
Holiday houses in Iola
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Iola
Guests agree: these stays are highly rated for location, cleanliness and more.

River Road Peaceful Country Cottage
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.

Palms Room-Private Studio, Walkable to Restaurants
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.

Hidden River Cabin | Time Travel, Relax & Unplug
Tomorrow River Time Machine is our special cabin made to feel like stepping back in time. This private, beautiful property will truly give you the opportunity to unplug & make memories. Located along the Tomorrow River (class 1 trout fishing), & you can also swim or kayak. We have yard games, fire pits, hammocks, hot tub, a one of a kind retro lounge & an unmatched view of the stars. Inside you can check out the VHS or play Atari. 10 mi to downtown Waupaca and 5 mi to Hartman Creek State Park.

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.

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!

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!

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!

The Raven | Modern Escape To The Woods
Welcome to The Raven, a modern escape to the woods tucked among towering pines near Hartman Creek State Park. Soak in the private hot tub beneath the stars, gather around the fire pit, hike nearby trails, or unwind with records, movies, and woodland views. Just minutes from the Chain O' Lakes, restaurants, and shops, The Raven combines contemporary comfort with the peace and privacy of the Wisconsin woods.

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, and hiking.The neighboring towns of Amherst, Stevens Point and Waupaca offer charming parks, great eats, and activities sure to please.

Cozy log Cabin tucked away in natures serenity
Come and escape to a cozy space full of personality, space, privacy and beautiful scenery. A gem in the heart of Iola, Wisconsin. Absolutely great getaway location for families, couples, business men and women that want to unwind. The home is located on a dead end street so there is minimal traffic. It is truly peaceful and the beautiful surrounding woods will take your breath away.

Contemporary Retreat | Steps from Chain O' Lakes
Mid-century modern meets old-fashioned hospitality. A newly (and lovingly) remodeled duplex in the lakeside hamlet of King. Just steps from the pristine Chain O' Lakes, restaurants, boat-rentals, bars, shopping and more. Perfect for cottage overflow, an extended executive assignment, or road-trippers passing through Central Wisconsin to all points beyond.
Popular amenities for Iola holiday rentals
Other great holiday rentals in Iola

Silver Lake Studio

Comet Creek Cabin

Riverfront Trout Retreat | Firepit | Dog Friendly

Tranquil Lakefront Cabin Getaway

Kemmeter’s Kottage (Snowmobile Friendly)

Eden Tiny Haus

Big Blue on QQ - 5 Br House w/ boat rental option

Cozy Cottage w/ Hot Tub, 3 Beds, Lakes, Trails
Destinations to explore
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Thunder Bay Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Saugatuck Holiday rentals





