Vacation rentals in Chain O' Lakes

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Top-rated vacation rentals in Chain O' Lakes

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A charming cabin is nestled by the water, featuring a covered porch with seating and a simple wood structure. Lush greenery surrounds the area, while a wooden dock extends into the lake. Kayaks and paddleboards are positioned nearby, emphasizing the waterfront access.
Cottage in Waupaca
4.77 out of 5 average rating, 13 reviews

Cheerful waterfront cottage right on Taylor Lake

A delightful waterfront property perfect for all of your family and friends! Directly on Taylor Lake, we are close to all the activities that the chain is famous for. Plenty of indoor and out door living areas with kayaks and paddle boards, a pier to moor your boat along with all the other amenities to make your stay enjoyable, we have it all! During the winter months, curl up next to the wood burning fireplace and relax while taking in the views, after a successful day hunting or snowmobiling

Guest favorite
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, 165 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 favorite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 172 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Top guest favorite
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, 212 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 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
4.96 out of 5 average rating, 194 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 view showcases a tranquil lake surrounded by trees, with the clear blue water reflecting sunlight. A wooden dock extends into the lake, alongside a grassy area featuring a seating arrangement of white chairs and a fire pit, providing a peaceful outdoor setting.
Cottage in Waupaca
5 out of 5 average rating, 14 reviews

Lakefront Cottage with Sandy Shore & Sunset Views

Steps from the sandy shore-line, spring fed crystal clear water, on Stratton Lake. Enjoy fishing, swimming, and boating during the day with sunset views and campfires at night. Kayaks, paddleboards, paddle boat, and swim raft are available for use or bring your own boat and tie off on the dock. Minutes from shops, entertainment, attractions, restaurants and the Chain O' Lakes. The perfect location for your lakeside get-away! Note: Host may ask for ID verification related to compliance.

Top guest favorite
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.
Apartment 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 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, 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.

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, 269 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 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, 102 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 favorite
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, 144 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.

Top guest favorite
An outdoor firepit area features a circular arrangement of hanging chairs around a stone fire pit. Lush greenery surrounds the space, with a serene lake visible in the background, creating a tranquil atmosphere for relaxation and gatherings.
Home in Wautoma
4.97 out of 5 average rating, 112 reviews

Lakeside Home: Speakeasy Game Room & Hot Tub

Escape to Sunrise Vista, a serene 3BR/2BA lakefront retreat on Porters Lake for 10 guests. This Wautoma, WI home features a year-round hot tub, speakeasy game room, and private pier. Enjoy peaceful water views, a fully stocked kitchen, and a dedicated fitness room. Perfect for family getaways, with seasonal watercraft and close proximity to Nordic Mountain for year-round fun. Your ultimate lakeside connection and relaxation await!

Popular amenities for Chain O' Lakes vacation rentals