Vacation rentals with a pool in Elkhart Lake

Retreat! Delightful stay with a pool.

Rosendale is just 15 minutes from Fond du Lac, Oshkosh, Ripon and Green Lake. Enjoy our peaceful backyard in our camper that sleeps 5 comfortably. Many activities to choose right on site including a pool, basketball, volleyball, firepit and a walking/biking trail that goes all the way to Fond du lac. We are responsive hosts that are regularly available to make sure your stay is stellar. We have an activity book of all the area attractions if you are looking for ways to enhance your stay further!

Riverfront Oasis w/ hot tub and seasonal pool

Riverfront home on Doty Island in peaceful residential area. Built in 1936, our home has character + charm. Seasonal heated pool, hot-tub & waterfront patio. Relax, kayak or fish off of the riverfront dock. 100 feet of Fox River frontage - minutes from Lake Winnebago by boat or kayak and 8 min to the highway. Come for some R&R or for an event (EAA) our family home is in the heart of it all! 5 bedrooms, 3 bathrooms. Hens providing fresh eggs daily! Licensed by the Menasha Health Department.

Cool City, Warm Pool

Your Northeast Wisconsin oasis awaits right here in Two Rivers, WI. Located less than 45 minutes from Green Bay, a large, indoor, heated pool makes this home perfect for a relaxing vacation. Three bedrooms and two baths means room for the whole family. If swimming pools aren't your thing, the basement rec room features a pool table, fusball, and video game consoles to hustle your housemates. Quiet neighborhood in a beautiful city boasting some of the best beaches Lake Michigan has to offer!

3 bedrooms, 5 miles to EAA & 45 miles to Green Bay

Home features 3 bedrooms, finished basement with pull out couch, 4 full baths, up to date kitchen , pool & raised brick patio with fire pit & gas grill. House is located less than 5 minutes from EAA grounds. Easy access to Hwy 41 for shopping & restaurants. This home is ideal for EAA vendors who after a long day are looking to come back to a peaceful place to relax but also gives the amenities of home for a family on vacation. This secluded place has everything you need for a peaceful stay.

Resort Life 2 Queen Suite

WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walking distance to exciting events and adventures!Our rooms offer easy access to an indoor pool, outdoor pool, fresh water lake, and so much more! Victorian Inn is situated in the heart of downtown Elkhart Lake near several specialty shops and restaurants. We're also just 2 miles from Road America, 8 miles from Kettle Moraine State Forest, and a short drive to PGA golf courses!

Resort Condo on Elkhart Lake

Enjoy Lake life on Elkhart Lake in our resort condo steps to beach, in and outdoor pool. 2 miles to Road America, 2 minutes walk to the clear waters of Elkhart Lake, multiple options for dining, cocktails, and coffee: The Tiki bar with live music, and the famous "Off The Rails" for a perfect coffee beverage. Our home features: 2 bedrm ensuite with extra 1/2 bath, Living rm with fireplace, huge windows and lake views. Deck with lake views and Kitchen with everything you might need.

5 BR Oshkosh Home: 7 ml to EAA/1 ml to Hwy 41

Our home is big enough to host a large number of guests and also less than a mile to interstate 41, putting you at a quick 10 minute trip across town to the EAA, or less than a mile from Sunnyview Expo Center. We offer parking for several vehicles with an extra wide parking lot, as well as reservation dates prior to events if needed. We live in the northern township of Oshkosh, and are comfortably set just a bit in the country for privacy, yet close to town and all it has to offer.

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, Tiki Bar, and easy access to 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!

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Shore Club of Wisconsin & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar, on site restaurant, indoor pool & game room. 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.

Private Beach, Pools & Full-Kitchen

🌊 Million-Dollar Views of Elkhart Lake from Covered Patio 🏊‍♂️ Indoor & 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

Holiday Home for 8ppl w/ Hot Tub in Plymouth, WI

Family friendly, private home in Plymouth, WI. Approx. 4 miles to Road America. A beautiful Two-Story, 4 bedroom, 2 bath home with an outdoor hot tub. Close to grocery stores, various local events, bars, restaurants, and child-friendly places within walking distance. NO PETS allowed on property. *For Long Stays over 7 days, please contact us. HOLIDAY DECORATIONS for NOV-DEC 2025 BOOKINGS! Ready to host families in town for the holidays! Book today!

Hickory on the LakeWaterfront Luxury on Winnebago

Welcome to "Hickory on the Lake," a meticulously renovated 3-bedroom, 3-bath sanctuary on Lake Winnebago. Indulge in the beauty of stunning sunrises and sunsets from the four seasons room. Nestled in a quiet, family-oriented neighborhood, this centrally located property provides easy access to Oshkosh's attractions. Immerse yourself in sophistication and create unforgettable moments against the backdrop of Lake Winnebago's breathtaking scenery.