Holiday rentals with a pool in Winnebago County

Poolside Retreat EAA Rental Home

Our Residence is a 2,700 sq ft home located on quiet cul-de-sac. Complete with the following amenities: 1) 3 Lounge Areas - Living Room (Roku TV) - Family Room (Roku TV) - Movie Room (Fire TV w/ Surround) 2) An In-ground Pool with private fenced in yard - Walk in steps - Diving board - 22x40ft - shallow 3ft— deep 10ft 3) Pool-side screen porch 4) Fire-pit 5) Grill - optional 6) 4 Bedrooms; 3.5 Bath 7) Kitchen w/ utensils; Dining Room 8) Washer and Dryer 9) 2 car attached garage.

Riverfront Oasis w/ hot tub and seasonal pool

Riverfront home on Doty Island in peaceful residential area. Built in 1936, our home has character + charm. Seasonal heated pool, hot-tub & waterfront patio. Relax, kayak or fish off of the riverfront dock. 100 feet of Fox River frontage - minutes from Lake Winnebago by boat or kayak and 8 min to the highway. Come for some R&R or for an event (EAA) our family home is in the heart of it all! 5 bedrooms, 3 bathrooms. Hens providing fresh eggs daily! Licensed by the Menasha Health Department.

EAA Ready Spacious Home 7/19 - 7/26

Located on the southeast side of Neenah. 20 min/16.5 miles from the EAA Air Venture grounds. Come and rest after a long day at EAA. This spacious 4/5 bedroom (1 Queen, 3 fulls, 1 futon and 1 twin. 2 queen air mattresses available), 3.5 bath has plenty of room for everyone. Enjoy a dip in the private pool or watch the kids from the patio. The patio has a cozy seating area as well as a dining area. Feel free to grill out. There is a fire pit if you want to hang out and roast some marshmallows.

Cozy camper in the heart of the Fox Valley!

This place to stay is truly one of a kind. Cozy camper stay in the heart of Neenah! Perfect place for EAA AirVenture visitors, and weekend getaways. Enjoy a quiet setting while staying just a short drive from local lakes, restaurants, and all the Fox Valley has to offer. Comfortable and ideal for travelers looking for an affordable stay near all the action! Shared use of the fenced in yard, heated pool, and play set available! Camper must remain onsite at all times, towing is not permitted.

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!

Barndominium on Flower Farm | Pool + Vanity Space

Welcome to your dream stay in Oshkosh! Nestled on a working flower farm, this beautifully designed Magnolia Farms style barndominium offers the perfect blend of charm, comfort, and convenience—tailor-made for wedding parties, small family gatherings, and group getaways. With 3 spacious bedrooms, 7 beds, 3 full bathrooms, and an open-concept layout, there’s room for everyone to relax. Whether you're prepping for a big day or enjoying a weekend retreat, this home has everything you need.

Comfortable two bedroom stay, close to EAA.

Your family will be close to everything when you stay at this centrally-located place. We are 3.2 miles away from EAA, 3 miles away from Walmart and 4 miles away from downtown. Our home offers two bedrooms equipped with a queen bed and a twin bed, with options of a full and queen blow up mattress in the large living room area. We also have a very family friendly basement with a pullout couch and a spacious back yard with a playground. Please if you are allergic to cats reconsider.

Perfect Oasis for EAA guests

Forget your worries in this spacious and serene space. Enjoy the feeling of home while on vacation. Relax in the pool, have a drink on the deck or patio, grill out or just rest in the air conditioning. This pristine clean home will provide you all the amenities that you need to enjoy your vacation and not be far from activities to do in the area. 15 minutes from the EAA grounds, 10 minutes from Oshkosh, 25 minutes from Appleton, 45 minutes from Green Bay.

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.

Home with pool - close to Oshkosh

3 bedrooms, large family room with TV & couch, pool table and bar area (pull out couch also available), outdoor sitting area with gated heated pool (ask for this amenity prior to arrival) one acre lot with space for outdoor activities. Outdoor fire-pit and chairs/wood available for use. Hammocks put up in the summertime and plenty of parking space in the driveway and the back driveway as well.

Old Schoolhouse Stay

Bring the whole family for a unique stay at an OLD SCHOOLHOUSE! Fun space with room for all! Perfect for large family gatherings. Peaceful setting with pool and hot tub. Mountain biking and hiking a short walk away. Snowmobiling & biking trails nearby and fishing minutes away. Kayaks and Canoes are available at request for your enjoyment!

Hickory Hideaway- 2 Bedroom with Lake views

Escape to our charming two-bedroom cottage on Lake Winnebago, where tranquil lake views invite relaxation. With 2 bedrooms and 1 bath, it's the perfect setting for a peaceful retreat. Nestled in a quiet, family-friendly neighborhood, our cottage is your ideal hub for exploring Oshkosh's delights. Your lakeside escape awaits!