Holiday houses in Waupaca

Private Tranquil Escape on Miner. Chain O’Lakes

PRIVATE Yr Rd lake home on Miner Lake, perfect for family gatherings. Sleeps 10-12, fully equipped kitchen, dock and 100' recreation frontage on the beautiful Chain O' Lakes. Woods and huge yards surround all sides of this gem. ***PEAK ANNUAL SUMMER SEASONS-June through August : 7-nt min. Must be a Sat.- to Saturday check-in. Pontoon avail for additional fee. $699tx Fall, winter & spring are also great to visit the area for hunting, (ice) fishing trips, skiing, snowmobile. 2-night off-ssn min.

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.

Octagon House on Lake Solitude

Come relax at our unique octagon house. Find peace nestled amongst the trees, on the tranquil shore of Lake Solitude. This home is like nothing you've seen before - an eight sided house built high on a pedestal, with wrap-around deck overlooking the lake. Designed and built in the 70's, and freshly renovated in 2025 - the best of both retro architecture with modern style and convenience. Lake front with full access to the no-motor Lake Solitude. Includes use of canoe and pedal powered boats.

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

Bring your friends, family, and boat on the chain! The group will enjoy easy access to everything from this centrally located place near Chain O Lakes * 5 bedroom suites each w/ private full bathrooms *3 bedrooms w/ private balconies and gas fireplaces * Walking distance to our boat slip and restaurants. * Rent our 10 Person Boat for $700 per week (ONLY weekly rentals). * Game Room w/ Ping Pong and foosball * Large Dining Space w/ table that seats 8 *Living room with fireplace and 65" tv

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!

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.

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.

Secluded Cabin with Sauna - Discounted till 6/1

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.

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

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!

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.

Cozy A-Frame w/a View: Fishing, Boating, Hot Tub!

Relax in peace and experience “Up North” vibes without the long drive. Perfect for families, a girls’ getaway, or a romantic retreat. 🌊 Panoramic views of Little Hills Lake 🛁 Hot tub 🐾 Pet-friendly 🛶 Private dock and raft on crystal clear lake 🚤 Motorboat rentals available (with dropoff) 🍽️ Great dining and shopping minutes away in Wautoma ⛷️ 15 minutes to skiing & tubing at Nordic Mountain 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago