Holiday rentals with a pool in Elkhart Lake

Great EAA Location by the Airport

Three bedroom (5 beds), 2 full bathroom home available for for rent the week of EAA. Located only a couple minutes from the EAA grounds, vendor entrance, HWY 41, & Seaplane Base. Enjoy amenities like a swimming pool, large deck, gas grill, in a country setting where you can still see some of the airshow after a long day! Also a fire table on the deck, trampoline in the backyard, and a bar area on the lower level... free to use it all at your own risk of course 😜 The home is yours for your stay

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.

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.

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 for the Holidays

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!

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.

Breezy Acre...Relaxing small family get a way.

Close to home get away. Awesome 21 foot camper that sleeps 2 adults, 1 child OR 3 adults. Kitchen, shower, refrigerator with freezer, stove with oven, electric, water, in backyard of country home in Campbellsport, WI. Use of hot tub, pool(weather permitting...usually up and running by June 15th) and outside grill available. Come enjoy your stay at Breezy Acre....

Home Away From Home

Family friendly neighborhood near downtown. 2 large bedrooms 1 w/ California king bed, futon, tv. 1 bedroom w/queen, tv. A large living room w/ plenty of room for all guests, dining room, & kitchen.There is a fenced in back yard w/ a pool, deck, fire pit, and grills. We live here, and are not professional cleaners, but try and make your stay as best as we can!