Your Home Away From Home
Your stay starts here. Choose TJ’s Destination Oshkosh. Beautiful vacation rentals in Oshkosh and surrounding areas. Stay. Relax. Repeat.
Our Portfolio
At TJ’s Destination Oshkosh, we offer elevated vacation rentals in Oshkosh and surrounding areas, thoughtfully designed for families, groups, corporate stays, and getaways of all kinds. Our professionally managed homes combine comfort, space, style, and premium amenities to make every stay feel effortless and inviting.
Our mission is simple: to provide high-end vacation rentals that bring people together. Whether you’re exploring Lake Winnebago, enjoying local events, or simply reconnecting with the people who matter most, we create spaces where you can relax, feel at home, and make lasting memories.
Choose TJ’s Destination Oshkosh for elevated lodging, personalized hospitality, and a stay worth remembering.
Featured Vacation Rentals
Goyke
Lakeside views, cozy spaces & 3 Bedroom, 3 Bath comfort. Relax by the firepit or walk to TJ's Harbor. Your getaway awaits!
Hickory On The Lake
Your stylish 3 Bedroom, 3 Bath waterfront escape with stunning Lake Winnebago views, sunrises, sunsets & year-round comfort.
Highland Farmhouse
A refined farm retreat for up to 16 guests, blending elevated comfort, charming animals, fireside evenings & fresh eggs.
Warm Welcomes in Oshkosh, WI
More Than a Place to Stay
What our guests say
4.94
870 reviews
“Very beautiful spot and our host was wonderful! 10/10 recommend”
Brendon
Stayed in October 2026
“Booked The Harbor Hideaway for a last minute weekend getaway with my husband, two toddlers, and parents and we had a great stay! We were provided with clear instructions for checking in, the house was very clean, and in a great location to get around Oshkosh. We also enjoyed being able to walk to the lakefront behind TJ’s Harbor House in the morning. There was a pack-and-play available for use which was handy, as well as a high chair which we didn’t end up needing. We got to use the fire pit out back one night as well which was great! Communicating with the host was quick and easy. Would definitely recommend staying for those heading to Oshkosh!”
Dana
Stayed in October 2026
“Beautiful home, clean and welcoming! We will definitely stay again in the near future! It was peaceful to be away from the city life.”
Pahua
Stayed in October 2026
“We had a great stay at this lake house! The property was beautiful, peaceful, and exactly what we were looking for. The house was clean, comfortable, and had everything we needed to enjoy our time there. The lake and surrounding views made it a great place to relax and get away from the everyday routine. The host was friendly, responsive, and made the whole process easy from start to finish. We really enjoyed our stay and would definitely come back again. I highly recommend this place to anyone looking for a relaxing getaway!”
Dan
Stayed in October 2026
Stay & Play
Discounts on Dining, Golf, and More
Nearby Attractions
Things to Do in Oshkosh
From lakeside parks to legendary venues, the best of Wisconsin is right outside your door.
