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.

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Our Portfolio

Hickory on the Lake

4.97 (122)

Oshkosh, Wisconsin

3 bedrooms•3 baths

$969for 2 nights•Oct 13 – Oct 15

Goyke

4.94 (80)

Oshkosh, Wisconsin

3 bedrooms•3 baths

$876for 2 nights•Oct 12 – Oct 14

Hickory Hideaway

4.88 (86)

Oshkosh, Wisconsin

2 bedrooms•1 baths

$619for 2 nights•Nov 2 – Nov 4

Kalbus House

4.98 (112)

Oshkosh, Wisconsin

4 bedrooms•3 baths

$933for 2 nights•Oct 13 – Oct 15

The Harbor Hideaway

4.98 (165)

Oshkosh, Wisconsin

4 bedrooms•4 baths

$796for 2 nights•Oct 13 – Oct 15

Kalbus Cottage

4.80 (116)

Oshkosh, Wisconsin

2 bedrooms•1 baths

$414for 2 nights•Oct 26 – Oct 28

Lilly Lakeside

4.95 (128)

Oshkosh, Wisconsin

4 bedrooms•3 baths

$826for 2 nights•Oct 25 – Oct 27

Grandma's Cottage

5.00 (4)

Oshkosh, Wisconsin

3 bedrooms•1 baths

$431for 1 night•Nov 1 – Nov 2

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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

867 reviews

“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

“Great place! I would love to stay again.”

Shoua

Stayed in October 2026

“This stay was absolutely wonderful!!!”

Julia

Stayed in October 2026

“This stay was really peaceful and our weekend was great! We will definitely book another stay!!”

Augusta

Stayed in October 2026

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