Holiday rentals in Chain O' Lakes

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Top-rated holiday 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 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, 217 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
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, 123 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.

Top guest favourite
A wooden dock extends into a serene lake, framed by tall grasses on either side. The sun shines brightly overhead, casting reflections on the water's surface. Lush trees line the opposite shore, contributing to the peaceful atmosphere.
Cabin in Iola
4.85 out of 5 average rating, 124 reviews

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!

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, 151 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 favourite
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, 114 reviews

Lakefront: Game Room, Hot Tub, Gym & Fire Pit

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!

Top guest favourite
An outdoor seating area is arranged around a fire pit, featuring several chairs in blue and red hues. A well-maintained lawn is flanked by lush greenery, with a welcoming entrance to the house visible in the background. An American flag stands at the side of the path.
Home in Waupaca
5 out of 5 average rating, 34 reviews

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.

Guest favourite
An outdoor patio area features a picnic table surrounded by glowing lights. Seating is arranged around a fire pit, with cozy Adirondack chairs facing the flames. Towering trees provide a natural backdrop, enhancing the inviting ambiance of the space during twilight.
Cottage in Waupaca
4.81 out of 5 average rating, 90 reviews

The "Chain" Reaction Retreat

Welcome to the serenity of the Chain O' Lakes in Waupaca. The retreat is nestled amongst towering pine trees across the street from Taylor Lake, the beginning of 22 interlocking lakes. A short walk (.2 mi) to the boat landing and you'll find yourself in your watercraft. Relax in the courtyard style patio, or enjoy beverage in O'Bryan's Backyard Bar! Free firewood for the firepit outside!

Popular amenities for Chain O' Lakes holiday rentals