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.

Sunny Days Await | Seasonal Pool & Hot Tub Retreat

Looking for a relaxing summer escape? Whether you're here to explore or soak in the hot tub, you've found the perfect place to call home! ➤ Best for large groups and families ➤ Jacuzzi Spa w TV ➤ Outdoor smoker/grill combo ➤ Private Seasonal Pool (closed until May 1st) ➤ Dedicated Workspace | Fast wifi ➤ Outdoor Lounging & Bar with mini fridge ➤ Fully finished basement w/ 75" TV & bar! ➤ 2 Cozy indoor gas fireplaces (+ 3 outdoor) ➤ Fully Equipped Kitchen ➤ Local cafe & food mins away

Green Bay 3 miles Lambeau Field 4bd room/2.5 bath

Only about 3.4 miles to Lambeau Field! Welcome to The Packers Pool House! This 4 bedroom 2 & 1/2 bath ranch home is the perfect place to gather with friends or family! Located off of Onieda with access to tons of restaurants and shopping and a straight shot to Lambeau field! The private yard with inground pool is the perfect spot to hang out, relax around the Gas Bonfire Pit! We offer 5 cable ready TVs as well as high speed internet. 4 Queen beds and 1 King 2 Kitchens 2 Family rooms

The Happy Hamlet

Relax at Kilby Lake Campground cozy 16' RV, the Happy Hamlet. This thoughtfully equipped RV is a perfect transition to camping; rustic enough to immerse yourself in the outdoors without the hassle of sleeping on the ground in a balmy tent! Equipped with a full size bed, and dry bath. Share in our nature-centric campground and wander through the tranquil woods. For more action, head to the playground, play a game of cornhole, paddle around the lake, or lounge in our heated pool.

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.

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!

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. Hot tub and heated pool (seasonal).

Private Beach, Pools & Full-Kitchen

🌊 Million-Dollar Views of Elkhart Lake from Covered Patio 🏊‍♂️ Outdoor Pools 🌿 Expansive Green Spaces 🚤 Private Beach & Lake Access 🍳 Full Kitchen w/High-End Gas Stove 🛁 Spacious Bathroom w/ Walk-In Tiled Shower 🛌 Charming Bedroom w/ Classic Touches & Historic Character 🏖️ Access to Private Shore Club Beach on Elkhart Lake 🕰️ Historic Touch: Part of the Old Schwartz Hotel + Prohibition-Era FBI Lookout Tower 📍 Unique, Standalone Condo

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.

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.