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Our top choices for Winterset vacation homes
1. Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Covered Bridge Haven - 3-bedroom house with themed rooms in WintersetWinterset
10.0 out of 10, Exceptional, (15 reviews)
"The house in Winterset was perfect in every way. It was beautifully furnished and extremely comfortable. We are so glad we stayed there."
Nickay M.
The price is AED 317
AED 1,079 total
includes taxes & fees
17 Nov - 18 Nov
2. 1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMUWest Des Moines
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful place to stay and very accommodating host."
Amy K.
The price is AED 422
AED 605 total
includes taxes & fees
30 Nov - 1 Dec
3. Beautiful Rustic Barn just waiting for you to kick back and relax.
Beautiful Rustic Barn just waiting for you to kick back and relax.NEW VIRGINIA
10.0 out of 10, Exceptional, (416 reviews)
"This place was so incredibly cute. We loved our little getaway for our first anniversary and we had everything we needed and more. Thank you for providing such a great place, we’ll definitely be back!!"
Genevieve P.
The price is AED 423
AED 683 total
includes taxes & fees
16 Nov - 17 Nov
4. Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C...
Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C...Cumming
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay!"
Elizabeth V.
The price is AED 601
AED 1,557 total
includes taxes & fees
16 Nov - 17 Nov
5. Farmhouse Oasis
Farmhouse OasisDallas Center
10.0 out of 10, Exceptional, (34 reviews)
"Fantastic people and lots of animal fun. Would definitely stay again."
Terre Cohen T.
The price is AED 389
AED 648 total
includes taxes & fees
16 Dec - 17 Dec
6. Spacious Farmhouse beautifully decorated waiting for laughs and memories
Spacious Farmhouse beautifully decorated waiting for laughs and memoriesNew Virginia
10.0 out of 10, Exceptional, (22 reviews)
"Very nice place to stay."
Todd W.
The price is AED 456
AED 745 total
includes taxes & fees
16 Nov - 17 Nov
7. The Hen House Country Living with Farm Life Appeal Indianola, IA
The Hen House Country Living with Farm Life Appeal Indianola, IAIndianola
10.0 out of 10, Exceptional, (19 reviews)
"Loved it, every thing was awesome."
Adam b.
The price is AED 496
AED 671 total
includes taxes & fees
16 Nov - 17 Nov
8. Adel 4BR/Game Room, Park Nearby & Sleeps 12
Adel 4BR/Game Room, Park Nearby & Sleeps 12Adel
8.8 out of 10, Excellent, (6 reviews)
"We tried to add a day on to our stay. It took two months for a response. We were unable to get into the property. I had my elderly parents along and the host did not answer. We waited over 2 hours to get in. No one would respond. I would not recommend using this owner again."
Lisa R.
The price is AED 380
AED 1,335 total
includes taxes & fees
16 Nov - 17 Nov
9. Spacious 4BR Home • WiFi • Family-Friendly • Waukee
Spacious 4BR Home • WiFi • Family-Friendly • WaukeeWaukee
10.0 out of 10, Exceptional, (43 reviews)
"A very nice place! Throughly enjoyed my stay there!"
Steven B.
The price is AED 573
AED 1,370 total
includes taxes & fees
16 Nov - 17 Nov
10. Beautiful home minutes from downtown!
Beautiful home minutes from downtown!Des Moines
9.2 out of 10, Wonderful, (49 reviews)
"Very clean and spacious. Good location to downtown. Very comfortable home. Would recommend and would stay again!!"
Melissa W.
The price is AED 430
AED 971 total
includes taxes & fees
16 Nov - 17 Nov
11. Adair Hideaway : Quiet Neighborhood - Fenced Yard
Adair Hideaway : Quiet Neighborhood - Fenced YardCreston
10.0 out of 10, Exceptional, (13 reviews)
"We absolutely loved our stay. The place was clean and comfortable. Very peaceful and quiet."
Ana M.
The price is AED 477
AED 798 total
includes taxes & fees
18 Nov - 19 Nov
12. •Delightful 5b stay in Paradise!!•
•Delightful 5b stay in Paradise!!•Waukee
9.8 out of 10, Exceptional, (21 reviews)
"It was perfect for our family getaway!"
justine p.
The price is AED 950
AED 1,558 total
includes taxes & fees
22 Nov - 23 Nov
13. Studio Suite w/ Jetted Tub | Free Breakfast!
Studio Suite w/ Jetted Tub | Free Breakfast!West Des Moines
The price is AED 452
AED 555 total
includes taxes & fees
22 Nov - 23 Nov
14. LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!Waukee
9.6 out of 10, Exceptional, (101 reviews)
"Excellent place to stay"
Jenny B.
The price is AED 915
AED 2,341 total
includes taxes & fees
8 Dec - 9 Dec
15. Walnut Row, Walk to Valley Junction, Sleeps 10+
Walnut Row, Walk to Valley Junction, Sleeps 10+West Des Moines
10.0 out of 10, Exceptional, (6 reviews)
"This is a super cute house in a super cute area. It was the perfect sanctuary after a hectic day at the fair. Everything from the check in and out process to communication with the host made it a relaxing, stress-free weekend away. I would highly recommend this house to anyone visiting Des Moines. We will definitely stay here again."
Jody C.
The price is AED 646
AED 1,725 total
includes taxes & fees
16 Nov - 17 Nov
16. Suburban Oasis with Hot Tub Spa
Suburban Oasis with Hot Tub SpaUrbandale
10.0 out of 10, Exceptional, (39 reviews)
"Perfect location! Host responded quickly. Would book this home again."
Daniel/Beth W.
The price is AED 512
AED 1,346 total
includes taxes & fees
24 Nov - 25 Nov
17. • Iconic Lustron home with 2 king beds •
• Iconic Lustron home with 2 king beds •Windsor Heights
9.2 out of 10, Wonderful, (7 reviews)
"We had a week packed full of fun visiting several locations in and around Windsor Heights, Iowa. The place was perfect for our sleeping needs. "
Martina G.
The price is AED 427
AED 832 total
includes taxes & fees
24 Nov - 25 Nov
18. Grain Bin and outdoor bar with countryside views, cows, & beautiful Iowa scenery
Grain Bin and outdoor bar with countryside views, cows, & beautiful Iowa sceneryStuart
10.0 out of 10, Exceptional, (2 reviews)
"We had our daughter’s 5th birthday here and she LOVED it!! Such a fun and unique place to host family and friends 🩷The indoor and outdoor spaces make it ideal for gathering and celebrating. The owners thought of everything and were so accommodating! Definitely recommend to everyone!"
Alyse D.
The price is AED 680
AED 1,138 total
includes taxes & fees
23 Nov - 24 Nov
19. Centrally Located Wooded A-Frame
Centrally Located Wooded A-FrameSouthwestern Hills
10.0 out of 10, Exceptional, (18 reviews)
"another great stay very peaceful and quiet will stay here again"
chris s.
The price is AED 666
AED 1,281 total
includes taxes & fees
16 Nov - 17 Nov
20. 3-bedroom townhome in serene West Des Moines with AC
3-bedroom townhome in serene West Des Moines with ACWest Des Moines
8.8 out of 10, Excellent, (3 reviews)
"It was a nice place for a quick girls getaway!"
T D.
The price is AED 760
AED 983 total
includes taxes & fees
16 Nov - 17 Nov
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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Top Winterset Hotel Reviews
Drury Inn & Suites West Des Moines
10/10 Excellent
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