Vacation rentals with a pool in Winnebago County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Winnebago County

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

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Guest favorite

Home in Menasha

5.0 out of 5 average rating, 6 reviews

Riverfront Oasis, Water access & Heated Pool.

Character home on Doty Island Menasha, WI with a relaxing back-yard oasis! Built in 1936, this home holds the cracks, creaks and chips that tell the story of its age, along with 100 feet of Fox River frontage minutes from Lake Winnebago. Heated pool, hot-tub & waterfront patio. Relax, kayak or fish off of the riverfront dock. Whether you came to for some R&R or for an event (football, EAA) this home is in the heart of it all! 5 bedrooms, 3 bathrooms. Licensed by the Menasha Health Department!

Jun 26 – Jul 3

ﺩ.ﺇ3,183 per night

Guest favorite

Home in Appleton

4.89 out of 5 average rating, 9 reviews

Riverfront Appleton Home with Pool & Boat Dock!

Situated along the banks of the Fox River lies this 3-bed, 2.5-bath Appleton vacation rental! Boasting a fully equipped kitchen, a pool, and a private boat dock, this home has it all. Spend your days splashing around in the pool, grilling out on the patio, or fishing from the dock. End the night cozied up by the fire pit, watching the sunset and roasting marshmallows. Whether it’s an exciting adventure or a peaceful escape you seek, this retreat is the perfect place for your next getaway!

Dec 30 – Jan 6

ﺩ.ﺇ2,460 per night

Guest favorite

Home in Oshkosh

5.0 out of 5 average rating, 13 reviews

Multi-person 5 bedroom Home-Quick Access to 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.

Aug 25 – Sep 1

ﺩ.ﺇ1,452 per night

Home in Neenah

5.0 out of 5 average rating, 7 reviews

Trendy, spacious home for rent

Trendy, cute and bigger than you'd expect! Built in 2013 our home off of Hwy 41 and Hwy 10 in Neenah (20 minutes to EAA) is ready for your stay! We have flipped this home since being built and recently added an amazing all seasons room. Our home features 5 bedrooms: three bedrooms on the main floor and two on the lower level. 3 bathrooms (2 up, 1 down). We have a laundry room, mud room, office/den, dining space, open layout kitchen, living room, playroom and cozy outdoor space!

Jul 28 – Aug 4

ﺩ.ﺇ1,684 per night

Home in Neenah

New place to stay

3 Bedroom Ranch. Pool Included!

Looking for the perfect place for you family and friends to get away from it all? Here you will find easy access to the highway, making it only 15min to EAA air-grounds, 5min to several grocery stores and restaurants, and 40min from Lambeau Field. This property comes with an outdoor pool for those hot summer afternoons, along with our outdoor patio seating and large trampoline for the whole family. Inside you can enjoy free Wifi and streaming services to relax after a long day.

Apr 24 – May 1

ﺩ.ﺇ1,886 per night

Home in Omro

10 Miles from EAA

After a full day of activities relax by the firepit or take a dip in the above ground pool. This property is situated on almost an acre in the City of Omro which is only a 15 minute drive to the EAA grounds in Oshkosh, WI. There is also an office with this property that visitors can connect to extra monitors to do a little work or use the space for more sleeping with an air mattress. This property is 2 blocks from the Fox River and 2 blocks from a wonderful walking path.

May 22 – 29

ﺩ.ﺇ1,257 per night

Guest favorite

Home in Oshkosh

4.83 out of 5 average rating, 86 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!

Jan 16 – 23

ﺩ.ﺇ1,048 per night

Home in Menasha

5.0 out of 5 average rating, 16 reviews

Resort in the city

1920's character home on Doty Island perfect for relaxation or home base to explore the Fox Cities. Private backyard, inground heated pool along with 23 acre Smith Park out your front door make this an easy choice to find something that suits everyone's wants. Enjoy a walk or bike-ride around the quiet neighborhoods or link to the many bike trails accessible out the front door. Enjoy dinner on the front porch while watching the sunset.

Apr 23 – 30

ﺩ.ﺇ2,047 per night

Home in Neenah

Mulberry Lane Ranch

Located right off of Hwy 41 Interstate on the south side of Neenah, WI just 15 minutes from the EAA grounds in Oshkosh. Home has 3 private bedrooms on the main level. An additional full size spring mattress and full size air mattress can be setup in finished basement upon request. Mile and a half from Walmart, grocery stores and fast food restaurants. Fenced backyard, fire pit (wood provided), a gas grill and pool!

Jul 20 – 27

ﺩ.ﺇ2,724 per night

Home in Oshkosh

5.0 out of 5 average rating, 4 reviews

Anderson Casa

Your home is 100 years old. All woodwork is original. You will have the whole house, which includes bidet in one bathroom, washer and dryer, covered patio in backyard with outdoor dining, pellet grill, seating area with a television. we do reside in this home when you are not here. You will be walking distance from several bars, restaurants close as well. You have a pool, but not responsible for damage or drownings.

Apr 2 – 9

ﺩ.ﺇ1,362 per night

Home in Oshkosh

5.0 out of 5 average rating, 6 reviews

Beautiful, Large Home Close to EAA

This large 4 bedroom, 2.5 bath open concept home is clean, offers garage space, and has quick access to EAA. This well maintained home offers a large eat in kitchen, 1st floor laundry, over half acre lot, as well as a pool and hot tub to relax after the event. We provide new clean sheets, and blow up mattresses if needed, along with all towels and washcloths.

Apr 12 – 19

ﺩ.ﺇ2,934 per night

Condo in Oshkosh

5.0 out of 5 average rating, 4 reviews

EAA Oshkosh Condo on golf course

Modern open concept, 2 bedroom condo with a balcony overlooking hole #10 of Westhaven Golf Course. Located in safe and quite neighborhood. Easy access to Hwy 41 and Hwy 10. Within 3 miles of EAA grounds, restaurants, bars, and shopping centers. Enjoy the condo association's pool and hot tub located within a few short steps across the street.

Aug 20 – 27

ﺩ.ﺇ1,265 per night