Holiday rentals with a pool in Lake Winnebago

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lake Winnebago

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

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Guest favourite

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

4.89 out of 5 average rating, 27 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!

Top Guest favourite

Home in Green Bay

5 out of 5 average rating, 16 reviews

JAmbers 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. Please message for special rates on Packer Home Games & other Special Events

Superhost

Cottage in Wild Rose

5 out of 5 average rating, 3 reviews

Water's Edge Cottage @ Evergreen Campsites&Resort

Welcome to Waters Edge where you will feel right at home in this bright contemporary home! Our spacious home and the best deck in the resort will be sure to delight your family and friends. This pet free cottage features 2 bedrooms and 1 spacious bathroom perfect for your family getaway in any season. During the summer months you will be able to use all the resort's amenities and during the winter cozy up next to the fireplace after spending the day at the local ski and tubing hill.

Top Guest favourite

Condo in Elkhart Lake

5 out of 5 average rating, 19 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

Condo in Elkhart Lake

5 out of 5 average rating, 13 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, 39 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.

Top Guest favourite

Guesthouse in Freedom

4.97 out of 5 average rating, 67 reviews

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!

Guest favourite

Home in Appleton

4.97 out of 5 average rating, 31 reviews

Sunny Days Await | Private 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 Pool ➤ 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

Guest favourite

Home in Oshkosh

4.97 out of 5 average rating, 72 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.

Guest favourite

Cabin in Markesan

4.99 out of 5 average rating, 73 reviews

Adeline's House of Cool, The most fun Airbnb in WI

Whether families, friends, or couples are spending time together, Adeline's House of Cool was designed to provide a memorable experience for everyone. Get ready for the most fun Airbnb in Wisconsin! If you like relaxing and playing in the water, you'll love the 20-foot hot tub. With a private pier and channel access to Lake Puckaway, fishing, boating, kayaking, and other water activities, even in the winter, are as close as the backyard.