!
From US $155 per night
9.8 (16 Reviews)
1 Bedroom 4 Guests
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Luxurious Comfort & Convenience
House
Luxurious Comfort & Convenience
From US $250 per night
9.6 (12 Reviews)
3 Bedrooms 10 Guests
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Upgraded | Garage | Balcony | Resort Amenities
Apartment
Upgraded | Garage | Balcony | Resort Amenities
From US $287 per night
9.4 (8 Reviews)
2 Bedrooms 6 Guests
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Top Floor! Garage Included + New Onsite Gym!
Apartment
Top Floor! Garage Included + New Onsite Gym!
From US $237 per night
9.0 (2 Reviews)
1 Bedroom 4 Guests
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Cozy Comfort with Balcony and Garage
Apartment
Cozy Comfort with Balcony and Garage
From US $149 per night
8.6 (8 Reviews)
1 Bedroom 4 Guests
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Sunrise Serenity w/Balcony and Garage
Apartment
Sunrise Serenity w/Balcony and Garage
From US $155 per night
8.4 (9 Reviews)
2 Bedrooms 5 Guests
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Charming 3-bedroom house with WiFi and AC in lovely Waukee
House
Charming 3-bedroom house with WiFi and AC in lovely Waukee
From US $268 per night
8.0 (4 Reviews)
3 Bedrooms 6 Guests
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Iowa Nice, Winterset
Apartment
Iowa Nice, Winterset
From US $87 per night
|
8.7 (15 Reviews)
3 Bedrooms 6 Guests
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Pool Garage Gym Wifi More
Apartment
Pool Garage Gym Wifi More
From US $465 per night
New
1 Bedroom 2 Guests
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Garage Included | King Bed | First Floor | Gym
Apartment
Garage Included | King Bed | First Floor | Gym
From US $208 per night
3.6 (4 Reviews)
1 Bedroom 4 Guests
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Luxury Scenic View Jordan Creek
House
Luxury Scenic View Jordan Creek
From US $254 per night
9.8 (13 Reviews)
3 Bedrooms 10 Guests
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Sleeps 12…. 5 beds and a sofa sleeper. 20 min from West Des Moines.
House
Sleeps 12…. 5 beds and a sofa sleeper. 20 min from West Des Moines.
From US $190 per night
9.8 (70 Reviews)
5 Bedrooms 12 Guests
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Privacy, Seclusion, Nature.
House
Privacy, Seclusion, Nature.
From US $298 per night
9.0 (2 Reviews)
4 Bedrooms 12 Guests
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Luxury Guest Home in Beautiful Madison County
House
Luxury Guest Home in Beautiful Madison County
From US $250 per night
5.0 (9 Reviews)
3 Bedrooms 10 Guests
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Cobblestone Inn & Suites-Winterset
Hotel
Cobblestone Inn & Suites-Winterset
From US $115 per night
|
8.9 (224 Reviews)
38 Bedrooms 18 Guests
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Covered Bridge Inn
Hotel
Covered Bridge Inn
From US $109 per night
8.1 (30 Reviews)
30 Bedrooms 12 Guests
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West Des Moines- Garage, Gym, Pool, Jordan Creek
Apartment
West Des Moines- Garage, Gym, Pool, Jordan Creek
From US $191 per night
9.4 (9 Reviews)
1 Bedroom 4 Guests
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Charming Winterset Vacation Rental with Yard and Patio
House
Charming Winterset Vacation Rental with Yard and Patio
From US $137 per night
|
9.7 (3 Reviews)
4 Bedrooms 8 Guests
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Cobblestone Inn & Suites - Winterset, IA
Hotel
Cobblestone Inn & Suites - Winterset, IA
From US $109 per night
9.2 (695 Reviews)
1 Bedroom 2 Guests
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Perfect for Families, Friends, and Getaways!
House
Perfect for Families, Friends, and Getaways!
From US $195 per night
10.0 (23 Reviews)
4 Bedrooms 8 Guests
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Charming Waterfront Tiny House & Sauna
Cabin
Charming Waterfront Tiny House & Sauna
From US $97 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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No longer available
House
No longer available
From US $175 per night
5.0 (6 Reviews)
3 Bedrooms 6 Guests
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Modern Retreat with Garage, Gym, and Pool
Apartment
Modern Retreat with Garage, Gym, and Pool
From US $208 per night
9.8 (10 Reviews)
1 Bedroom 4 Guests
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Attached Garage | Onsite Gym | Fast Wifi
Apartment
Attached Garage | Onsite Gym | Fast Wifi
From US $327 per night
9.6 (10 Reviews)
2 Bedrooms 6 Guests
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Clanton Creek ‘Cabin’
House
Clanton Creek ‘Cabin’
From US $223 per night
New
1 Bedroom 7 Guests
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