Vacation rentals in Iola

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Top-rated vacation rentals in Iola

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Top guest favorite
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, 119 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 favorite
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
4.76 out of 5 average rating, 41 reviews

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.

Top guest favorite
Cabin in Waupaca
5 out of 5 average rating, 19 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 favorite
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, 210 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.

Top guest favorite
The exterior of a cabin is depicted, featuring large windows framed by wood. Warm light emanates from within, revealing a cozy interior with a lamp and seating. Snow covers the ground, and icicles hang from the roof, creating a serene winter scene.
Cabin in New London
4.99 out of 5 average rating, 129 reviews

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.

Guest favorite
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, 277 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 favorite
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
4.86 out of 5 average rating, 133 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!

Guest favorite
A wooden dock extends over a calm lake, reflecting vibrant sunset colors in the water. Silhouetted against the backdrop, a figure stands on a bench, overlooking the serene scene. Lush greenery frames the lake, contributing to a tranquil atmosphere.
Home in Iola
4.99 out of 5 average rating, 67 reviews

Private Lakeside Retreat• Game Room, Boats & Loons

Welcome to Stranded at the Lake — a private lakefront retreat designed for slow mornings, peaceful water views, wildlife watching, and easy family fun. Spend your days paddling, boating, floating, or relaxing by the lake, then head to the detached air-conditioned game room for rainy-day entertainment, competition, and hangout space. With Starlink internet, cozy gathering areas, and a quiet natural setting, this is an easy place to "unplug" without feeling disconnected.

Top guest favorite
Home in Waupaca
4.99 out of 5 average rating, 159 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 favorite
A modern kitchen area is showcased, featuring blue cabinetry and natural wood countertops. Stainless steel appliances are present, including an oven and a double basin sink. A wall-mounted shelf holds decorative items, while natural light brightens the space.
Apartment in Scandinavia
4.84 out of 5 average rating, 43 reviews

Experience Scandinavia

Enjoy a stylish experience at this centrally-located getaway! We brought back to life one of the oldest historical buildings dating to 1860 in downtown Scandinavia. This space has a contemporary feel with a fresh design dating to the original style of the building. The original hardware for the pocket doors was found in the walls and used to separate the master bedroom from the living room.

Guest favorite
Home in Stevens Point
4.82 out of 5 average rating, 124 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 favorite
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.

Popular amenities for Iola vacation rentals

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