Vacation rentals with a pool in Oshkosh

4 BR home w/pool (lg groups) kid friendly

Welcome to our beautifully remodeled 4 bed 3.5 bath home. Lg brand new fully stocked kitchen{Heated} pool (10ftmaxdpth) & lg backyard w/ creek. Tons of outdoor space to enjoy & you'll even see some wildlife around property. This home offers plenty of space & privacy. The lower level has a pool table & other games. We are 2.3 miles from Austin Straubel Airport/Oneida Casino 3.3 miles to Lambeau Field, Resch Center, Titletown. There is tons of entertainment & dining a short drive in any direction.

Lakefront Condo, Private Beach/Pools, Walk to Town

Elkhart Lake’s beauty awaits year-round! This 3BR/3BA condo boasts a 600 ft private beach, pools (indoor/outdoor), hot tub, water sports rentals, and easy access to 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!

Road America Retreat- Hot Tub+Heated Pool-4BR Home

Private Craftsman home in Plymouth, WI—just 4 miles from Road America. Ideal for race teams and families, this two-story home offers 4 bedrooms, 2 baths, a private outdoor hot tub, and a seasonal heated inground pool. Free on-street parking plus a garage and shared driveway provide convenient vehicle access. Located in a quiet neighborhood near grocery stores, dining, and local attractions. No pets. Summers, Holidays, & RA race weekends require 3 night min. Longer stays (7+ nights) by request.

Indoor Pool&HotTub, Sauna, Game Room, Movie Room

Step into luxury at our expansive home designed for entertainment and relaxation. Located just 2 miles from all the excitement Titletown has to offer, Oneida Casino, and numerous restaurants, this stunning property is packed with amenities that make it perfect for groups and families looking to unwind and have fun. -Private heated indoor pool and hot tub -Friendly competition in the game room -Catch every game in the bar room -Enjoy the ultimate movie experience in the theater room

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Elkhart Lake Beach Resort (Formerly The Shore Club of Wisconsin) & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach and Tiki bar. A unique blend of updates, convenience, comfort & relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops & neighboring resorts like Osthoff and Siebkens Resorts.

Grand on Longtail | Lazy River · Lake · Luxe Stay

🌊 Welcome to The Grand on Longtail — one of Wisconsin Getaways’ most iconic escapes. 💦 Float your cares away in the lazy river-style heated pool, unwind in the sauna, or soak under the stars in the hot tub. 🎮 Game room, kayaks, paddleboards, theater room & more. 🛏 Sleeps large groups in luxury across multiple suites. 🔥 Fire pit, lakefront deck, private dock access. 📍 Just 15 mins to Lambeau. Book The Grand on Longtail and experience lakeside luxury like never before.

Lambeau View | Pool | Rooftop | Entertainment Room

You’ve found it — the perfect stay steps from Lambeau Field and the Resch Center. Whether you're here for a game, a show or just the energy of Green Bay, Shambeau has you covered. All your questions? Answered. Ultimate experience? Yes.😊 ⭐ 2,300ft² vacation property located 500 feet from Lambeau, Resch Center, Restaurants & Entertainment District. ✨Shambeau has been updated with a fresh layout & one of the coolest pools around with a spillover hot tub ✨

A Sweet Suite in Freedom! Country Comfort!

Visiting friends or family in Freedom? Why bother them for an air mattress when you can stay right in town!? Going to a Packer Game and looking for a comfy place to stay with a super short drive? Found it! Ask about using the game room, golf simulator, or pool while you're here too! There's not a FULL kitchen!! Just one burner, and a flat griddle. There's also a microwave and small refrigerator/freezer, but overall, it's a suite. We think you'll LOVE it!

7BR Luxury Penthouse with Heated Pool

Experience luxury in Green Bay! This brand-new 7-bed, 6-bath home sleeps 18, located directly across from Lambeau Field & Titletown. Enjoy a private heated pool, hot tub, and a unique entertainment garage bar. Perfect for large groups, this home blends high-end design with ultimate comfort and convenience, offering a one-of-a-kind 'Nashville meets Green Bay' getaway. Walk to the stadium and local hotspots from this prime location.

Blakeford 1113 Shadow Ln w/Heated POOL

This brand new home (completed August 2024) boasts 6 bedrooms and 3 bathrooms with ample gathering space, an enormous backyard patio that wraps around the side of the house (partially covered) and enters into the party garage. Six spacious bedrooms all with luxurious king or queen beds & two queen premium pull out couches can accommodate your group for any event/weekend stay. Fast internet provided by Spectrum.

Lakeside condo w/ pool access & patio

Welcome to your peaceful lakeside retreat - a cozy waterfront condo made for quiet mornings and restful evenings by Elkhart Lake. - Sleeps 2 | 1 bedroom | 1 bed | 1 bath - Waterfront w/ lake access, lake view & beach view - Seasonal pool (Memorial Day-Labor Day) - Private entrance & covered patio - Kitchen, Wifi, TV, heating & air conditioning - Free parking on premises & long term stays allowed

Lombardi 5BR Pool House & Hot Tub

Steps from Lambeau Field on Green Bay's 'Hollywood Boulevard,' this modern luxury home is the ultimate game day retreat for up to 17 guests. Enjoy a heated pool, hot tub, and the one-of-a-kind Lombardi Pool House. Features a fully fenced yard, stylish interiors, and a dedicated workspace. Perfect for large groups seeking comfort and entertainment in the heart of the stadium district.