Holiday rentals in Iola

Comet Creek Cabin

Relax with the whole family or friends at this peaceful retreat in wooded nature. Situated on 5 acres near beautiful Comet Creek, this 4 bedroom + spacious loft offers stunning views, solitude, and a sanctuary to relax & reset while offering everything you need. This cabin was built in 2017 as a family "hunting cabin" where everyone gathers to connect, play games, celebrate milestones, have retreat weekends, get into nature, all while enjoying a drink by the fire & always with lots of laughter

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.

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!

Lakefront Retreat | Pontoon Rental Available

Relax - Unwind - Discover : Lucky Rose Escape Wake up to views of Rinehart Lake, swim from your private dock, paddle the quiet no-wake water, and end the day around a relaxing lakeside firepit. This renovated 3-bedroom lake home sleeps up to 8 and features fast Wi-Fi, a dedicated workspace, screened porch, family-friendly sleeping spaces, and an optional 22-foot pontoon rental exclusively for guests (additional charges apply.)

Sunshine Suite with fenced in dog yard and patio.

Wake up to a peaceful oasis in the Sunrise suite that has a fenced in dog yard, a patio and lots of light coming into the living room and kitchen. Located just out side of Amherst, Wisconsin with a restaurant next door and a cute downtown with coffee shop and more restaurants just a few minutes drive away. Located only 15 minutes away from Stevens Point, Wisconsin which has lots of shopping and stuff to do.

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.

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.

Barn In The Woods Lodge ~ We'd Love To Host You!

Barn In The Woods Lodge, LLC is a unique quaint retreat nestled in the woods of northeast Wisconsin. Poised on 20 acres this whole cabin offering provides peace and comfort for a relaxing stay. Although seemingly "off grid" the location is close to many local and nearby events and attractions. We think of it as a little piece of heaven.