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Top Holiday Rentals in Winthrop

Our top choices for Winthrop holiday rentals

Cozy Chic Cabin on Private 10-acre Lake.

9.8 out of 10, Exceptional, (44)
"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."
Cozy Chic Cabin on Private 10-acre Lake.

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

10.0 out of 10, Exceptional, (14)
"It was a really relaxing time and a great place"
Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door

3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms

10.0 out of 10, Exceptional, (29)
"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."
The price is £337
includes taxes & fees
3 Sept - 4 Sept
3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms

Charming Manchester Retreat w/ Patio & Fireplace!

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was the perfect place to bring our big family! There was plenty of space inside and so much outdoor space for the kids to play! We enjoyed relaxing on the porch, so peaceful!"
Charming Manchester Retreat w/ Patio & Fireplace!

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

10.0 out of 10, Exceptional, (21)
"Best, VBRO we’ve ever stayed at."
Modern comfort, small town charm. Room for all to visit, rest retreat or create

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

10.0 out of 10, Exceptional, (3)
"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!"
Serene Cabin w/ Paddle Boats, Kids Activities & Fishing Pond, Ideal for Families

Haven Point is Spacious and Great for Families.

10.0 out of 10, Exceptional, (21)
"It was a really fun place to stay. We will definitely stay again."
Haven Point is Spacious and Great for Families.

Quiet Cabin on the Wapsipinicon with great views and fishing

9.4 out of 10, Exceptional, (28)
"Beautiful quiet location. Nice to unplug and just enjoy nature."
Quiet Cabin on the Wapsipinicon with great views and fishing

Comfortable 1 Bedroom Apartment in Heart of Central City

Comfortable 1 Bedroom Apartment in Heart of Central City

Country Home on the river.

10.0 out of 10, Exceptional, (2)
"Very clean, well maintained house on beautiful land. Highly recommend. "
Country Home on the river.

Charming 4-bedroom house in Alburnett with AC, WiFi

10.0 out of 10, Exceptional, (2)
"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. "
Charming 4-bedroom house in Alburnett with AC, WiFi

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

8.0 out of 10, Very good, (1)
"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."
Marvelous 3-bedroom/1.5 bath house with WiFi, full kitchen Oelwein

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

9.0 out of 10, Wonderful, (7)
"This is the 2nd time we have stayed here and it was great again!"
Freddy's Beach - The perfect place for the whole family!

Romantic cheerful home close to many attractions

10.0 out of 10, Exceptional, (20)
"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!"
Romantic cheerful home close to many attractions

Newly renovated apartment in historic downtown Manchester

10.0 out of 10, Exceptional, (11)
"Great place for a family. Very cute and clean, we enjoyed it. Great location too. "
Newly renovated apartment in historic downtown Manchester

Entertainers Paradise House + Shop

10.0 out of 10, Exceptional, (14)
"A wonderful place with all of the amenities and supplies needed for a good stay."
Entertainers Paradise House + Shop

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

10.0 out of 10, Exceptional, (37)
"We had everything we needed and more."
Soules Barn & Bunkhouse ~ Experience a night in the country!

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

10.0 out of 10, Exceptional, (4)
"The space was perfect for our group and had everything we needed!"
Spacious Lakefront Retreat. 3 Bedroom, 2 Bath Ranch Home 30 ft from the water.

Where time slows down, and the river whispers its secrets!

10.0 out of 10, Exceptional, (2)
"A perfect little place to rest and enjoy a night away. The cabin is decorated beautifully. Lots of little extras. It's obvious the owners want you to have a good experience! The river is so peaceful. Highly recommend."
Where time slows down, and the river whispers its secrets!

Entire Home / Cabin - Cozy Cottage Vibes with Fire Pit, Full Kitchen & Garden

Entire Home / Cabin - Cozy Cottage Vibes with Fire Pit, Full Kitchen & Garden
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 Winthrop Hotel Reviews

Find out more about Winthrop

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 £337 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.