Hot Winterset Cottage Rates

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Featured Cottages in Winterset

Family-friendly Des Moines Retreat w/ Patio!

Family-friendly Des Moines Retreat w/ Patio!

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

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

2 out of 5
Saint Charles
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!
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Raccoon River Retreat: Indoor Pool & Outdoor Fun!

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

3 out of 5
Adel
Stay at this 3-star 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!
1 Mi to Golf: Quiet Waukee Home w/ Fireplace!

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

3 out of 5
Waukee
Stay at this 3-star 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!
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
Stay at this 3-star cottage in West Des Moines. Enjoy free parking, patios, and air conditioning. Popular attractions Casey's Center and Jordan Creek Town Center ...
Opens in a new window1 Mi to Valley Junction: Pet-friendly Iowa Home
Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!

Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!

3 out of 5
Urbandale
Stay at this 3-star cottage in Urbandale. Enjoy free parking, an in-room coffeemaker, and in-room fireplaces. Popular attractions Jordan Creek Town Center and ...
Opens in a new windowPet-friendly Urbandale Home ~ 8 Mi to Des Moines!
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 3-star cottage in Des Moines. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Iowa State Fairgrounds and Casey's ...
Opens in a new windowPet-friendly Des Moines Home w/ Fenced Yard!
15 Mi to Dtwn Des Moines: Pet-friendly Waukee Home

15 Mi to Dtwn Des Moines: Pet-friendly Waukee Home

3 out of 5
Waukee
Stay at this 3-star cottage in Waukee. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Jordan Creek Town Center and Westown ...
Opens in a new window15 Mi to Dtwn Des Moines: Pet-friendly Waukee 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
9 Cottages
Lowest Price
NZ$134
Highest Price
NZ$274
Popular accommodation
Family-friendly Des Moines Retreat w/ Patio!, Charming Winterset Vacation Rental w/ Yard & Patio, Secluded St Charles Cabin w/ Gas Grill + Fire Pit!, Raccoon River Retreat: Indoor Pool & Outdoor Fun!, 1 Mi to Golf: Quiet Waukee Home w/ Fireplace!, 1 Mi to Valley Junction: Pet-friendly Iowa Home, Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!, Pet-friendly Des Moines Home w/ Fenced Yard!, 15 Mi to Dtwn Des Moines: Pet-friendly Waukee 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$215 per night from 12 Nov to 13 Nov
NZ$215
12 Nov - 13 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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$135 per night from 12 Nov to 13 Nov
NZ$135
12 Nov - 13 Nov
includes taxes & fees
Stay at this motel in Winterset. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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$274 per night from 19 Nov to 20 Nov
NZ$274
19 Nov - 20 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Des Moines. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
Opens in a new windowHotel Fort Des Moines, Curio Collection by Hilton
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Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

2 out of 5
1901 Hackley Ave, Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is NZ$134 per night from 23 Nov to 24 Nov
NZ$134
23 Nov - 24 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Des Moines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowDays Inn & Suites by Wyndham Des Moines Airport
Don't see what you're looking for?
See all available properties in Winterset
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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.