Holiday rentals with a hot tub in Sheboygan County

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-

Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered

Fernwood Lodge Elkhart Lakehome: pier, kayaks, tub

Beautiful, serene lake home on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all boast gorgeous lake views. Your private pier is perfect for a dip, paddling or lounging by the water, then bask in a luxurious sunset soak in the hot tub. Enjoy a stroll into the adorable town of Elkhart via the rustic lakefront path. With a chef’s kitchen and extensive amenities, it's perfect for a weekend or extended stay year round! We strive to be inclusive and welcoming 🏳️‍⚧️BLM🏳️‍🌈

The Woods Estate walk to RoadAmerica modern luxury

Experience the beauty & luxury of this contemporary home right across the street from Road America and near Kohler Golf! It’s peaceful and relaxing built amongst nature on 6 acres. Spacious 3 living rooms & 4 bedrooms (6 beds - 1 King, 4 queens, 1 full) Kid friendly kid play area Free WiFi (Disney, netflix, Amazon prime) Across the street from Road America. 14 mile to Whistling Straits, 10 min to Kohler, 4 min to Elkhart Lake & Plymouth, couple min to get on Kettle Moraine hiking trails.

Log Cabin At The Lake

This charming rustic-luxe 1946 log cabin brings all the vibes: stunningly-renovated w/ elevated comforts & steps from some of Lake Michigan’s best WI shoreline. This spacious retreat offers 3 bedrooms, 2 ½ baths, and space up to 11. Enjoy beach access, cozy gas fireplace, patio with a hot tub, sauna, & cold plunge circuit, outdoor grill, dining & fire pit. Just off of I-43 & just south of Sheboygan, this up-and-coming area has everything you need for a wonderful vacation any season of the year!

Lakefront Condo, Private Beach/Pools, Walk to Town

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, pools (indoor/outdoor), hot tub, water sports rentals, and easy access to nearby Osthoff Lake Deck, hiking, golfing, and town. Fall brings vibrant foliage, trail hiking, and golf on scenic courses. Winter offers cross-country skiing, snowshoeing, ice skating, sledding and trail hiking, while spring delights with blooming wildflowers, birdwatching, and farmers markets. Experience nature’s magic any season!

Paddock Point Lakehouse. Road America+Hot Tub

Welcome to Paddock Point Lakehouse! Located on Little Elkhart Lake. There are 3 bedrooms, 2 full baths & 2 spacious living areas. The upper living room leads to a large deck w/ an outdoor dining table that comfortably seats 6. From the deck enjoy the sunrise & breath taking waterfront views. Lower patio features a charcoal grill & a very relaxing hot tub. There is a fire pit in the backyard that seats 8. Road America’s main gate is across the street, less than a 2 min. drive. Lake life awaits!

Couple's or Family fun- With outdoor Hot Tub!

Enjoy a Day or week for couples or families at this Beautifully updated beach house just one block from the Lake. Enjoy the backyard with pergola & 2-6 person Hot Tub ALL WINTER! Watch the sunrise & sunset from the second floor master balcony. Walk to the lake & beech just across the street. Close to downtown and parks. This three bedroom home will impress. Tastefully decorated seasonally. Large bathroom w/deep soaking tub. For treasure hunters, a Metal detector for family fun at the beach.

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Shore Club of Wisconsin & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar, on site restaurant, indoor pool & game room. A unique blend of updates, convenience, comfort & relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops & neighboring resorts like Osthoff and Siebkens Resorts.

hot tub and sauna on 5 private acres

Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

Forest cabin w/ lake & beach access

Welcome to your forest escape near Lake Michigan - a peaceful cabin stay made for gathering and slowing down. Tucked among trees, this multi-level cabin offers space to relax, gather, and slow down. - Sleeps 10 | 4 bedrooms | 7 beds | 3 baths - Private hot tub - available Nov to Apr - 3 decks, fire pit & private backyard - 50 inch HDTVs, wood-burning stoves & loft hangout - Kitchen, washer/dryer, self check-in - Shared beach access, lake access & beach essentials

Riverwoods Retreat | Game Room, Hot Tub & Sauna

Escape to Riverwoods Retreat, a luxury getaway in the heart of Sheboygan County! Just minutes from Road America, Elkhart Lake, and Whistling Straits, this 4-bedroom home sleeps 10 and features a PS5 game room, racing arcade, hot tub, sauna, and massive deck with a grill gazebo. Fully renovated with brand-new furnishings and stylish decor. Perfect for families, golf trips, or weekend escapes—relax, recharge, and explore all SE Wisconsin has to offer!

Craftsman Retreat Near Road America-Hot Tub & Pool

Private Craftsman home in Plymouth, WI—just 4 miles from Road America. Ideal for race teams and families, this two-story home offers 4 bedrooms, 2 baths, a private outdoor hot tub, and a seasonal inground pool (summer–mid-September). Free on-street parking plus a garage and shared driveway provide convenient vehicle access. Located in a quiet neighborhood near grocery stores, dining, and local attractions. No pets. Longer stays (7+ nights) by request.