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

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.

Private River Cabin | Hot Tub & Retro Lounge
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.

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.

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
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!

Cozy Cabin w/HOT TUB & King Bed•Trails•Lakes•Golfs
Welcome to DeerFox Cottage, a cozy escape surrounded by open fields, fresh air, trees, deer, foxes, and wandering turkeys. Located close to trails, lakes, golf courses, and fishing spots. Spending a day in the Dells? Come back to unwind in the quiet of nature. Listen to the woods, soak in the hot tub, or relax by the fire—whether you're recharging solo or spending quality time with family or friends, your peaceful escape awaits here year-round.

Waterfront house on Miner Lake- Waupaca Chain
Relax with family and friends at this peaceful lakefront property on the clear and sandy Miner Lake, located on the majestic Waupaca Chain O' Lakes. Miner is a deep, no wake lake that is great for fishing, swimming, kayaking, or just relaxing. Within walking distance to classic Chain restaurants-Wheelhouse and Indian Crossing Casino. Staying in for the night? Enjoy the gas grill, fire pit, bar area, and TV's.

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.

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 Chain O' Lakes holiday rentals
Other great holiday rentals in Chain O' Lakes

Whispering Pines on the Lake

Cozy Cottage Steps from the Chain O’ Lakes Waupaca

Charming 3-Bedroom Home

Cheerful waterfront cottage right on Taylor Lake

Silver Lake Studio

Hinterland Hideaway | Charming Lakefront Log Cabin

Lakefront Cabin w/ Hot Tub + Movie room

Oshkosh View
Destinations to explore
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Madison Holiday rentals
- Thunder Bay Holiday rentals
- Wisconsin Dells Holiday rentals





