House holiday rentals in Wisconsin

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.

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

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.

Riverside Retreat

Relax with the whole family at this peaceful place to stay. Riverside Retreat offers all the amenities for a fun and relaxing stay. BBQ on back patio while listening to the River flow by. Relax by the fire or on a rainy day play a game of pool inside. Located on the Yellow River and within minutes of many Wedding Venues & Country Fest. Sunroom offers an evening glistening of the rapids,and the covered front porch is a wonderful place to start out the day

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.

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.

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!

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!

Still Bend/Frank Lloyd Wright's Schwartz House

Featured on Netflix's THE WORLDS MOST AMAZING VACATION RENTALS Season 2, ep. 1. Still Bend/Bernard Schwartz House is Frank Lloyd Wright's built version of his Life Magazine "Dream House" design from 1938. The house is located on the East Twin River about a mile from Lake Michigan. Beds: The three bedrooms upstairs have double beds and the Master bedroom has a queen size bed.

Amazing Views at this Cozy Retreat

This is your place to relax with the whole family in the Driftless. With south facing views of the Kickapoo River valley, this sunlit and energy efficient home is a perfect retreat. You may hear sandhill cranes, Canadian geese, white swans, spring peepers, and maybe even coyotes howling in the distance at dusk.