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, 167 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
Home in Waupaca
4.95 out of 5 average rating, 222 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
Cabin in Waupaca
5 out of 5 average rating, 16 reviews

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.

Guest favorite
Cottage in Princeton
4.96 out of 5 average rating, 234 reviews

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

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, 203 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
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, 195 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
Cabin in Cascade
5 out of 5 average rating, 256 reviews

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!

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, 155 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
The outdoor area features a hot tub on a wooden deck, surrounded by lush greenery and trees. A spacious lawn is visible, with seating arrangements and a gazebo in the background, providing an inviting space for relaxation and outdoor enjoyment.
Home in Wautoma
4.97 out of 5 average rating, 117 reviews

Lakefront Retreat + Water Toys + 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!

Top guest favorite
A tranquil view of Miner Lake is captured, featuring a spacious dock extending over the water. Two adirondack chairs are positioned on the grassy shore, accompanied by a fire pit, surrounded by lush greenery. An American flag is visible nearby, adding a touch of character.
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.

Guest favorite
A serene lake view is captured from the cabin's deck, featuring calm waters reflecting the surrounding trees. A private dock with a blue canopy boat is visible, creating a peaceful lakeside atmosphere.
Cabin in Wild Rose
4.93 out of 5 average rating, 15 reviews

Hinterland Hideaway | Charming Lakefront Log Cabin

Welcome to The Hinterland Hideaway Cottage! — Lakefront property right on lake with dock — Steps away from public boat landing — 10 minutes away from Nordic Mountain — 2 kayaks and paddle boat available — Fire pit with outdoor seating — Gas grill and pizza oven — Dining room nook — Coffee bar — Wifi — Luxurious amenities — Backyard deck over looking lake — Central Heat and AC — NO PETS — NO SMOKING

Popular amenities for Chain O' Lakes vacation rentals