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.

%{current} / %{total}1 / 1
Top guest favourite
An A-frame home is featured, showcasing large glass windows that allow natural light to fill the interior. An outdoor deck is furnished with a cozy seating area and a fire pit. A hot tub is positioned nearby, surrounded by trees on the spacious property.
Home in Hancock
5 out of 5 average rating, 76 reviews

10 mi to SV | Sauna | Hot & Cold Tub | 7 acres

Welcome to Cedar Sands, our A-Frame resort style oasis 10 miles (13 min drive) to Sand Valley Golf Club on 7 acres of forest. Our year-round outdoor sauna, ice bath, hot tub, and firepit are the perfect amenities to create a wellness spa atmosphere after a long day on the course, trails, or lake. The property nestles up to a trout stream you can fish at the back of the lot. Inside, enjoy our hardwood floors, electric fireplace, coffee bar, and more to make your time away as relaxing as possible.

Guest favourite
A tranquil lakefront view displays a spacious home set amidst vibrant trees. The property includes a large grassy area, with a blue dock and several seating options, creating a welcoming space for relaxation. The scene reflects the beauty of nature and peaceful surroundings.
Home in Waupaca
4.85 out of 5 average rating, 166 reviews

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.

Top guest favourite
The exterior of the home showcases a single-story structure with a stone facade and a welcoming front door. A well-maintained lawn is bordered by a concrete walkway, with mature trees adding greenery to the setting. A chimney is visible on the roof.
Home in Waupaca
4.95 out of 5 average rating, 215 reviews

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.

Top guest favourite
Home in Appleton
5 out of 5 average rating, 159 reviews

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, wood fireplace, vaulted ceilings, spacious sunroom, large deck and therapeutic hot tub. Enjoy the scenic backyard with a large deck, 7 person hot tub and fire pit. Five minutes from airport, vibrant downtown, 25 min. to Lambeau. Includes breakfast.

Superhost
Cottage in Neshkoro
4.91 out of 5 average rating, 244 reviews

90s Nostalgic Lakehouse with Pontoon, HotTub & VHS

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

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
4.96 out of 5 average rating, 199 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 favourite
A private fishing dock extends into the calm water, framed by tall trees and vibrant flower arrangements. Sunlight filters through the leaves, casting gentle shadows on the grassy shoreline adjacent to the lake.
Flat in Waupaca
4.98 out of 5 average rating, 194 reviews

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.

Top guest favourite
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, 122 reviews

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.

Superhost
A two-story cabin is surrounded by dense trees, featuring a circular fire pit area with multiple blue chairs arranged around it. The deck at the front of the cabin provides access to the green yard, while a small shed is visible to the side.
Home in Waupaca
4.73 out of 5 average rating, 15 reviews

Whispering Pines on the Lake

4bed/1.5 bath on Waupaca's "Upper Chain" o Lakes. Enjoy the quiet of a no-motor lake with easy public boat access to the Chain directly across the street. Private sandy beach, tons of yard space, and updated interior. Walkable to The Wheelhouse, IOC and Scoopers. Kayaks, canoe, floats, games and beach towels. Easiest public Chain access is walking distanceon Lake Cleghorn. Sleep 8 comfortably. Pull out couch & blow up mattress are beds 5 & 6 4 night summer minimum* *exceptions

Top guest favourite
The exterior of a historic schoolhouse is displayed, featuring a white facade with a green metal roof. A charming open-air porch is visible, along with several windows framed in dark. The surrounding grounds include a grassy area, providing a peaceful rural setting.
Home in Scandinavia
4.95 out of 5 average rating, 176 reviews

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.

Top guest favourite
A long, private pier extends over calm waters, with a small boat docked nearby. Two children are joyfully leaping from the edge of the pier. A foam swimming raft is visible on the water, surrounded by lush greenery lining the lakeshore.
Cabin in Wautoma
4.98 out of 5 average rating, 103 reviews

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

Top guest favourite
The modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 148 reviews

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

Popular amenities for Chain O' Lakes holiday rentals