Holiday 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.

Silver Lake Studio

Silver Lake Studio features a quiet, studio space for two adults. The studio is new construction built in 2023. The beautiful composite deck is set in the tree canopy along the lake shore with cable railing to maximize your view. The studio features a multi slide door that brings the outside in with expansive daylight openings. With only three residences beyond the studio, you can leave behind busy tourism, minimize traffic noise, and ensure a safe stay. Read more about our included amenities.

Irish Acres Farm Charm Glamping: FAIRY CABIN

Irish Acres Farm is host to guest friendly activities. Sit & relax or join in farm chores, hike, fish, meditate. Light a camp fire and enjoy Nature at her finest. Experience the coziness of a rustic "tiny house" off-grid log FAIRY CABIN set beside a 1 acre spring fed pond. My place is good for couples, solo adventurers, & families (with kids). No pets or therapy animals allowed. We strive to be a tech free zone (NO WIFI or TV's). A true authentic connection with Nature and each other.

Between two Lakes Beautiful 2-Bedroom Cottage!

Welcome to Two Lakes cottage in between the towns of Waupaca and King. This beautiful two-bedroom cottage sleeps seven and offers seclusion and quiet but is still only 5 minutes from the hustle and bustle of Downtown Waupaca and the nightlife of the Chain O’ Lakes. If it's a relaxing vacation you're looking to enjoy. Relax on our large deck and enjoy the view of the lake behind the house.If it's drinks and live music that toots your horn, this cottage is perfect for you! 900 sq ft total.

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.

Large Five Bedroom with camping on Tomorrow River

This whole place rental is perfect for small/large groups looking to escape countryside while still being close to city amenities. There are five private rooms, large kitchen, 2.5 bathrooms, two living rooms and art studio. There are 8 beds plus the option of camping on our 4.5 acres along the Tomorrow River. Guests have their own large yard, grill, and covered back patio. There is river access for fishing, two fire pits, tubes and a canoe for use. We welcome folks of all identities!

Daniel’s Place

Cozy up in this private, one-bedroom, centrally located, upper apartment. (Must walk up a handful of outdoor stairs) Unique, peaceful, and affordable - Daniel’s Place is 3 blocks from the Riverlife walking path, leading directly to downtown, and 3 miles away from Granite Peak Ski Resort. Daniel’s Place is the perfect spot for weekend ski trips, city biking, trying local restaurants, farmers markets, kayaking, and exploring the city of Wausau. Come make yourself at home 🙂

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.

Renovated Ranch Home, Perfect for Group Getaway

Located on a quiet country road just outside of Marion, WI, this newly remodeled ranch is a private farm home, situated on beautiful rural farmland, just 10 miles from Clintonville. The spacious home sleeps up to 10 guests, features 4 bedrooms and 3 full bathrooms. Two living areas, large kitchen, grill, patio, and outdoor fire-pit make it the perfect place for families or friends to enjoy a quiet retreat.