Iola Holiday Rentals

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Holiday Rentals in Iola

Relaxing Cottage Steps From the Lake
9.6 out of 10, Exceptional, (52)
"Beautiful scenery very clean just a really great experience loved every minute"
Relaxing Cottage Steps From the Lake
Astonishing views & sunsets! Access to fishing, golfing, campfires & biking.
9.8 out of 10, Exceptional, (25)
"Our experience here was great! Mary and Tim are always quick to answer questions and help. The lake is clear and they have plenty of different options to spend time on the lake. Would definitely stay here again!"
Astonishing views & sunsets! Access to fishing, golfing, campfires & biking.
Lakeside Iola Hideaway: Stunning Nature Views
10.0 out of 10, Exceptional, (14)
"Cottage was very cozy and we all enjoyed our time there. Everything was great and was a perfect spot and perfect distance from our pottery retreat! We will probably book here again next year if it’s available!"
Lakeside Iola Hideaway: Stunning Nature Views
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Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
10.0 out of 10, Exceptional, (9)
"Cozy cabin was an excellent place to while we hiked and bike the Ice Age Trail. Gary is a great host!"
The price is NZ$392
per night
4 Jun - 5 Jun
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
Green, unique, comfortable, open loft cabin
9.8 out of 10, Exceptional, (172)
"Get wood and tile work. Nicely decorated aond well setup for our group we all enjoyed our stay!"
Green, unique, comfortable, open loft cabin
Beautiful modern rustic barn located near state parks and Chain o Lakes.
9.6 out of 10, Exceptional, (150)
"We have been coming to this location for many years now and always have a great time. It's large, multiple cooking areas and plenty of refrigerator space. Great for groups."
Beautiful modern rustic barn located near state parks and Chain o Lakes.
White Lake Home W/patio, Fire Pit, Boat Dock!
3.5 star property
White Lake Home W/patio, Fire Pit, Boat Dock!
Newly renovated Wolf River home
10.0 out of 10, Exceptional, (17)
"Great hosts and great place to stay. If you are spending time on the Wolf River this is the place to stay! This was our second year staying here and are alreadly planning next years trip!"
Newly renovated Wolf River home
Relaxing Cabin Located On A Sandy Bottom Crystal Clear Lake.
9.6 out of 10, Exceptional, (79)
"The cabin was exactly what we were looking for and view was perfect. We enjoyed sitting by the water and watching our dog Rosie swim. Perfect getaway and we would return for sure. Our host was quick to respond to my questions. Quaint, quiet and gorgeous view!!!"
Relaxing Cabin Located On A Sandy Bottom Crystal Clear Lake.
Cabin Sweet Cabin! Shawano County Wisconsin Lake Cottages
8.6 out of 10, Excellent, (45)
"My husband and I were looking for a secluded place on water with canoeing, fishing and walking distance to a bar/restaurant. This was perfect! The water was not for swimming but the cabin came stocked with a kayak, canoe, row boat and a paddle boat. The main house was perfect for what we needed - bed to sleep, deck to sit on with our coffee and fully stocked with kitchen, bedding needs. We did not spend much time in the 2nd house (green building) because we didn’t need the space. We did use the...
Cabin Sweet Cabin! Shawano County Wisconsin Lake Cottages
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
10.0 out of 10, Exceptional, (6)
"We really enjoyed the cabin and would consider staying again as long as they add some different furniture. There needs to be a nice comfortable couch added. There is only one couch and a chair that is almost unusable and the couch is basically just for looks. We had 2 adults and 2 grown children there is definitely room for additional furniture. But the backyard right on the water is amazing and would be a wonderful place to visit in the summertime..And the tub was a huge hit with our boys."
The price is NZ$898
per night
4 Jun - 5 Jun
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
🌞Lakeside Paradise! Massive sandy shore on clear, full-recreational lake
10.0 out of 10, Exceptional, (4)
"I literally almost don’t want to post this review of fear I’ll build my competition pool but Caitlin and her home deserve all the praise in the world. ABSOLUTELY BREATH TAKING ! The location, the property, the town every detail ! This was the most incredible property I have ever stayed in. It was a not only blissful but beautiful. Every detail was perfection."
🌞Lakeside Paradise! Massive sandy shore on clear, full-recreational lake
Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private Pier
10.0 out of 10, Exceptional, (2)
"We booked this property to celebrate my husband's 30th birthday with some friends. We loved the privacy out in nature and enjoyed sightings of deer and turtles during our stay. Our hosts provided all amenities we could ever want, including kayaks and SUPs, and each person/couple was able to have their own bed. We had a wonderful time."
Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private Pier
Spanish Charm 4bed/3bath Downtown Waupaca!
10.0 out of 10, Exceptional, (2)
"Older home remodel, new windows and appliances. Lower unit very nice two bedrooms, two baths with it own livingroom. Very narrow driveway but long and parking for 5 or 6 vehicles. Outside needed some work, basic cleaning, patio furniture not usable, grill very dirty and when we were there a large swarm of bees we had to deal with. But overall would stay again."
Spanish Charm 4bed/3bath Downtown Waupaca!
Perfect family get-away with lake front property & sandy shores on White Lake
Perfect family get-away with lake front property & sandy shores on White Lake
Amazing enchanting historic property
9.2 out of 10, Wonderful, (14)
"The house was great. Very spacious. The only issue we had was the listing says 6 bedrooms, but two of those rooms were not bedrooms. One was a billiard room with a bar that we placed matresses down on the floor. The other had a section sofa some of the kids slept on for the weekend. This was nothing major for us. One of the showers didn't drain after being used the first time which made showering with 15 people in one shower a little bit of hassle. There was nothing else that really made the...
Amazing enchanting historic property
Memories that will last a lifetime!
10.0 out of 10, Exceptional, (29)
"Very relaxing and a great time. Comfortable and spacious. Definitely would rent this location again."
Memories that will last a lifetime!
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
10.0 out of 10, Exceptional, (146)
"The accommodation were amazing. The kitchen was a pleasure to cook in. Plenty of space for games and laughter!"
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
Lake cabin
9.4 out of 10, Exceptional, (6)
"Friendly area! Nice little place. Does have its quirks. Good for a weekend with friends."
Lake cabin
Secluded Birnamwood Cottage w/ Deck & River Views!
10.0 out of 10, Exceptional, (91)
"My family stayed here while skiing over at Granite Peak. We had a great time and this place was perfect. Communication between the property manager and myself was top notch. I loved the creek behind property."
Secluded Birnamwood Cottage w/ Deck & River Views!
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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.

