
Vacation rentals in Iola
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Iola
Guests agree: these stays are highly rated for location, cleanliness, and more.

River Road Peaceful Country Cottage (near trails)
Our Cottage is secluded in the country near a river, with no other houses nearby, just Wildlife and peace and quiet. A Front porch for relaxing and a newer deck on the back for cooking out or watching the wildlife. The inside has just been completely updated, with a few original antique touches. Upstairs there are 3 bedrooms and a half bath, downstairs a master bedroom with bathroom, open concept living room kitchen area. And Main level laundry area. Ready for a long vacation or a quick getaway.

Elkhart A-Frame, Wooded Retreat near Road America
The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

Entire House, hot tub, dogs, way cool bathrooms.
Wonderful open concept living featuring eat in kitchen/dining area, living space with a beautiful gas fireplace, fenced in yard, clamshell & sunken tub showers, and tasteful décor, relaxing. Waupaca is centrally located to many places you may wish to go. We have a beautiful park system, 22 connected lakes, wonderful culture, arts, library, main street, and best of all friendly people. Outdoors is fishing, silent sports, kayaking, tubing, hiking trails, and so much more. ATV/UTV friendly.

Peaceful Waterfront! Entire Lower Level is Yours!
2200 sq. ft. lower level, walk out to the WI River! Licensed Tourist Short-term Rental with Portage County. Just 5 min. from Stevens Point. Enjoy the patio, walks, or kayak to explore the river! You'll see nature's beauty with occasional deer, geese, swans or bald eagles. Sunrises & sunsets are the best! We live on the main level and will welcome our guests (when we are here). We are also available to help with any incidentals during your stay if asked. You'll love it as much as we do!

Center Street Nest
Enjoy a cozy experience at this centrally-located classic home near downtown Waupaca. This quiet convenient retreat features a well-stocked retro kitchen, original woodwork, two peaceful bedrooms (upstairs), newly updated bathroom (main level), washer & dryer (basement), and a back porch for safe keeping of all your adventure necessities. Hosts live in adjacent unit, have decades of experience in customer service, and hope your time spent in this beautiful area is stress-free and memorable!

Tiny Town Bakery Flatlet
Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Columbia Lake Sunset View
Beautiful apartment on Columbia Lake on the Chain 'O Lakes. Private deck and fishing dock. Perfect location for kayaking, fishing, or any other water recreational activity. Walking distance to two restaurants, two marinas and ice cream shop. Close to Hartman Creek State Park to access trails. Please be aware that a close venue has bands/music that can easily be heard when outside and the music may be heard when indoors. Three night minimum Memorial Day weekend - Labor Day weekend.

Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

sauna and hot tub on 5 private acres
Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Adventure Outpost for 8 near Chain O Lakes
We’re located just outside of town with easy access to all that the beautiful Waupaca area has to offer. Only 10 minutes from the Chain! The property is surrounded by Maple and Oak mature forest yet has an open meadow perfect for picnics and star gazing. It is beautiful here; you can rest and recharge close to nature. Adventure Outpost is totally updated and designed for your comfort and convenience. The space is cozy, light and refreshing and big enough for the whole family!

Charming cabin on a lake with 2 bedrooms, one bath
Escape to central Wisconsin in your own private cabin! One bedroom with a full bed and single bed. Second bedroom with a queen bed. Full kitchen. Full use of water toys and kayaks. Toddler toys to entertain the kids. You can also fit 3 to 4 campers on site with plenty of parking. Air conditioning. Central heat and electric fireplace. Refrigerator, microwave, electric stove, coffee pot. Private dock with public boat landing. There is not a beach. Wifi. Now open year round!

Lake Cottage-Hike, Mt Bike, frisby golf 1 mi. away
Leave city living for a countryside escape to this remodeled 3-bedroom, 1-bathroom Stevens Point duplex! Featuring a dock on Adams Lake, with beautiful serene surroundings and just 1-mile to Standing Rocks County Park for downhill & XC skiing, mountain biking, hiking and more. The neighboring towns of Amherst, Stevens Point and Waupaca offer charming parks, great eats, and activities sure to please; don't forget to dine or take a boat ride at Clearwater Harbor!
Popular amenities for Iola vacation rentals
Other great vacation rentals in Iola

Whispering Pines on the Lake

The Bunker near Sand Valley

Welcome to Greenwood Cottage!

Lakehouse Paradise With Hot Tub Near Wisc Dells

Octagon House on Lake Solitude

Indiglo-Unique Earth Home with fenced in courtyard

Pet-Friendly Woodland Retreat • Near Lakes & ATV

Haven on the Lake
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Minnesota River Vacation rentals
- Traverse City Vacation rentals
- Twin Cities Vacation rentals
- North Side Vacation rentals
- Madison Vacation rentals




