Holiday rentals with a hot tub in Sheboygan County

Find and book unique hot tub accommodation on Airbnb

Top-rated hot tub accommodation in Sheboygan County

Guests agree: These hot tub accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite

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

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

Hot tubOutdoor spacesAir conditioning

4.93 out of 5 average rating, 301 reviews

Guest favourite

Cabin in Elkhart Lake

Fernwood Elkhart Lakefront: hot tub, pier, kayaks

Beautiful, serene lakehome on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all have gorgeous lake views. The private pier is perfect for a dip, paddling or lounging by the water before basking 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🏳️‍🌈

Hot tubOutdoor spacesHospitality

4.97 out of 5 average rating, 114 reviews

Top Guest favourite

Cabin in Oostburg

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!

Outdoor spacesBathroomBarbecue

5.0 out of 5 average rating, 60 reviews

Top Guest favourite

Home in Plymouth

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.

BathroomOutdoor spacesSleep quality

5.0 out of 5 average rating, 44 reviews

Guest favourite

Home in Sheboygan

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.

Hot tubBathroomWalkability

4.97 out of 5 average rating, 208 reviews

Top Guest favourite

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

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!

Hot tubOutdoor spacesAccess

5.0 out of 5 average rating, 80 reviews

Superhost

Condo in Elkhart Lake

VicVill | WaterViews | Vintage Charm Meets Comfort

☀︎Welcome to VicVill! Historic charm meets lakeside comfort in this 2BD/2BA Condo - Located in Elkhart Lake Beach Resort Enjoy stunning lake and pool views throughout Relax at the private resort beach+seasonal indoor/outdoor pool Plush King master+matching twin-over-full bunks Steps to TikiBar Walk to village shops, restaurants, and water sports rentals Perfect for track fans (5 mins to Road America) + Golfers (20 mins to Whistling Straits) Settle In+Check Out+Enjoy your time away!

BathroomHot tubWalkability

5.0 out of 5 average rating, 3 reviews

Superhost

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

Lakefront Condo, Private Beach/Pool, Walk to Town

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, private outdoor pool, hot tub, water sports rentals, Tiki Bar and 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!

Hot tubBathroomParking

4.96 out of 5 average rating, 25 reviews

Guest favourite

Home in Oostburg

Luxury Retreat Near Kohler | Hot Tub + Arcade

Hot tub under the stars, private theater, and a full arcade—set on 4 wooded acres just minutes from Whistling Straits & Blackwolf Run. Hosted by Wisconsin Getaways—known for high-end homes and exceptional guest experiences. ✔ Hot tub overlooking the river ✔ Private theater w/ surround sound ✔ Full arcade: Golden Tee, skee-ball + air hockey ✔ Fire pit + gazebo for late nights ✔ 10–20 mins to Kohler golf & Lake Michigan Perfect for golf trips, families, and group getaways. Book early.

Outdoor spacesHot tubHospitality

4.98 out of 5 average rating, 240 reviews

Top Guest favourite

An outdoor area features a heated swimming pool filled with clear blue water, surrounded by a spacious deck. A wooden pavilion with seating is positioned nearby, offering shade and a place to relax. Poolside lounge chairs are arranged for sunbathing.

Home in Plymouth

Road America-Vintage Weekend-4miles-Hot Tub+Pool*

NEW BOOKINGS: Stay 3 nights & enjoy a 4 PM checkout (Sep–Dec2026)! Private 4-BR Craftsman Home in Plymouth, just 4 miles to Road America. Relax in the year-round hot tub or seasonal heated pool (June–Sept). Sleeps 8 with 2 baths, garage + street parking, and easy access to dining, shopping & area attractions. Perfect Getaway for couples, families, golfers, crafters, & crisp fall bonfire nights. Quiet neighborhood; no pets. Holidays & Road America race weekends require a 3-night stay.

BathroomOutdoor spacesBackyard

4.97 out of 5 average rating, 63 reviews

Top Guest favourite

Cabin in Cascade

hot tub and sauna 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!

Hot tubOutdoor spacesCleanliness

5.0 out of 5 average rating, 285 reviews

Top Guest favourite

A serene outdoor setting features a stone fire pit surrounded by wooden benches. The custom-built home, with large windows, is visible in the background. Soft twilight hues illuminate the peaceful landscape, complemented by trees lining the property.

Earthen home in Elkhart Lake

Secluded Elkhart Retreat | Pool, Hot Tub & Sunset

Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the home. Tap the ❤️ to save this listing!

Hot tubOutdoor spacesFamily

4.98 out of 5 average rating, 161 reviews