Other types of properties in Iola you may be interested in

Relaxing Cottage Steps From the Lake
9.6 out of 10, Exceptional, (52)
"Beautiful scenery very clean just a really great experience loved every minute"
Relaxing Cottage Steps From the Lake
Lakeside Iola Hideaway: Stunning Nature Views
10.0 out of 10, Exceptional, (14)
"Cottage was very cozy and we all enjoyed our time there. Everything was great and was a perfect spot and perfect distance from our pottery retreat! We will probably book here again next year if it’s available!"
Lakeside Iola Hideaway: Stunning Nature Views
Astonishing views & sunsets! Access to fishing, golfing, campfires & biking.
9.8 out of 10, Exceptional, (25)
"Our experience here was great! Mary and Tim are always quick to answer questions and help. The lake is clear and they have plenty of different options to spend time on the lake. Would definitely stay here again!"
Astonishing views & sunsets! Access to fishing, golfing, campfires & biking.
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Iola holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Iola. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Iola. Seeing all the best attractions is bound to make you fall in love with Iola. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Iola short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Iola?

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

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

Amazing enchanting historic property: This holiday home rental outside Iola is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Iola?

While exploring the area, visit family-friendly sights like Wisconsin Bowhunter's Museum, or get outside and enjoy nature at Crystal River. Standing Rocks Park and Wisconsin Korean War Veterans Memorial are a couple of places you'll find in the wider area.

What are holiday rentals like in Iola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Iola. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip.

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