Vacation rentals in Iola

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.

Palms Room-Walkable to Restaurants, Spa & Coffee

The Palms Room is one of two rental units available at The Mink Building in Iola, WI. The Palms Room is designed to provide a restful retreat with little luxuries like cotton linens and live organic plants. The room includes a kitchenette with a microwave, refrigerator and coffee bar. The building amenities available to guests include: a full-size kitchen, racquetball court/yoga studio, sound bath, laundry, and lounge. Walk to restaurants, coffee shops and a wellness studio across the street.

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.

Indiglo-Unique Earth Home with fenced in courtyard

Experience Amherst like never before when you book this vacation rental. This 3-bedroom, 2-bath custom earth home (under ground) was Amish built in 1968. Uniquely designed w/ a western lodge feel and knotty pine throughout, this home still carries modern amenities like Smart TVs, free WiFi, and a fully equipped kitchen. The upper annex facing east overlooks the courtyard with a grill and sitting area, while the main living area captures natural light. Book today & enjoy this adventure!

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.

Fox Flats, Great Location!

Welcome to our charming, fully furnished studio in the heart of Neenah, WI! Perfect for mid- or long-term stays, it features a private bathroom, in-unit washer and dryer, and convenient parking. Enjoy free WiFi, all utilities included, and monthly cleaning for a truly stress-free stay. Ideal for work or leisure, this cozy, comfortable space is ready for you to move in and feel at home from day one. Send us a message for inquiries, we’d love to have you and make your stay comfortable!

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!

Peterson Mill Schoolhouse

The Peterson Mill Schoolhouse is a rural and historic one classroom school converted into a guest house. Located next to a trout stream and operating dairy farm, you can sit on the open-air porch, relax by the creek, or take a walk on the country roads. The Schoolhouse is open year-around, welcoming all who enjoy fishing, biking, hunting, and other outdoor activities. Enjoy your time in the peaceful surroundings or drive 15 minutes to the beautiful Waupaca Chain-O-Lakes.

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!

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.