House holiday rentals in Wisconsin

Quiet Lake Retreat: Speakeasy, HotTub, Escape Room

This fully remodeled a-frame style cabin sits in the old forest of Lake Alpine: perfect for a family or couple getaway. Lake Escape has all the things you’d expect from a lake house getaway: lake/beach access, kayaks, canoe, swimming, fishing, hot tub, board games, yard games, dock. But, Lake Escape has so many bonus secrets hidden within! You'll discover a built in escape room, bookshelf doors, tricky puzzles, underground speakeasy, put-put golf, 90s video games, private forest, and more!

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

Stunning Views! - Sugarloaf @HighPointRetreats

Perched in the solitude of nature, our ridge top retreat offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this one-of-a-kind private duplex. Sugarloaf is named after Sugarloaf Summit located 17 miles west of the retreat. Sugarloaf sleeps 4-5 and is non-smoking. Get your front row sunset seats on the private patio and relax in the soaker tub. Immerse yourself in tranquility and come stay us.

Boutique Wellness Retreat - Hot Tub and Fireplace

Celebrate your special occasion in Sheboygan at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom w/King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Let us impress you and help make it a memory.

Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub

Come stay on a calm and quiet section of the lake. This newly renovated home on Lake Wissota makes for the perfect lake getaway any time of year. Our 2 bedroom, 1.5 bath home comes with a full kitchen, a deck overlooking the lake, private dock, fire pit, 2 queen beds, a hot tub, and a 4 season room. Explore Lake Wissota State Park or tour the Leinie Lodge. If you want to get out on the water, canoe, kayaks and paddles are included. Chippewa County Zoning Permit #09-ZON-20200667

Lake House Retreat: Modern, Stylish, Arty, Fun

Secluded modern design, fun, stylish, lakefront retreat carefully nestled in mature pines on 2.5 acres with 120 feet of easily accessible shoreline and large spa for year-round activities. For families, groups, and pets on a countryside neighborhood. Indoors and outdoors are connected with careful positioning of many large windows, sliding doors, patio and rooftop deck. For a closer look at the design, seasonal moments, and behind-the-scenes details, find us @StaysInColor.

Vast Lake Koshkonong Views from Pier, Deck, & Home

Our 3 Bedroom, 12 Bathroom House is located directly on the shores of Lake Koshkonong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Egg Harbor Escape| Cedar Sauna | Hot Tub| Privacy|

Private retreat in the City of Egg Harbor surrounded by peaceful wooded privacy, while still being as little as 20–30 minutes from Door County villages, towns, restaurants, wineries, beaches, and attractions. Enjoy two hot tubs — a traditional electric hot tub and a cedar wood-burning hot tub for a unique cozy experience under the stars. Relax in the barrel sauna, gather around the fire, and enjoy a true year-round getaway designed for slowing down and reconnecting.

Door County Lake House 50 min from Lambeau Field

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

Secluded Patio! Game Room! Fire Pit! Hot Tub!

Unwind, reconnect and play. Secluded in the country on 5 acres, yet minutes from great skiing at Cascade and Devil's Head. Stacked with a game room, cozy 4 season room w/fireplace and a traditional family room. Whether you’re planning a family getaway, friends’ reunion, or weekend adventure near the Dells, this cabin delivers the perfect blend of comfort, fun, and tranquility. Ready to make memories? Book now and experience for yourself!

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.