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Compare 27 Cottages in Iola with updated reviews, rates, and availability.

Green, unique, comfortable, open loft cabin
a magical loft hide-away with a tree spiral staircase
Green, unique, comfortable, open loft cabin
9.8 out of 10, Exceptional, (184)
"Really neat, fun, cozy place. We really appreciated how eco-friendly everything is. Peaceful place to hang out outside."
Green, unique, comfortable, open loft cabin
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
The Outdoor space is fantastic!
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
9.0 out of 10, Wonderful, (15)
"Great place next to all the fun of King and a short drive to downtown waupaca. We had a great time, place had everything we needed!"
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
🌞Lakeside Paradise! Massive sandy shore on clear, full-recreational lake
Massive Sandy frontage with clear blue/green water views spring fed lake
🌞Lakeside Paradise! Massive sandy shore on clear, full-recreational lake
10.0 out of 10, Exceptional, (11)
"Beautiful location! Love the Towering Pines and the Wonderful Lake - so clear, like looking at an Aquarium. The cottage was perfect - just the right size for us and visiting family. Enjoyed mornings on cute porch looking unto lake. We had awesome mid-September weather! The Paddle boards were fun. Super location - close to Chain and The Wheelhouse. Thanks for sharing another GREAT property with us and our dog, Hazel. We made wonderful new memories!"
🌞Lakeside Paradise! Massive sandy shore on clear, full-recreational lake
Secluded Birnamwood Cottage w/ Deck & River Views!
Birnamwood Vacation Rental | 3BR | 1BA | 1,100 Sq Ft | Step-Free Access
Secluded Birnamwood Cottage w/ Deck & River Views!
10.0 out of 10, Exceptional, (97)
"The property was as beautiful as portrayed. The home and the communication were wonderful. We would love to visit again to enjoy the peace and quiet, in the nature that surrounded us."
Secluded Birnamwood Cottage w/ Deck & River Views!
Lakeside Iola Hideaway: Stunning Nature Views
Iola Vacation Rental | 2BR | 1BA | 1,037 Sq Ft | 4 Steps Up to Enter
Lakeside Iola Hideaway: Stunning Nature Views
9.6 out of 10, Exceptional, (20)
"The home greeted us on a warm afternoon and we found the two-bedroom accommodations to a be a spacious, inviting,warmly decorated, comfortable home. Unlike cold motel rooms, this place had a lived-in feel that reflected the pride and love Jannifer, the host, provided. That evening the rising moon slowly smothered a sea of stars that captivated our attention and filled the night with a marvelous glow. The peace and silence of the place was only interrupted by the sounds of fish splashing the...
Lakeside Iola Hideaway: Stunning Nature Views
A Little Slice of Heaven on The Waupaca Chain O'Lakes
Terrace/patio
A Little Slice of Heaven on The Waupaca Chain O'Lakes
9.2 out of 10, Wonderful, (38)
"Cute place. Owners are nice"
A Little Slice of Heaven on The Waupaca Chain O'Lakes
Sandy Bottom Lodge on the Beautiful Chain O Lakes in Waupaca
Sandy Bottom Lodge on the Beautiful Chain O Lakes in Waupaca
10.0 out of 10, Exceptional, (3)
"Plenty of Sleeping space for Large Groups! The house is well cleaned and we were able to cook and grill for the large group of 15 we had! Thank you so much and will definitely book again in the future!"
Sandy Bottom Lodge on the Beautiful Chain O Lakes in Waupaca
Cottage & Suite on a Quiet Lake + Free Kayaks!
On Quiet and Beautiful Rollofson Lake
Cottage & Suite on a Quiet Lake + Free Kayaks!
10.0 out of 10, Exceptional, (3)
"I loved the peace and quiet, the cleanliness, the views, the coziness....I needed some time alone, and a little time with siblings after the loss of our mother....it was perfect"
Cottage & Suite on a Quiet Lake + Free Kayaks!
Unplug at RIVER RUN—Secluded, Waterfront, Kayaking
Property grounds
Unplug at RIVER RUN—Secluded, Waterfront, Kayaking
10.0 out of 10, Exceptional, (13)
"Brittany was great to work with. The property was nice; very quiet, and the weather was exceptional (for October). "
Unplug at RIVER RUN—Secluded, Waterfront, Kayaking
Perfect family get-away with lake front property & sandy shores on White Lake
Lake view
Perfect family get-away with lake front property & sandy shores on White Lake
10.0 out of 10, Exceptional, (4)
"We’ve never been to such a quiet lake and I think I said that every day! The row boat and paddle boat were the best things and the most fun for the kids! They both love to fish. We were hoping the lake might have had less weeds and a bigger swimming area with a floating swim pad! "
Perfect family get-away with lake front property & sandy shores on White Lake
70's-80's Vintage 2 BR cottage on Round Lake
Morning view awaits you and your sweet family.
