Holiday rentals with a pool in Elkhart Lake

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Top-rated rentals with a pool in Elkhart Lake

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Home in Fond du Lac

4.9 out of 5 average rating, 10 reviews

4 br 4.5 acre secluded country property

Secluded country property 4 minutes from FDL, 20 minutes to EAA, 40 minutes to Road America, 60 minutes to Milwaukee or Green Bay. Very private set back 505 ft from road. Lots to do outside w/ pond, pool, large deck, woods w/ walking trails, large yard, amazing bunk house w/ loft & 2 bunk beds. Inside the 2300 sq ft home all of the rooms are well sized. Plenty of room to spread out for a large family or group. Enjoy 2 living rooms and a movie theater room in the basement w/ 110 inch screen.

Superhost

Home in Newton

4.88 out of 5 average rating, 8 reviews

Country Cottage Indoor Pool HOT TUB NFL Draft ava

Relax with the whole family at this peaceful place. Take a dip in the indoor pool and hot tub. Living room features a grand fireplace that will keep you relaxed during your stay. Enjoy Nature while sitting on the patio grilling out. Open concept kitchen and dining area seats up to 22. Great Location. Close to 5 golf courses. Road America in 25 minutes away. Whistling Straits is 18 mins. NFL DRAFT Green Bay packer stadium is only 48 mins. EAA is 1 hour 10 min. Door county is less than 2 hours.

Guest favourite

Home in Two Rivers

4.88 out of 5 average rating, 25 reviews

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!

Guest favourite

Hotel room in Elkhart Lake

5 out of 5 average rating, 5 reviews

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!

Home in Manitowoc

Branch River Retreat Pool fun

Enjoy the peace and tranquility of the nearby river. Take a dip in the pool or hot tub with your family or friends. Golf, walk or bike while staying at your home away from home. The river to fish nearby. Cook your favorite meals or enjoy the local cuisine. This 4 bedroom home allows the quiet of the woods to give you and your vacation the rest and fun you deserve. The hosts also own a local spa, inquire about pairing services with your stay. Let the Branch River Retreat be your next stay!

Guest favourite

Flat in Elkhart Lake

5 out of 5 average rating, 10 reviews

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.

Top guest favourite

Apartment in Elkhart Lake

5 out of 5 average rating, 18 reviews

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!

Guest favourite

Apartment in Elkhart Lake

5 out of 5 average rating, 8 reviews

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.

Guest favourite

Home in Plymouth

4.97 out of 5 average rating, 37 reviews

Private Home 4 BR+2Ba, Heated Pool by Road America

Family friendly, private home in Plymouth, WI. Approx. 4 miles to Road America. A beautiful Two-Story, 4 bedroom, 2 bath home with outdoor heated private pool, hot tub, gas grill and an outdoor pavilion available June - Labor Day. Close to Plymouth Dirt Track, Golf Courses, 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.

Apartment in Elkhart Lake

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

Guest favourite

Home in Oshkosh

4.97 out of 5 average rating, 69 reviews

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.

Home in Plymouth

Road America lake house.

Road America adjacent lake house. Great location, two minutes to the track. Towns of Elkhart Lake, Plymouth and Kohler are minutes away. Whistling Straits golf course is twenty minutes down the road. Four bedroom house with full kitchen and laundry room. House features an indoor pool, gazebo on the deck overlooking the lake. Three kayaks and a row boat down lakeside. Ping pong table inside on the pool level.