Vacation rentals in Chain O' Lakes

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Top-rated vacation rentals in Chain O' Lakes

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Guest favorite
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
4.79 out of 5 average rating, 14 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, 171 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
Cabin in Waupaca
5 out of 5 average rating, 20 reviews

Hidden River Cabin | Time Travel, Relax & Unplug

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.

Top guest favorite
The octagon house is elevated on a pedestal, surrounded by trees. A stone walkway leads to the entrance, which features a flight of stairs. Large windows allow ample natural light inside. Lush greenery and seasonal flowers enhance the peaceful, natural setting.
Place to stay in Waupaca
5 out of 5 average rating, 29 reviews

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.

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
4.97 out of 5 average rating, 211 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, 18 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
4.97 out of 5 average rating, 197 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, 129 reviews

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.

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
4.75 out of 5 average rating, 16 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 favorite
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, 35 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.

Top guest favorite
Home in Waupaca
4.99 out of 5 average rating, 160 reviews

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.

Top guest favorite
A modern kitchen space features a central island with barstools, accompanied by pendant lighting overhead. Nearby, a cozy living area is visible with a sectional sofa and artwork adorning the walls. Natural light fills the room through multiple windows, enhancing the inviting atmosphere.
Apartment in Waupaca
4.98 out of 5 average rating, 205 reviews

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 vacation rentals