70's-80's Vintage 2 BR cottage on Round Lake
9.6 out of 10, Exceptional, (8)
"The host was very accommodating and amazing. The place was in a great location in the lake. There was plenty of things to do at the location…. Even in October "
70's-80's Vintage 2 BR cottage on Round Lake
Guest house on secluded 120 acre property minutes from Chain 0' Lakes
Exterior
Guest house on secluded 120 acre property minutes from Chain 0' Lakes
10.0 out of 10, Exceptional, (1)
"My family of four (husband and two teenage sons) had a great time in this clean and comfortable cabin. The owners home is on the property and about 50 yards away, but you can't see it from the cabin. There is a shared pond that is tranquil and beautiful. We brought our highly trained hunting dog with us who was living her best life retrieving in the pond. The property is not fenced, so a shock collar is recommended. The cabin is a guest house and does not have a full kitchen, but the cooktop and...
Guest house on secluded 120 acre property minutes from Chain 0' Lakes
Secluded city cottage. 3 blocks from beach & Main Street shopping
Dining
Secluded city cottage. 3 blocks from beach & Main Street shopping
10.0 out of 10, Exceptional, (1)
"This is a charming little house tucked between beautiful victorians just a few blocks from downtown Waupaca. The grounds are beautifully kept, there is a place to sit outside, there is a restaurant on site in one of the big houses. The little cottage is an older house but clean and well kept, very big open main room and lots of room in the BR with twin beds. Kitchen is on the small side. Magical atmosphere on the property and walking distance from Waupaca Main St shopping or beautiful parks...
Secluded city cottage. 3 blocks from beach & Main Street shopping
White Lake Home w/ Patio, Fire Pit, Boat Dock!
Weyauwega Vacation Rental | 3BR | 1BA | 1,295 Sq Ft | Stairs Required
White Lake Home w/ Patio, Fire Pit, Boat Dock!
9.6 out of 10, Exceptional, (16)
"The cabin was perfect for our family. Our 10-year-old and 7-year-old loved sleeping in the loft. Everything was clean, organized, and ready for us. Lots to do including indoor and outdoor activities. We were a little disappointed with the lake water. It was shallow and mucky, but maybe it is better other years. I would say it is more of a fishing/boating lake than a nice swimming lake."
White Lake Home w/ Patio, Fire Pit, Boat Dock!
Cozy Cottage on Pike Lake
View of lake from wrap around deck
Cozy Cottage on Pike Lake
10.0 out of 10, Exceptional, (3)
"My girlfriend and her kids had a great time. House was clean and very comfortable. Kids had a blast playing in the water. Very easy to comminucate with the owners. Would definitely recommend to anyone to stay. We would definitely stay there again, for we are in the area twice a year. "
Cozy Cottage on Pike Lake
Waupaca Lakefront Home w/ Pool Table & Dock!
Property grounds
Waupaca Lakefront Home w/ Pool Table & Dock!
3.0 star property
Waupaca Lakefront Home w/ Pool Table & Dock!
The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view
Property grounds
The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view
10.0 out of 10, Exceptional, (1)
"This Lake house was perfect for our cousin’s weekend. So cozy, and we all had the space to spread out. The view looking out is beautiful with a morning cup of coffee. It has a full kitchen and was able to make a full meal, and close to a country bar where we did a fish fry on Friday, yummy! We can’t wait to book next year!"
The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view
Homey Gresham Getaway: Ski, Hike, Explore & Relax!
Exterior
Homey Gresham Getaway: Ski, Hike, Explore & Relax!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Phenominal place to stay!!! I would highly recommend to anyone!!!"
Homey Gresham Getaway: Ski, Hike, Explore & Relax!
Lakefront Stevens Point Cabin, 1 Mi to Trails!
Living area
Lakefront Stevens Point Cabin, 1 Mi to Trails!
3.0 star property
Lakefront Stevens Point Cabin, 1 Mi to Trails!
Cottage On Pristine Spring-fed Lake With Sunset Views And Sandy Shores.
Lake View
Cottage On Pristine Spring-fed Lake With Sunset Views And Sandy Shores.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice location on the water. All the toys needed for fun in the water."
Cottage On Pristine Spring-fed Lake With Sunset Views And Sandy Shores.
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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Other property types in Iola

Relaxing Cottage Steps From the Lake
Miscellaneous
Relaxing Cottage Steps From the Lake
9.4 out of 10, Exceptional, (67)
"We enjoy staying here we look forward to being there again in the spring of 2025"
Relaxing Cottage Steps From the Lake
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
Property grounds
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
10.0 out of 10, Exceptional, (17)
"Needed a place where I could unplug and enjoy nature with my dog and the cabin totally had that!!! The cabin was clean and had everything one needed for relaxing. Lots of deer in the apple orchard. Welcome basket with wine and other goodies was a really nice touch and the wood burning stove was already started for me! I will be back"
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
Lakeside Iola Hideaway: Stunning Nature Views
Iola Vacation Rental | 2BR | 1BA | 1,037 Sq Ft | 4 Steps Up to Enter
Lakeside Iola Hideaway: Stunning Nature Views
9.6 out of 10, Exceptional, (20)
"The home greeted us on a warm afternoon and we found the two-bedroom accommodations to a be a spacious, inviting,warmly decorated, comfortable home. Unlike cold motel rooms, this place had a lived-in feel that reflected the pride and love Jannifer, the host, provided. That evening the rising moon slowly smothered a sea of stars that captivated our attention and filled the night with a marvelous glow. The peace and silence of the place was only interrupted by the sounds of fish splashing the...
Lakeside Iola Hideaway: Stunning Nature Views
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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