Vacation rentals with a hot tub in Sheboygan County

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Top-rated hot tub rentals in Sheboygan County

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Top guest favorite
Home in Elkhart Lake
4.98 out of 5 average rating, 94 reviews

Fernwood Elkhart Lakefront Retreat w/ Pier, kayaks

Gorgeous lake home on pristine Elkhart Lake. The large deck, screen porch & stone patio all boast gorgeous lake views. Walk down to your private pier and enjoy paddling or lounging by the water. Take a stroll into town on the rustic lake front path. Warm up listening to the fire crackle cozied up on a sofa, or outside by the fire pit. 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, 🏳️‍🌈🏳️‍⚧️

Top guest favorite
A spacious game loft features a comfortable sofa and vibrant neon signs on the walls, adding an element of fun. A foosball table is visible in the foreground, while a brick chimney adds rustic charm to the space. Light filters through the windows, brightening the area.
Place to stay in Elkhart Lake
4.99 out of 5 average rating, 138 reviews

Schoolhouse Straight Inn-three level school

Welcome back to school! This rustic remodel of 1925 schoolhouse has two full apartments, rented together or separately. Located on Elkhart's original road track just off the Ice age trail. Great for family reunions, special occasions, golf outings, team building or racing teams! Upper garage deck with Hot tub running year round. Large whirlpool tub with bath salts in upper bath. Keep your eyes out for cool cars still driving the track! There are country views through out the 3,000 sq ft space.

Guest favorite
A rustic modern home is showcased, featuring a spacious wraparound deck surrounded by lush greenery. An inviting hot tub glistens in the sun, and an arcade room with various games is displayed, offering entertainment options for guests.
Home in Elkhart Lake
4.91 out of 5 average rating, 258 reviews

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

Top guest favorite
Two black Adirondack chairs are positioned on a wooden deck overlooking a calm lake. A small side table sits between them, providing a perfect spot for refreshments. Lush greenery surrounds the lake, reflecting the serene landscape under a clear blue sky.
Home in Plymouth
5 out of 5 average rating, 71 reviews

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!

Guest favorite
An aerial view captures the expansive waters of Elkhart Lake, with shimmering reflections of sunlight. The shoreline is lined with lush greenery and a sandy beach, complemented by a few boats gently floating on the surface. Nearby, various residential structures can be seen nestled among the trees.
Condo in Elkhart Lake
5 out of 5 average rating, 21 reviews

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, Tiki Bar, and easy access to 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!

Guest favorite
A hot tub, illuminated with soft blue lights, features cascading water and inviting seating. Adjacent, a traditional sauna with wood paneling provides a relaxing retreat. Decorative cushions accent modern chairs nearby, enhancing the tranquil space.
Home in Sheboygan
4.98 out of 5 average rating, 221 reviews

Boutique Wellness Retreat - Hot Tub and Fireplace

Enjoy this beautifully boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom with 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. Sonos audio throughout. This beautiful boutique home is sure to impress!

Guest favorite
A spacious studio condo is showcased with two queen beds, a cozy sitting area, and a fully equipped kitchenette. A flat-screen TV is mounted on the wall, while a high-top table for two is featured in the background, providing a functional living space.
Condo in Elkhart Lake
5 out of 5 average rating, 18 reviews

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.

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 179 reviews

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.

Top guest favorite
The exterior of a two-story home is portrayed, featuring a welcoming front porch with potted plants. Lush green grass lines the pathway leading to the stairs. The facade combines traditional elements with modern updates, reflecting a craftsman style. A clear sky with scattered clouds adds to the scene.
Home in Plymouth
4.98 out of 5 average rating, 43 reviews

Private Home 4 BR+2Ba, Heated Pool by Road America

Family friendly, private home in Plymouth, WI. Approx. 4 miles to Road America. A beautiful Two-Story, 4 bedroom, 2 bath home with outdoor heated private pool, hot tub, gas grill and an outdoor pavilion available June - Labor Day. Close to Plymouth Dirt Track, Golf Courses, grocery stores, various local events, bars, restaurants, and child-friendly places within walking distance. NO PETS allowed on property. *For Long Stays over 7 days, please contact us.

A hot tub is positioned on a patio, surrounded by string lights that create a soft ambiance. Nearby, a gas grill is visible against the wall of the house, with comfortable seating areas designed for relaxation.
Home in Howards Grove
4.93 out of 5 average rating, 14 reviews

9 Mi to Shore: Home w/ Hot Tub in Howards Grove!

Spacious Yard | Cookout Ready | Modern Interior The ideal Wisconsin escape is just a click away at this cozy vacation rental in Howards Grove. There's no shortage of nearby fun — go boating on Lake Michigan, take a swing at the local golf courses, or satisfy your need for speed with a visit to Road America. After the day's adventures, the 1-bedroom-1 bath home will be waiting. Unwind on the patio or sit by the crackling fire pit with your loved one.

Top guest favorite
A two-story home is seen with gray siding and brown shutters, featuring a covered front porch supported by wooden columns. Lush green shrubs and flower beds line the walkway, while a well-maintained lawn extends around the property. A car is parked in the driveway.
Home in Random Lake
4.94 out of 5 average rating, 62 reviews

Oma's Beach House

Your family will love being right across the street from the lake and village beach. You can fish from the public pier or kayak and swim on a beautiful lake. In the backyard you can soak in the hot tub, enjoy the fire pit or relax in the beautiful gardens. In the evening you can watch the sunset over the lake right from your front porch or picture window. Oma’s beach house offers a fun and relaxing vacation experience.

Guest favorite
An aerial view presents the expansive property nestled among lush greenery. The landscaped grounds feature numerous trees and manicured lawns, while the house sits prominently alongside a circular driveway. The surrounding countryside reveals rolling fields, enhancing the sense of space and tranquility.
Home in Oostburg
4.99 out of 5 average rating, 214 reviews

River Ridge | Game Lounge, Theater& Hot Tub Escape

Escape to River Ridge South! 🌟 5 bedrooms + loft | Sleeps 14 MAX 🛁 Private hot tub w/ river views 🎮 Arcade lounge: Golden Tee, Skee-Ball, Air Hockey, PS5 🍿 Theater w/ luxe seating & sound 🔥 Outdoor fire pit & gazebo 🏌️‍♂️ Mins to Kohler golf (Whistling Straits, Blackwolf Run) 🏁 Short drive to Road America 🌳 4 private acres along Onion River Book your Wisconsin Getaway today!

Popular amenities for Sheboygan County hot tub rentals