Fitness-friendly holiday rentals in Oshkosh

Theatre Room|Hot tub|Firepit|Grill|Waffle Bar|Pets

Newly updated spacious home, perfect for large events and family vacations! Features a theater room, multiple entertaining rooms with foosball and arcade game,and 4 bedrooms that comfortably sleep 14. Relax in the outdoor hot tub or around the firepit. New memory foam mattresses in all bedrooms! Fully stocked kitchen with coffee and waffle bar. High speed internet,Smart TVs in most bedrooms,and a central location 5 minutes from downtown Appleton,25 minutes to Green Bay,and 25 minutes to Oshkosh.

EAA-Spacious Private Home on 18 acres

Enjoy a peaceful stay at this private, cheerful house located on 18 acres. Just 10 miles to Oshkosh w/plentiful parking, this spacious home w/walkout lower level & bonus room sleeps 10+ guests comfortably. Hop in your UTV & grab a bite at a nearby restaurant or stay & enjoy the yard which is perfect for lawn games & hosting family gatherings. Quiet country roads are perfect for a jog or bike ride.Located just a short drive/Uber to Oshkosh, EAA, or Appleton & all that the Fox Cities has to offer.

Broad St Riverview Retreat, River Views, Hot tub

Getaway on the river, ultimate comfort, spacious, near Lambeau Field. Five 55” flat screens with Roku! Hot tub, grill, fenced yard. Fully stocked kitchen! Ex-lg island doubles as a game table. Closet full of games for your enjoyment. Walk to breweries, restaurants, coffee shops, supper clubs, trails, Walgreens... 2 fireplaces & the fastest internet available. Sleeps 10. 3 full baths. Plenty of driveway parking. Primary bedroom suite. Large office with double desks, 4 seasons rm with pub table.

Luxury Lakefront! Hot Tub & Arcades! Sleep 24!

Silver Lake Estate is a stunning mansion on Big Silver Lake's shores in Wautoma. With amazing views & spanning 6,300 sq ft, it's ideal for family, friends, or corporate retreats. Up to 24 guests w/ 7 bedrooms, 8 bathrooms, 2 chef's kitchens, 2 wet bars, 2 cozy living spaces, game & music rooms, luxurious amenities, it promises comfort. Outside, enjoy private sandy beachfront/lakefront, patio, pier, hot tub & fire-pit! Boating, skiing, fishing, and more await - your perfect vacation destination!

Ping Pong, Pool Table, Fitness Gym, Karaoke

Cozy Escape offers everything you need for a comfortable and enjoyable stay. Located in a safe & quiet neighborhood, it's just 17 mins to Lambeau Field, 9 mins to Bay Beach Park, and 38 mins to Sturgeon Bay. The home offers 3 bedrooms and 2 full bathrooms with 5 beds and 2 roll away beds, accommodating up to 12 guests. Enjoy the 90" TV, oversized luxurious sofa, fully equiped kitchen, outside playset, fitness gym, JBL PartyBox karaoke system, pool table, & ping-pong table for extra fun.

StayTrailside: Eat, Sleep, Explore. Dog Friendly.

Located near Lambeau Field, Mulva Cultural Center, Resch Expo & St. Norbert College. Professionally cleaned. Spacious layout: two separate wings offering privacy and tranquility. A fenced-in private yard, sauna, Nordic bike, fire pit, and charcoal grill. Smart TVs, WiFi, and a washer/dryer. Located along the Fox River trail, with several bikes available for guest use. Bike or walk everywhere! We have kids bikes, and even a tandem bike. 5 beds / 4 couches. Plenty of parking!

Gorgeous New Construction Lake House

Brand new light and airy gorgeous lake house on 1 acre of land is the perfect spot for families friends or couples to safely get away and enjoy the sights and sounds of the lake. Relax on two decks, play in the family room or enjoy outdoor games, swimming and campfires. Close to hiking, golfing and skiing. Explore nearby Port Washington, Sheboygan, Whistling Straits and Kohler. This year round getaway is only 2 hours from Chicago and 40 minutes from Milwaukee.

Downtown Oasis

Make some memories at this unique and family-friendly place. The 4 bedroom spacious house has plenty of room; with multiple fireplaces for those cold winter nights. Centrally located, it is walking distance to downtown Appleton and includes many amenities such as a movie room, a game room and a gym. One bedroom is setup as an office for those of you that need a dedicated work space. The backyard is peaceful and relaxing with a toddler/young child play space.

Cozy family home walkable minutes from Lambeau!

-Family-friendly, retreat centrally located in title town district -10-minute walk from Lambeau Field and Resch Center -Access to the whole property and we provide many toiletries to make travel smoother -Plenty of board/ card games and toys for kids, and popcorn machine. Close to lots of family activities -All beds have new memory foam mattresses, and the kitchen has new stainless cook wear -Relax outside in the new Adirondack chairs by the fire pit

Be Still & Know, Fireplace/Firetable, Walk to Port

Warm up by the cozy wood-burning stove or gather around the Fire Table on the sprawling deck for s'mores under the stars. Bring the whole family — yes, even Fido! — and feel the luxury underfoot with our heated Spanish tile floors, and pamper yourself in our multi-spray walk-in showers adorned with exquisite Venetian marble. King and queen beds wait to embrace you. Come, where every day feels like a holiday, and every night, a celebration!

Game Room + Hot Tub + Cozy Fireplace

Wake up to peaceful lake views, then sink into the year-round hot tub for the ultimate winter unwind. Challenge your crew in the speakeasy-style game room or squeeze in a workout in the fitness room. When the temps drop, cozy up by the indoor fireplace or bundle up and enjoy the firepit swings outside. This is your cozy-chic winter lake escape—fun, warm, and made for slowing life down.

Lux 4BR Villa with Fireplace/HotTub on 25 acres

Luxury 4BR/3BA villa on 25 acres near Road America and Elkhart Lake. Sleeps 8–10. Features chef’s kitchen, indoor fireplace, outdoor fire pit, trails, and orchard. High-speed WiFi, EV charger, and family-friendly amenities. 10 min to Road America, 5 min to Elkhart Lake, 25 min to Whistling Straits and Kohler Spa. Private, peaceful, and ideal for groups, families, and race fans.