The best tiny home rentals near Osceola, Wisconsin

Looking to experience the great outdoors in style? With over 20 available options near Osceola, Wisconsin, Hipcamp offers a variety of tiny home accommodations that are perfect for your next camping adventure. Whether you're seeking a cozy retreat or a unique getaway, you'll find options like The Wooded Retreat (19 reviews), Tiny*25 Acre*Farm*Barn*WINTER*SNOW* (3 reviews), and Many Pines Tiny House (1 review) that fit your preferences. With popular amenities such as toilets, showers, and potable water, you'll have all the comforts you need. Plus, you can enjoy activities like wildlife watching, horseback riding, and hiking in the beautiful terrain. Prices start as low as $35 per night, with an average price of $175 per night. So why wait? Start planning your tiny home camping experience now!

89% (108)

Top-rated campgrounds

Went out on the kayaks to get a different perspective of the ponds. Kayaks are free to use for guests.

Looking to experience the great outdoors in style? With over 20 available options near Osceola, Wisconsin, Hipcamp offers a variety of tiny home accommodations that are perfect for your next camping adventure. Whether you're seeking a cozy retreat or a unique getaway, you'll find options like The Wooded Retreat (19 reviews), Tiny*25 Acre*Farm*Barn*WINTER*SNOW* (3 reviews), and Many Pines Tiny House (1 review) that fit your preferences. With popular amenities such as toilets, showers, and potable water, you'll have all the comforts you need. Plus, you can enjoy activities like wildlife watching, horseback riding, and hiking in the beautiful terrain. Prices start as low as $35 per night, with an average price of $175 per night. So why wait? Start planning your tiny home camping experience now!

89% (108)

Top-rated campgrounds

1. The Wooded Retreat/breakfast/spa

98%

(127)

42mi from Osceola · 5 sites · Lodging · Pine City, MN

Situated just 3 miles from the interstate, our retreat offers the tranquility and beauty of a state park while being conveniently accessible and private with comforts of home! Prepare to be mesmerized by the stunning grounds featuring rolling hills, towering white pines, and a variety of deciduous trees. Immerse yourself in nature's beauty with ponds and trails scattered throughout. Discover an abundance of flowers and wildlife that call this haven home. On our 9 acres we have 5 private ponds, 3 unique cottages ; and a vintage safari tent on a platform! With all of our cottages (sorry not the tent) we provide a breakfast basket in your refrigerator. For ALL guests on the Wooded Retreat we now have a Spa Cottage! (State of the art exercise equipment and a two person infrared Health sauna) Each space is strategically placed on the property to provide utmost privacy and beauty. Welcome to the Wooded Retreat and don't forget to bring your camera and binoculars!

2. Cloverdale Cabins

75%

(10)

48mi from Osceola · 6 sites · Lodging · Hinckley, MN

Cabin is shared with 2 other tiny home options on the same property. Contact me to host up to 16 guests. Cabin hosts 8 guests and the other 2 tiny homes host up to 4 guests each. Inquire about booking your large party group as our calendar is filling up for the summer and into the fall. Charcoal Grill available for your use on site. Guests supply the charcoal. There is a fire pit on site as well. Guests supply the firewood.

3. The Evergreen Collective Tiny House

100%

(5)

47mi from Osceola · 1 site · Lodging · Spooner, WI

Nestled in the northwoods of Wisconsin, this Tiny home has the comforts of glamping while being off grid. On 5 acres of heavily wooded land, this property has a fire pit, picnic table and lake /dock access 100 yards away (2 min walk) Guests are welcome to 3 shared kayaks, paddle boat, paddle board and fishing boat. At 8 feet by 12 feet,this 96 square ft tiny house has a key pad door lock, and a big casement window, the kitchenette has a propane cooktop/oven. The sink has water pumped from a holding tank. The Tiny House has Solar power for lights and a usb port for phone charging. The futon style bed, slides out to form a full size bed, 2 pillows and bedding is supplied. The tiny wood stove is available in the fall and winter months. Solor powered A/C unit is available for summer months. The Little Lodge is located on a heavily wooded 5 acre property in Spooner Wisconsin. There are several nearby ATV trails , hiking trails and a quaint downtown. The lake that The Little Lodge is on is not a good swimming lake but there is a clear swimming lake less than 5 miles away. The fire pit has seating and the picnic table is a great spot to enjoy the scenery over breakfast. Please bring your own firewood. If you enjoy nature, wildlife, glamping, fishing, paddle boarding ,kayaking or paddle boating , this is your spot!

Stories from the community

Wonderful shaded site on your own private pond. Please realize that the pond changes with the seasons. Sometimes it’s frozen. Sometimes it’s green if it’s late summer and it’s been a dry year sometimes it’s big and mostly water. That’s part of the beauty of nature is that it’s always changing.

A

Aaron

June 2025

With pets

Weekend Trip to The Wooded Retreat/breakfast/spa

We loved staying at this tiny retreat! It was so peaceful, cozy, and private. Super easy to relax and feel in-tune with the woodland, while still having all sorts of creature comforts. And even a nice spread for breakfast waiting in the fridge!

J

Jennifer

June 2025

With pets

Weekend Trip to The Wooded Retreat/breakfast/spa

The property was cute and maintained. There was firewood provided and the hosts seemed friendly.

C

Carol

April 2025

Weekend Trip to The Wooded Retreat/breakfast/spa

The Office was a great space for our weekend camping trip! We loved how easy it was to get to, and how well situated everything was on the property. We had our own private bathroom and fire pit. Firewood was provided and easy to get from the wood pile for our fires. Debbie was super responsive and kind She was open to answering any questions we had. She even left us with some breakfast items (fresh bread, yogurt, boiled eggs, cream for our coffee) which was an unexpected but nice touch. We loved how close the property was to Banning State Park and Jay Cooke State park. The Office was also heated which made camping on a 38 degree night a breeze! (Camping is a loose term as we had all the convenience of a bathroom, gas stove, refrigerator and pump sink. Though we definitely cooked out over the fire for a few meals-making it somewhere between camping and clamping. Great for us! The property also had a fitness cabin with a sauna. We did not use this as our adventures had us away from camp most of the weekend, but it was definitely a nice touch and I think in a future trip would be awesome to use!

A

Astrid

March 2025

3 nights at Cloverdale Cabins

We loved the cute little cottage that we stayed in. We also really enjoyed the rec room with the hot tub and games. Super short drive into town if you needed something and even shorter drive to the casino.

I

Izzy

March 2025

Weekend Trip to The Wooded Retreat/breakfast/spa

We loved staying at the Wild West cabin! The host was super responsive and helpful. It was stocked with everything we forgot to bring, from coffee to olive oil. We drove up to banning state park for a beautiful hike.

S

Sarah

November 2024

Weekend Trip to The Wooded Retreat/breakfast/spa

My husband and I enjoyed our time at the Wooded Retreat so much. It was wonderful to retreat to the peace and serenity of this cozy little cabin. Our favorite part was sitting by the warmth of the campfire, listening to the birds singing and watching the leaves fall. So thankful we found this little gem.