Explore Madison County Courthouse Wedding-Friendly Rentals

     

House

The Roost at Speckled Hen Farms.

• Des Moines
• ·
• Winterset
• 7.34 mi to center

10.0

Exceptional

(36 Reviews)

4 Bedrooms 2 Baths 8 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $288/Night 7 Nights - US $2,018

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Apartment

Iowa Nice, Winterset

• Des Moines
• ·
• Winterset
• 2.69 mi to center

9.2

Exceptional

(21 Reviews)

3 Bedrooms 1 Bath 6 Guests 1194.79 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $87/Night 7 Nights - US $606

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      Highly Rated

Hotel

Cobblestone Inn & Suites - Winterset, IA

• Des Moines
• ·
• Winterset
• 2.27 mi to center

9.2

Exceptional

(807 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Kitchen
• 
  Air Conditioner

US $120/Night 7 Nights - US $841

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Cottage

Renovated Cottage on Court: 3 blocks to historic downtown square

• Des Moines
• ·
• Winterset
• 1.99 mi to center

10.0

Exceptional

(25 Reviews)

2 Bedrooms 1 Bath 6 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $259/Night 7 Nights - US $1,815

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House

Covered Bridge Haven

• Des Moines
• ·
• Winterset
• 1.79 mi to center

2 Bedrooms 3 Baths 10 Guests 1356.25 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

US $341/Night 7 Nights - US $2,390

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      Highly Rated

Hotel

Covered Bridge Inn

• Des Moines
• ·
• Winterset
• 2.98 mi to center

9.0

Exceptional

(813 Reviews)

1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $106/Night 7 Nights - US $742

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House

Holliwell Bridge Retreat - Private, Spacious & Close to town! Great for Groups!

• Des Moines
• ·
• Winterset
• 4.79 mi to center

10.0

Exceptional

(23 Reviews)

5 Bedrooms 2 Baths 12 Guests 2400 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $315/Night 7 Nights - US $2,207

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Hotel

Cobblestone Inn & Suites-Winterset

• Des Moines
• ·
• Winterset
• 2.26 mi to center

8.9

Fabulous

(224 Reviews)

1 Bath 477.91 ft²

• 
  Parking
• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly

US $138/Night 7 Nights - US $964

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House

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

• Des Moines
• ·
• Winterset
• 1.77 mi to center

10.0

Exceptional

(18 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly
• 
  Laundry

US $208/Night 7 Nights - US $1,458

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Hotel

Covered Bridge Inn

• Des Moines
• ·
• Winterset
• 2.97 mi to center

8.5

Fabulous

(108 Reviews)

7 Baths 290.62 ft²

• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly
• 
  Wheelchair Accessible

US $163/Night 7 Nights - US $1,144

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      Price Dropped

House

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

• Des Moines
• ·
• Winterset
• 1.87 mi to center

10.0

Exceptional

(15 Reviews)

3 Bedrooms 3 Baths 10 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $362/Night 7 Nights - US $2,534

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House

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

• Iowa
• ·
• Booneville
• 13.31 mi to center

10.0

Exceptional

(7 Reviews)

2 Bedrooms 2 Baths 6 Guests 1225 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $276/Night 7 Nights - US $1,933

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Apartment

Read, Write & Relax in Winterset, near Downtown Square. Historic apartment.

• Des Moines
• ·
• Winterset
• 2.27 mi to center

10.0

Exceptional

(4 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly
• 
  Laundry

US $196/Night 7 Nights - US $1,372

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Other

Entire farmhouse in the country

• Des Moines
• ·
• Winterset
• 6.99 mi to center

10.0

Exceptional

(32 Reviews)

4 Bedrooms 2 Baths 8 Guests 3200 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $423/Night 7 Nights - US $2,961

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House

Charming Winterset Vacation Rental w/Yard & Patio

• Des Moines
• ·
• Winterset
• 2.29 mi to center

10.0

Exceptional

(44 Reviews)

4 Bedrooms 1 Bath 8 Guests 2000 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $326/Night 7 Nights - US $2,281

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Condo

2-Bedroom Condo, 1 block from the Square, Underground parking, Private balcony

• Des Moines
• ·
• Winterset
• 1.98 mi to center

2 Bedrooms 2 Baths 6 Guests 1100 ft²

• 
  Child Friendly

US $199/Night 7 Nights - US $1,392

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House

Perfect for Families, Friends, and Getaways!

• Des Moines
• ·
• Winterset
• 2.29 mi to center

10.0

Exceptional

(23 Reviews)

4 Bedrooms 2 Baths 8 Guests

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $195/Night 7 Nights - US $1,365

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House

Luxury Guest Home in Beautiful Madison County

• Des Moines
• ·
• Winterset
• 4.75 mi to center

5.0

Average

(9 Reviews)

3 Bedrooms 2 Baths 10 Guests 2400 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Child Friendly

US $250/Night 7 Nights - US $1,750

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House

No longer available

• Des Moines
• ·
• Winterset
• 1.45 mi to center

5.0

Average

(6 Reviews)

3 Bedrooms 3 Baths 6 Guests

• 
  Air Conditioner
• 
  Bedding/Linens

US $175/Night 7 Nights - US $1,225

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Apartment

Cozy apartment in charming small town Winterset, walking distance to square

• Des Moines
• ·
• Winterset
• 2.21 mi to center

2 Bedrooms 1 Bath 5 Guests

• 
  Child Friendly

US $105/Night 7 Nights - US $735

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