Vacation 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 favorite

Home in Saukville

4.98 out of 5 average rating, 45 reviews

The Lighthouse Pool/Hot Tub/Tennis/Movie Room/Gym

Secluded country retreat redefines the term, "having it all", setting an unparalleled standard within the Milwaukee Metro. area 3 Master suites, pool, hot tub, tennis/pickleball and basketball court, movie theater & gym 9 bedrooms include; a nursery & bunk room with pull-out sofa. 7 BRs LivRm. oversized furniture and 75-inch tv. Dreamy back Pool patio and expansive parking. YouTube TV and WIFI Great for family gatherings. Inquire about special requests. No smoking allowed. No fires

Guest favorite

Farm stay in Germantown

4.97 out of 5 average rating, 97 reviews

Lace & Woods Farm "Hammer Hideaway"

HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

Guest favorite

Home in Two Rivers

4.94 out of 5 average rating, 18 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!

Superhost

Home in Suamico

5 out of 5 average rating, 3 reviews

The Grand on Longtail - Top Lux -Pool/Lake/Theater

Introducing The Grand on Longtail – the ultimate luxury escape! This massive 10,400 sq. ft. estate boasts your own Lazy River, Sauna, and stunning views of the Bay of Green Bay. With 6 bedrooms, 7 baths, a private theater, sports bar, and rec room, it's perfect for entertaining. Cook like a chef in the gourmet kitchen with a Butler’s Pantry, or relax in the grand family room with 32 ft ceilings. Enjoy lakefront serenity, your own elevator, and more! The perfect retreat for unforgettable stays!

Guest favorite

Cabin in Lodi

4.95 out of 5 average rating, 21 reviews

Modern cabin with pool and Hot Tub!

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

Guest favorite

Home in Ripon

5 out of 5 average rating, 8 reviews

Indoor Pool, hot tub, near lake

Make some memories at this unique and family-friendly place. 8000 square foot home, with indoor pool, hot tub and minutes from downtown, local breweries, boutique shops and restaurants. The home is nestled on a large lot, with trees surrounding the property to give it a private park like feel. Minutes from beautiful Green Lake, golf courses, & a local vineyard. Oshkosh & the EAA grounds are a short 20-minute drive. The home is furnished w games, bikes, trampoline, 2 full kitchens.

Guest favorite

Condo in Elkhart Lake

5 out of 5 average rating, 11 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 favorite

Home in Madison

4.92 out of 5 average rating, 249 reviews

Luxurious BBQ and Pool House

Hosting a summer barbecue, a pool party, or just looking for a relaxing getaway with your friends? The unique combination of indoor and outdoor space provides something for everyone. This is a modern, spacious, and luxurious 3 bedroom, 2.5 bath home, conveniently located 15 minutes from downtown. Situated on a 3/4 acre lot, this house is fully equipped w/ premium amenities for your friends and family:Swimming pool, hot tub, big yard, deck with a gas grill and dining area

Superhost

Home in Wisconsin

4.93 out of 5 average rating, 15 reviews

Your Resort On Gala | Family | Fun | Spa | Pool

Nestled in North Appleton, just minutes from downtown, Lambeau, and the EAA airshow, your family retreat will be a dream come true. 🠚 Sleeps 16+ 🠚 Pool is closed for the season (Reopens May 1, 2025) 🠚 Fully finished basement w/ 75" TV & bar! 🠚 2 Cozy indoor gas fireplaces (+ 3 outdoor) 🠚 Jacuzzi Spa w TV 🠚 Outdoor Lounging & Bar with mini fridge 🠚 Outdoor smoker/grill combo 🠚 Fully Equipped Kitchen 🠚 Dedicated Workspace | Fast wifi 🠚 Local cafe & food nearby

Guest favorite

Home in Oshkosh

4.83 out of 5 average rating, 90 reviews

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. I have a non shedding teddybear dog that will not be there. If you’re allergic to dogs, don’t book here! We live here, and are not professional cleaners, but try and make your stay as best as we can!

Superhost

Home in Fond du Lac

4.8 out of 5 average rating, 103 reviews

Luxury house with lots of space and a huge yard!

A beautiful home with amenities designed for active living. We offer a sauna, hot tub, 2 whirlpool baths, a pool, playground, a ping pong table, foosball table, darts, and LOTS of lawn space. There is an outdoor patio with gas grill and fire pit. Good Morning America voted our neighbor, Kelley’s Ice Cream, the best ice cream in the country, in 2013. Fondy Sports Complex & Water Obstacle Course, and local lakes for boating within 15-min drive. *by request only

Guest favorite

Guesthouse in Freedom

4.96 out of 5 average rating, 54 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!