Holiday rentals with a pool in Oshkosh

Hidden Hills Estate - Indoor Pool, Privacy, LUX

Welcome to Hidden Hills Estate, your luxurious 15-acre haven next to Point Beach State Park. After a day of adventure, retreat to our 1,500 sq ft spa area, featuring a heated pool, hot tub, sauna, or firepit area overlooking the woods. Gather with loved ones in the open-concept living, dining, and kitchen area, complete with a cozy fireplace, a stylish bar, a game room and a workout space. Hidden Hills Estate promises an unforgettable escape, blending nature's beauty with luxurious comfort.

3bed lake house, private heated pool near WI Dells

Relax with the whole family at this peaceful pool lakeside home. If you enjoy kayaking, paddle boating, fishing/ice fishing or taking a dip in a pool then this place is for you! This home offers so many activities for the whole family to enjoy. Relax on the wrap around house deck with it’s own fireplace, grill, outdoor dinning or lounge area. Relax on the porch swing. Looking for a little more activity, head over to the pool deck, basketball court, or challenge your family to a yard game.

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!

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

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!

Cozy & Modern Home in Green Bay

You will be close to everything you need when staying at this 4 bedroom, 2 bathroom retreat. This home is located in Ashwaubenon, 3 miles from Austin Straubel Airport, Lambeau Field, Resch Center and Titletown District. On top of that, it is also located a short distance from popular bars, restaurants and shopping centers. This home includes a heated garage in winter months and a heated pool in summer months. The lower level is equip with a game room including a foosball table.

Amazing Six Bedroom Green Bay Vacation Home!!

Amazing one-of-a-kind home is built for entertaining and full of amenities. You'll love the huge indoor pool that is heated year-round! Very spacious layout. Home has hosted celebrities & Packers Hall of Fame Players. Amenities include a full arcade, outdoor sauna, theatre room, large open kitchen and living room, high-end massage chair, poker table, and more! Six-minute drive to Lambeau, five-minute drive to the airport, very close to everything. 5,200 Sq Feet

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.

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!