Winthrop Holiday Rentals from €393: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winthrop has to offer?

Cozy Chic Cabin on Private 10-acre Lake. : This holiday home rental outside of Winthrop is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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Holiday Rentals in Winthrop

"My family (plus pup) has a great stay at this property. Everything was as pictured, and the cabin was very clean. We enjoyed the fishing and the kayaks for a week away."

"It was a really relaxing time and a great place"

"This is a great place to stay, right on the water. The house if fully equipped with everything you need, and the host was great to work with. Not far from the Field of Dreams and Dyersville restaurants and the grocery store. We will definitely stay here again if we're in the area."

includes taxes & fees

20 Aug - 21 Aug

"We were in Iowa for a baseball tournament and this was a great home away from home! The RV park is cool and we are excited to see the new changes they will make in the future. Hope to be back again next year!"

"Best, VBRO we’ve ever stayed at."

"Beautiful quiet location. Nice to unplug and just enjoy nature."

"Very clean, well maintained house on beautiful land. Highly recommend. "

"It was a really fun place to stay. We will definitely stay again."

"Exactly what we expected and needed with a very convenient location. Main bath with tub and shower is up a narrow stairwell (not easy for a person with limited mobility), but we were made aware of it in advance. Was really hot outside during our stay, but the house was cooled down well and stayed comfortable."

"It was a good location for the family event we need to be at. We enjoyed the Pizza Place. At the end of our busy days it was nice to grab a bite to eat."

"We were traveling with elderly grandparents and multiple family groups to a graduation at Cornell College- easy 30 minute drive to campus - the ranch set up with a finished basement was perfect. Gorgeous yard, fire pit close to a park. A VERY equipped kitchen. Clean - nicely decorated. Great family time- easy access to groceries etc- 10/10!"

"Loved this apartment. Everything you need for a comfortable stay. Wish we could have stayed longer"

Smart TV, fireplace, DVD player, video library

"The host was great with communication and she even purchased a highchair for my 12 month grandchild. The home is new construction and very comfortable. It was nice having my adult children and their families under one roof during our family's loss. Stars 🌟 all around for this gem. "

"A wonderful place with all of the amenities and supplies needed for a good stay."

"Cozy country side farmhouse"

"The space was perfect for our group and had everything we needed!"

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Top Winthrop Hotel Reviews

Quiet Cabin on the Wapsipinicon with great views and fishing

10/10 Excellent

"We loved our stay! We will be back! Very remote and peaceful. The large yard is amazing for outdoor games and nature strolls. Owner was very helpful and great to work with!"

Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door

10/10 Excellent

"What a great time! Our family enjoyed all the amenities that the property offered; foosball showdowns at least twice daily, music with a great ambience of the screened in porch, fire pit, grilling, coffee on the deck near the river, fishing nearby, friendly neighbor ducks and dogs. The cabins were easily accessible and very clean. Alex made sure we had everything we needed without even having to ask. And he made it known to reach out if we needed anything and was very quick at responding to messages. Would love to come back again very soon, and would recommend to a family looking to get away or for a person, a couple, or friends trip to get some peace."

3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms

10/10 Excellent

"The house had everything it described, was very spacious and clean. The major downside was NO Wi-Fi that was a surprise ad never said it had it but in 2025 I guess you just automatically assumed it would have it. We did have a situation with a wasp infestation but I contacted the owner and she had someone out within literally 20 minutes to take care of it. We then had to call her again because the air conditioning went out and again she had her son in law come out immediately, unfortunately he couldn’t fix it however she was able to get a HVAC person out to the property but he couldn’t come immediately, it was really hot so we did have to stay at my cousins house but she was on top of it, when he did come out he fixed it and we were good to go! This house was wonderful and other than the few hiccups that she was right on top of, except for the no Wi-Fi it was phenomenal!! "

Find out more about Winthrop

Everything you need to know about Winthrop holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winthrop holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winthrop holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winthrop. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winthrop holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop holiday rentals we have selected for you start as low as €393 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winthrop rentals

At Expedia, we put the best Winthrop holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winthrop rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winthrop holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winthrop. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Winthrop?

Yes, there are holiday rentals close to the most popular sights in Winthrop, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winthrop has to offer?

Cozy Chic Cabin on Private 10-acre Lake.: This holiday home rental outside of Winthrop is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Winthrop?

While exploring the area, visit family-friendly sights like Tirril Park, or get outside and enjoy nature at Manchester Whitewater Park. In the wider area, you’ll find Cedar Rock State Park and River Ridge Golf Course.

What are holiday rentals like in Winthrop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winthrop. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.

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Holiday Rentals in Winthrop

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Holiday Rentals in Winthrop

Cozy Chic Cabin on Private 10-acre Lake.

Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door

3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms

Serene Cabin w/ Paddle Boats, Kids Activities & Fishing Pond, Ideal for Families

Modern comfort, small town charm. Room for all to visit, rest retreat or create

Quiet Cabin on the Wapsipinicon with great views and fishing

Charming Manchester Retreat w/ Patio & Fireplace!

Country Home on the river.

Comfortable 1 Bedroom Apartment in Heart of Central City

Haven Point is Spacious and Great for Families.

Marvelous 3-bedroom/1.5 bath house with WiFi, full kitchen Oelwein

Freddy's Beach - The perfect place for the whole family!

Romantic cheerful home close to many attractions

Newly renovated apartment in historic downtown Manchester

Charming 4-bedroom house in Alburnett with AC, WiFi

Entertainers Paradise House + Shop

Soules Barn & Bunkhouse ~ Experience a night in the country!

Spacious Lakefront Retreat. 3 Bedroom, 2 Bath Ranch Home 30 ft from the water.

Marion Retreat w/ Patio, Grills & Fire Pit

Cozy Retreat w/ Community Playground, Fire Pit & Fun Activities for Kids

Top Winthrop Hotel Reviews

Quiet Cabin on the Wapsipinicon with great views and fishing

Cobblestone Inn & Suites – Manchester

Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door

3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms

Urbana Inn & Suites

Cornerstone Inn & Suites

Country Home on the river.

Modern comfort, small town charm. Room for all to visit, rest retreat or create

Cozy Chic Cabin on Private 10-acre Lake.

Find out more about Winthrop

Frequently asked questions