Holiday houses in Iola

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Top-rated holiday rentals in Iola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A functional kitchen area features an island with seating for four. Light wood cabinetry contrasts with the dark countertop. A stone accent wall enhances the space, and modern appliances are visible, creating a welcoming environment for meal preparation.
Cottage in Wittenberg
4.94 out of 5 average rating, 123 reviews

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.

Guest favourite
The exterior of the Mink building is displayed, featuring a charming brick facade and a sign that reads 'The Mink.' A sidewalk runs alongside the street, with benches available for seating. Vehicles are parked along the curb, and small storefronts can be seen in the background.
Apartment in Iola
4.77 out of 5 average rating, 44 reviews

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.

Top Guest favourite
Cabin in Waupaca
5.0 out of 5 average rating, 24 reviews

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.

Top Guest favourite
A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.
Loft in Amherst
4.97 out of 5 average rating, 214 reviews

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.

Guest favourite
A comfortable living area features a gray sofa with a red accent pillow, two light green chairs, and a round ottoman with decorative elements. Large windows allow natural light to fill the space, framed by soft, flowing curtains. A warm atmosphere is created by the natural hues of the furniture.
Home in Waupaca
4.95 out of 5 average rating, 108 reviews

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!

Guest favourite
A warm sleeping area features knotty pine walls and a spacious bed adorned with floral accents. Two bedside lamps provide soft lighting, while a sofa is positioned near a shelf of books. A large area rug adds comfort to the floor, enhancing the cozy atmosphere.
Home in Amherst
4.86 out of 5 average rating, 94 reviews

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!

Guest favourite
A cozy bedroom features a metal framed bed with fresh linens and a decorative throw. Light-colored walls contrast with a wood accent wall. Two large windows provide natural light, with sheer white curtains framing the view. A bedside lamp and a small side table complete the space.
Guest suite in Waupaca
4.92 out of 5 average rating, 280 reviews

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!

Top Guest favourite
A wooden dock extends into a serene lake, framed by tall grasses on either side. The sun shines brightly overhead, casting reflections on the water's surface. Lush trees line the opposite shore, contributing to the peaceful atmosphere.
Cabin in Iola
4.87 out of 5 average rating, 140 reviews

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!

Top Guest favourite
Home in Waupaca
4.99 out of 5 average rating, 166 reviews

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.

Guest favourite
Home in Stevens Point
4.81 out of 5 average rating, 129 reviews

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.

Guest favourite
A spacious wooden lodge is showcased against a dusk sky. Large windows reflect the soft evening light, while a fire pit is placed in the foreground, surrounded by wooden benches. Lush greenery and landscaped stones frame the inviting outdoor space.
Cabin in Iola
4.91 out of 5 average rating, 45 reviews

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.

Top Guest favourite
A modern kitchen space features a central island with barstools, accompanied by pendant lighting overhead. Nearby, a cozy living area is visible with a sectional sofa and artwork adorning the walls. Natural light fills the room through multiple windows, enhancing the inviting atmosphere.
Apartment in Waupaca
4.98 out of 5 average rating, 205 reviews

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

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Waupaca County
  5. Iola