Vacation rentals with a hot tub in Lake Winnebago

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Top-rated hot tub rentals in Lake Winnebago

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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 Waupaca

4.95 out of 5 average rating, 155 reviews

Entire House, Hot Tub, Dog, & EV friendly.

Wonderful open concept living featuring eat in kitchen/dining area, living space with a beautiful gas fireplace, fenced in yard, and tasteful décor. You will feel comfortable and right at home Waupaca is centrally located to many places you may wish to go. We have a beautiful park system, 22 connected lakes, wonderful culture, arts, library, main street, and best of all friendly people. Outdoors is fishing, silent sports, kayaking, tubing, hiking trails, and so much more. ATV/UTV friendly.

Guest favorite

Castle in Cleveland

5 out of 5 average rating, 119 reviews

Castle Vineyard –HOT TUB, Theater, Golf Sim, Sauna

As seen on the cover of Haven, a luxury home magazine! This masterpiece was built over the course of seven years and is officially open to the public in 2022! For travelers who want an exclusive taste of Tuscany without the hassle of jetting across an ocean, "The Castle Vineyard" is the place to stay. The dramatic, spellbinding stone castle proudly overlooks over twenty acres of idyllic rolling hills and a gorgeous, working vineyard. Once inside, the interior does nothing to dispel the magic.

Guest favorite

Home in Hubertus

4.86 out of 5 average rating, 404 reviews

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

Guest favorite

Home in Elkhart Lake

4.92 out of 5 average rating, 208 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!

Guest favorite

Home in Sturgeon Bay

4.99 out of 5 average rating, 107 reviews

Modern Door County Waterfront House + Hot Tub

Take a refreshing dip in the lake, cool off in the outdoor shower, listen to the waves, soak in the sunrise from the chairs at the rocky beach, enjoy the hot tub, roast marshmallows around the fire pit, grill up your favorite picnic foods; all while taking in the 100 feet of private lakeshore. The Triangle on Lake Michigan boasts a hot tub, a fire pit and thoughtfully appointed spaces to slow down. We have very fast fiber WiFi. Door County Tourism Zone Permitted Department of Ag Licensed

Guest favorite

Home in Watertown

4.93 out of 5 average rating, 146 reviews

Beautiful Victorian in Historic District

My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

Guest favorite

Cottage in Neshkoro

4.95 out of 5 average rating, 153 reviews

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

Guest favorite

Home in Sheboygan

4.98 out of 5 average rating, 168 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 Manitowoc

5 out of 5 average rating, 113 reviews

Rolling Hills Retreat~Hot Tub~KING Bed~ Pool Table

Reconnect with loved ones in a desirable neighborhood just outside town limits. Easy access to all of Manitowoc and surrounding communities. Minutes from I-43, offering easy commute to Whistling Straits Golf course, and Green Bay (20-30 mins away). Home offers both convenience & privacy. The layout provides a great opportunity for traveling coworkers to have their own space with full bathrooms conveniently located next to each bedroom. Infant/ toddler items available upon request

Guest favorite

Home in Wauwatosa

5 out of 5 average rating, 222 reviews

The Little Gray House

The holidays are upon us - just a couple of weekends still available! Stay with us while visiting loved ones and enjoy the heated mats and robes that make using the hot tub oh so nice. Maybe a fire and s'mores are more your style? Our Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. For 2024 we've added a outdoor movie screen/projector, new bedroom furniture, fiber internet and a high tech bidet!

Guest favorite

Guest suite in Madison

4.97 out of 5 average rating, 530 reviews

Lakefront downtown private 3 BR. Hot Tub. Kayaks.

Stay in your own private 3 BR, 2 bathroom section of our lakefront downtown home. Not only will you have lake access, but you'll be steps away from amazing restaurants. In addition to being in the Willy Street neighborhood, we are on the bike path and a short walk to anywhere downtown. Don't feel like going out? Take a hot tub, sauna, kayak/paddleboard, have a cup of coffee on the dock, or roast marshmallows by the campfire. Or rent our pontoon for an additional fee.