Vacation rentals with a hot tub in Oshkosh

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Top-rated hot tub rentals in Oshkosh

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Guest favorite

Aerial view of a house nestled among dense green trees, showcasing a red roof that contrasts with the surrounding foliage. The property is partially visible, with a patio area indicated by an outdoor table and chairs situated near the home.

Home in Portage

4.97 out of 5 average rating, 38 reviews

*NEW OWNR SPECL Private Getaway w/ Sauna + Hot Tub

Atop the hills of the Town of Caledonia surrounded by woods, a true escape for some R&R. Some of the best skiing in the area, both Cascade Mountain & Devil's Head within minutes! Expansive floor-to-ceiling windows w/sunset views. Outdoor spaces surrounded by nature, indoor hot tub & sauna, plus rec area for enjoying games by the LL wet bar. Covered patio & firepit to warm up. Close to WI Dells, Baraboo, Portage, a perfect retreat for a peaceful getaway for the whole family or a romantic getaway!

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

4.98 out of 5 average rating, 124 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

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, 239 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

Guest favorite

A charming yellow house features a welcoming front porch with large windows and a decorative entry door. The well-maintained garden includes colorful flowers along a paved walkway. An American flag is displayed proudly beside the entrance, complemented by a grassy yard and mature trees in the background.

Home in Pardeeville

4.93 out of 5 average rating, 137 reviews

5BD/Sleeps 12-Relax by the lake or wander to town

Create wonderful family memories year round - hang by the lake, around the campfire, fish, paddle, have a movie or game night in or take a soak in the hot tub that over looks the lake. Stay in or go out there’s so many options. Games, puzzles, books, movies, cozy spots to curl up with a good book + a wonderful backyard with a fire pit. This house has so much to offer - we put a lot of thought and love into making your stay comfortable and relaxing. We truly hope you enjoy it as much as we do.

Top guest favorite

A modern living area features a striking brick fireplace as a focal point. Natural light floods in through large windows, illuminating the hardwood floor. A comfortable gray couch is positioned beside a black chair, with a TV visible across the room.

Home in Appleton

5 out of 5 average rating, 106 reviews

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality

Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, full mason fireplace, vaulted ceilings, large deck and hot tub. Enjoy the backyard with a spacious deck, 7 person hot tub and outdoor fire pit. Five min. from Airport, Downtown, 25 min. to Lambeau and 20 min. to EAA. Includes coffee and breakfast.

Top guest favorite

The exterior of the home showcases a single-story structure with a stone facade and a welcoming front door. A well-maintained lawn is bordered by a concrete walkway, with mature trees adding greenery to the setting. A chimney is visible on the roof.

Home in Waupaca

4.95 out of 5 average rating, 167 reviews

Entire House, hot tub, dogs, way cool bathrooms.

Wonderful open concept living featuring eat in kitchen/dining area, living space with a beautiful gas fireplace, fenced in yard, clamshell & sunken tub showers, and tasteful décor, relaxing. 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.

Superhost

The cabin's outdoor deck is surrounded by lush greenery and features comfortable hanging chairs and colorful seating. Warm string lights illuminate the space, enhancing the inviting atmosphere. The modern A-frame structure stands amidst the trees, showcasing large windows that offer a glimpse of the interior.

Home in Wautoma

4.91 out of 5 average rating, 109 reviews

Lake Getaway with Escape Room, Speakeasy & Hot Tub

This fully remodeled a-frame style cabin sits in the old forest of Lake Alpine: perfect for a family or couple getaway. Lake Escape has all the things you’d expect from a lake house getaway: lake/beach access, kayaks, canoe, swimming, fishing, hot tub, board games, yard games, dock. But, Lake Escape has so many bonus secrets hidden within! You'll discover a built in escape room, bookshelf doors, tricky puzzles, underground speakeasy, put-put golf, 90s video games, private forest, and more!

Guest favorite

A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.

Home in Poynette

4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

Top guest favorite

Cabin in Cascade

5 out of 5 average rating, 136 reviews

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!

Guest favorite

A game room is highlighted by retro arcade games and vibrant wall graphics. Bright colored arcade machines, including a shuffleboard and skee ball, stand out against a dark, playful backdrop. Warm lighting enhances the inviting atmosphere for entertainment and socializing.

Home in Oostburg

4.98 out of 5 average rating, 197 reviews

River Ridge-HOT TUB, Games, Luxury-10 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.

Guest favorite

A spacious hot tub is filled with bubbling water, inviting relaxation. Surrounding greenery enhances the outdoor setting, while sunlight reflects off the surface of the water. The tub is located under a wooden pergola, providing a cozy space for enjoyment.

Home in Sheboygan

4.97 out of 5 average rating, 142 reviews

Lakeview Beach Bungalow - With outdoor Hot Tub!

Beautifully updated beach house just one block off of Lake Michigan. Enjoy the newly landscaped backyard with pergola and 6 person Hot Tub! Watch the sunrise and sunset from the second floor master balcony. Walk to the lake across the street and enjoy the wind surfers and gorgeous scenery. Close to downtown and major parks. This three bedroom home will impress. Tastefully decorated. First floor laundry. Large bathroom with deep soaking tub.

Guest favorite

An indoor sports court features smooth wooden flooring with clearly marked lines for basketball and volleyball. A net stretches across the width, with a basketball hoop mounted on the wall, providing a spacious area for physical activities.

Home in Green Bay

4.95 out of 5 average rating, 111 reviews

Preble Hills Oasis w/Indoor B-Ball/V-Ball Court

Treat yourself to the custom stylings of this 5,567-square-foot home in Green Bay. Just a 12-minute ride share to Lambeau Field and 8 minutes to downtown, the home’s location offers easy access to attractions, restaurants and shopping, while providing plenty of quiet space for relaxing and entertaining. With its five large bedrooms, the home is perfectly suited for larger groups (even your small dog is welcome!).