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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Guest favorite

Condo in Elkhart Lake

4.9 out of 5 average rating, 10 reviews

Lakefront Penthouse, Pvt Beach/Pools, Walk to Town

Discover Elkhart Lake’s natural beauty from your private luxury waterfront retreat. Enjoy breathtaking views of Elkhart Lake from every vantage point. Enjoy the private beach, sparkling outdoor pool, and soothing hot tub. Take a refreshing dip in the indoor pool year-round. Fall brings vibrant foliage, golf, and hiking. Winter offers hiking, cross-country skiing, snowshoeing, and sledding, while spring delights with blooming wildflowers and farmers markets. Experience nature’s magic any season!

Guest favorite

Place to stay in Elkhart Lake

4.98 out of 5 average rating, 120 reviews

Schoolhouse Straight Inn-Penthouse

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

Home in Cascade

5 out of 5 average rating, 65 reviews

The Pines-Private, Spacious, Large Hot Tub

Experience fall at THE PINES located in the beautiful southern Kettle Moraine Forest area. With an outdoor firepit, fire tables, cozy fireplaces indoors, and a spacious backyard, you may never want to leave! The property is surrounded by state land, ideal for nature lovers, hiking, foraging, biking, ATV/UTV riding. Near Parnell Tower, Road America, SoLu Winery, and several golf courses. A 30 minute drive to Plymouth, Fond du Lac, West Bend and Sheboygan. We are a wheelchair friendly property.

Guest favorite

Home in Plymouth

4.97 out of 5 average rating, 31 reviews

Selma House-4 BR+2Ba, Pool by Road America/Golf

Family friendly, private home in Plymouth, WI. Approx. 4 miles to Road America. A beautiful Two-Story home with outdoor private pool, hot tub (new 2024), and BBQ area available June - Labor Day (depending on weather). 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, the lawn will be mowed & pool maintained during your stay in summer.

Guest favorite

Cottage in Plymouth

4.93 out of 5 average rating, 30 reviews

Lakefront Plymouth Cottage w/ Private Hot Tub

Get ready to make a splash when you book this 2-bedroom, 2-bath Plymouth vacation rental! With 3 flat-screen TVs, a fully equipped kitchen, and direct access to Crystal Lake, this property is the perfect home base for family-friendly groups seeking lake life with on-site entertainment galore. Sip your coffee from either deck and relish the peaceful, lake views. Head down to the private pier and kayak or paddleboard with the kids! Cap off your evenings with a soak in the hot tub. It's up to you!

Guest favorite

Home in Elkhart Lake

4.93 out of 5 average rating, 206 reviews

The LODGE in Elkhart Lake

Rustic modern home w/ hot tub, arcade and fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, and the Kettle Moraine are all at your doorstep. You will be staying in a cute & cozy home 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore and enjoy nature. We are also only 4 miles from Road America. 2 bedroom, 2 bathroom. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. We got your bases covered!

Superhost

Villa in Elkhart Lake

5 out of 5 average rating, 4 reviews

First Floor Queen with Single Pull-out

WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walking distance to exciting events and adventures!Our rooms offer easy access to an indoor pool, outdoor pool, fresh water lake, and so much more! Victorian Inn is situated in the heart of downtown Elkhart Lake near several specialty shops and restaurants. We're also just 2 miles from Road America, 8 miles from Kettle Moraine State Forest, and a short drive to PGA golf courses!

Guest favorite

Home in Sheboygan

4.98 out of 5 average rating, 167 reviews

Boutique Wellness Retreat - Hot Tub and Fireplace

Enjoy this beautifully landscaped and decorated boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom with Stearns and Foster King size bed. 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

Home in Plymouth

5 out of 5 average rating, 63 reviews

Lakeside Luxury. Walk to Road America+Hot Tub

Beautiful lake home located directly on Little Elkhart Lake. Home features 3 bedrooms, 2 full bathrooms & 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 is great for cooler evenings & of course s’mores. Come enjoy this little Piece of paradise!

Guest favorite

Cabin in Cascade

5 out of 5 average rating, 81 reviews

hot tub and sauna on 5 private acres

Swoop in to the Bird House and experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for enjoying 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 inspired getaway awaits!

Condo in Elkhart Lake

5 out of 5 average rating, 3 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 and has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar, on site restaurant, indoor pool and game room. A unique blend of updates, convenience, comfort and relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops and neighboring resorts like Osthoff and Siebkens Resorts.

Guest favorite

Home in Oostburg

4.98 out of 5 average rating, 182 reviews

River Ridge-HOT TUB, Games, Luxury, 8 bed, 5 STARS

The search is over, you have found the PERFECT getaway at River Ridge South! The moment you pull in, you will become instant hero for planning the ultimate retreat. This property has something for everyone! Beautiful seclusive country home (3800 sq ft) on 4 acres of a pristine and manicured lawn with the Onion River passing through it. This home is THE perfect countryside retreat for large group gatherings with three levels of finished space and great outdoor amenities.