Hot Winterset Cottage Rates

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Featured Cottages in Winterset

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

3 out of 5
Adel IA
Stay at this family-friendly cottage in Adel. Enjoy free parking, a garden and patios. Popular attractions Penoach Winery and Brenton Arboretum are located ...
Opens in a new windowRaccoon River Retreat: Indoor Pool & Outdoor Fun!
Family-friendly Des Moines Retreat w/ Patio!

Family-friendly Des Moines Retreat w/ Patio!

3 out of 5
Des Moines IA
Stay at this business-friendly cottage in Des Moines. Enjoy free parking and air conditioning. Popular attractions Casey's Center and Waveland Municipal Golf ...
Opens in a new windowFamily-friendly Des Moines Retreat w/ Patio!
Charming Winterset Vacation Rental w/ Yard & Patio

Charming Winterset Vacation Rental w/ Yard & Patio

3 out of 5
Winterset IA
Stay at this business-friendly cottage in Winterset. Enjoy free parking, patios and air conditioning. Popular attractions John Wayne Birthplace Museum and Pammel ...
Opens in a new windowCharming Winterset Vacation Rental w/ Yard & Patio
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Secluded St Charles Cabin w/ Gas Grill + Fire Pit!

Secluded St Charles Cabin w/ Gas Grill + Fire Pit!

2 out of 5
Saint Charles IA
Stay at this cottage in Saint Charles. Enjoy free parking, balconies and in-room fireplaces. Popular attraction Imes Bridge is located nearby.
Opens in a new windowSecluded St Charles Cabin w/ Gas Grill + Fire Pit!
Endless Fun! Family Home w/ Spacious Yard in Clive

Endless Fun! Family Home w/ Spacious Yard in Clive

3 out of 5
Clive IA
The price is NZ$800 per night from 4 May to 5 May
NZ$800
4 May - 5 May
includes taxes & fees
Stay at this cottage in Clive. Enjoy free parking, a garden and patios. Popular attractions Jordan Creek Town Center and Wildwood Park are located nearby.
Opens in a new windowEndless Fun! Family Home w/ Spacious Yard in Clive
Home w/ Spacious Yard, 3 Mi to Dtwn Des Moines!

Home w/ Spacious Yard, 3 Mi to Dtwn Des Moines!

3 out of 5
Des Moines IA
Stay at this cottage in Des Moines. Enjoy free parking, patios and an in-room coffee maker. Popular attractions Casey's Center and Iowa State Fairgrounds are ...
Opens in a new windowHome w/ Spacious Yard, 3 Mi to Dtwn Des Moines!
1 Mi to Golf: Quiet Waukee Home w/ Fireplace!

1 Mi to Golf: Quiet Waukee Home w/ Fireplace!

3 out of 5
Waukee IA
Stay at this cottage in Waukee. Enjoy in-room fireplaces and air conditioning. Popular attractions Jordan Creek Town Center and The Triangle are located ...
Opens in a new window1 Mi to Golf: Quiet Waukee Home w/ Fireplace!
Pet-friendly Des Moines Home w/ Fenced Yard!

Pet-friendly Des Moines Home w/ Fenced Yard!

3 out of 5
5901 SE 25th St Des Moines IA
Stay at this cottage in Des Moines. Enjoy free parking, in-room fireplaces and air conditioning. Popular attractions Iowa State Fairgrounds and Casey's Center ...
Opens in a new windowPet-friendly Des Moines Home w/ Fenced Yard!
1 Mi to Valley Junction: Pet-friendly Iowa Home

1 Mi to Valley Junction: Pet-friendly Iowa Home

3 out of 5
West Des Moines IA
Stay at this cottage in West Des Moines. Enjoy free parking, patios and air conditioning. Popular attractions Casey's Center and Jordan Creek Town Center are ...
Opens in a new window1 Mi to Valley Junction: Pet-friendly Iowa Home
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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.

Winterset Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Winterset will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Winterset definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Winterset, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Winterset Cottages essential information

Accommodation
12 Cottages
Lowest Price
NZ$101
Highest Price
NZ$800
Popular accommodation
Raccoon River Retreat: Indoor Pool & Outdoor Fun!, Family-friendly Des Moines Retreat w/ Patio!, Charming Winterset Vacation Rental w/ Yard & Patio, Secluded St Charles Cabin w/ Gas Grill + Fire Pit!, Endless Fun! Family Home w/ Spacious Yard in Clive, Home w/ Spacious Yard, 3 Mi to Dtwn Des Moines!, 1 Mi to Golf: Quiet Waukee Home w/ Fireplace!, Pet-friendly Des Moines Home w/ Fenced Yard!, 1 Mi to Valley Junction: Pet-friendly Iowa Home

Top trending hotels in Winterset

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA

2.5 out of 5
1304 North 4th Avenue Winterset IA
Fully refundableReserve now, pay when you stay
The price is NZ$222 per night from 13 May to 14 May
NZ$222
13 May - 14 May
includes taxes & fees
Stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowCobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn

Covered Bridge Inn

2.5 out of 5
1312 Cedar Bridge Rd. Winterset IA
Fully refundableReserve now, pay when you stay
The price is NZ$193 per night from 4 May to 5 May
NZ$193
4 May - 5 May
includes taxes & fees
Stay at this motel in Winterset. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowCovered Bridge Inn
Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St Des Moines IA
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 24 May to 25 May
NZ$248
24 May - 25 May
includes taxes & fees
Stay at this luxury hotel in Des Moines. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowHotel Fort Des Moines, Curio Collection by Hilton
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Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA

2 out of 5
7655 Office Plaza Dr N West Des Moines IA
Fully refundableReserve now, pay when you stay
The price is NZ$101 per night from 6 May to 7 May
NZ$101
6 May - 7 May
includes taxes & fees
Stay at this motel in West Des Moines. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowMotel 6 West Des Moines, IA
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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.

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^Subject to availability and chosen travel dates.