The best forest cabin rentals near Osceola, Wisconsin

Welcome to Hipcamp! If you're looking for a cabin getaway in the forest near Osceola, Wisconsin, we've got you covered with over 60 available options. Our top campsites include The Edge (101 reviews), Woods and Meadows Farm (88 reviews), and Whippletree Farm & Nature Trail (76 reviews). With an average price per night of $105 and options as low as $25, you're sure to find something within your budget. Popular amenities include pets, potable water, and showers, while popular activities include biking, paddling, and visiting historic sites.

94% (354)

Top-rated campgrounds

Welcome to Hipcamp! If you're looking for a cabin getaway in the forest near Osceola, Wisconsin, we've got you covered with over 60 available options. Our top campsites include The Edge (101 reviews), Woods and Meadows Farm (88 reviews), and Whippletree Farm & Nature Trail (76 reviews). With an average price per night of $105 and options as low as $25, you're sure to find something within your budget. Popular amenities include pets, potable water, and showers, while popular activities include biking, paddling, and visiting historic sites.

94% (354)

Top-rated campgrounds

1. Crooked Creek Retreat

100%

(22)

49mi from Osceola · 3 sites · Lodging · Hinckley, MN

Come experience Crooked Creek Retreat, a Cedar Log Cabin and a Pine Hunter's Cabin, nestled in the pines and valleys created by the St. Croix River. Situated just north of the Twin Cities, a quiet getaway with family and friends is just moments away. Enjoy mornings of birds singing or snowy quietness. Crooked Creek Retreat is a place where artists can be inspired and create together, where musicians can craft their songs and where families or small groups can gather by a fire and share in simple the experience of connecting with one another. We offer one main log home and two rustic pine cabins, for up to 16 people. A perfect lumberjack's private getaway! The Cedar log cabin is a glamping dream! Available in every season- beautiful year round. Full kitchen, all linens and beds made, 1 1/2 baths. The cabin is surrounded by 20 acres of prairie, a lovely lawn for lawn games and campfires, circled by the woods. Only a few miles away from St. Croix State park (almost 34,000 acres of river and woodland). The Pine Hunter's Cabin is a perfect add-on or stand-alone rental for up to four people- a vintage glamping delight! The Maple Group Cabin can be added on to any of these rentals for larger group gatherings (meals, sleeps another 6 people) for $100 per night. Information forthcoming!

2. 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!

3. Good Root Growers

100%

(145)

33mi from Osceola · 6 sites · Tents, RVs, Lodging · Prairie Farm, WI

Tucked in a valley 70 miles east of St. Paul, our sanctuary of rolling hills, hardwoods, pines, and birch groves offers a peaceful escape. Explore 30 acres of meandering trails through woods and meadows planted as Monarch habitat. Enjoy nights alive with owls, coyotes, frogs, and brilliant stars. This is a full sensory experience: birdsong at dawn, chickens foraging through the yard, deer in the fields, and turkeys in the trees. A true stargazer and birder’s delight. 🌿 Shared Spaces Greenhouse: Tomatoes, peppers, ginger, and flowers Gardens: flowers, vegetable, herbs and apple trees Deck/Pergola: 28' of cushioned, shaded seating area with Roku TV. Listen to music with friends, stretch out to read a book, share a card game or relax with a drink. Ask us about hosting your event! Farm Amenities: Stainless steel sink (hot/cold water),and countertops for cooking prep or washing up, potable water fill, beverage counter, and yard games. Custom fire pits, nesting tables and shade umbrellas. On-Farm Sales: Firewood, eggs, seasonal produce, ginger and plants. Forage: kindling, wild berries, mushrooms, and wildflowers bouquets Facilities: Two ultra-clean port-a-potties, plus garbage and recycling drop-offs ⛺ 6 Unique Campsites Meadow Camp East and West – 30-amp RV/tent sites with water, near the greenhouse Hill Camp – Flexible tent/RV shaded site with scenic overviews Sumac Camp – Spacious, group-friendly tent/RV site Pine Camp – Private walk-in tent site tucked into the woods Inga's Cabin (Est 1894 - a historic backdrop that adds character to your stay 🏡 Local Flavor Don’t let our quiet town fool you—the community brims with creativity and hospitality. Within a 15-minute walk you’ll find Amish bakeries and woodworking shops. Local highlights include farm-fresh meat butchers, cheese shops, herbal apothecaries, local honey and maple syrup, goat milk products, quilt shops, microbreweries, and lively town events with music and food. 💫 Why Stay With Us We’re grateful stewards of this land and love sharing its peace, beauty and abundance. Whether you’re here for stargazing, hiking, gathering with family, or simply unplugging—this is your place to pause and breathe.

4. Twin Folk Farms

98%

(101)

46mi from Osceola · 3 sites · Tents, RVs, Lodging · Hager City, WI

Previously a 100 acre century farm, this fertile land was tended to by generations of old time farmers. Their dairy cows pastured in areas which we now graze sheep. The restored quarry provided gravel for the nearby highway restoration and local projects.The property is currently a mix of hay ground, cropland, pasture, forest, and quarry. Twin sisters, Darla and Kayla, and their families live across the road from each other and own the surrounding 140 acres. They keep busy planting/tending trees, making hay, moving fence for grazing animals, operating a farm business called Twin Folk Farms (pastured meat, camps, etc), and raising their families.Learn more about this land:- This site is at the edge of a restored quarry, sheep pasture, and wooded hillside.- The site is tucked down a flat mowed path, so it feels very private and protected. - You can hike up a path to the sheep pasture. Sometimes sheep are there, sometimes elsewhere on the farm. You can hike the other direction and check out the restored quarry. We have paths all around the property, so feel free to respectfully explore.- You can't see the highway from this site, but you can hear it. It's super handy to be able to hop out of your campsite haven and onto the hwy, but be aware that you will hear vehicles.- There's a Mississippi river boat launch a few miles down the road, so feel free to park your boat at the bottom of the quarry driveway.- The Hay Creek riding trails are 25 minutes away, so contact us if you want to set up a place in the quarry to park your horses and trailer for the night. - We are certified to sell meat straight off of the farm (Twin Folk Farms), so contact us if you want to purchase your meat and have it delivered to your campsite. You can also set up a time to come up to the farm and purchase meat. - The beautiful, historic town of Red Wing is 10 minutes from our farm. You'll find a mix of modern amenities and historic shops to suit your fancy.

5. Rustic Log Cabin with Stunning View

100%

(3)

39mi from Osceola · 1 site · Lodging · Ellsworth, WI

Rustic Log Cabin Getaway with Trails and Scenic Views Escape to this hand-built log cabin retreat — perfect for those who love the outdoors and a touch of old-fashioned living. The cabin features a cozy front porch, a wood stove for warmth, and charming seasonal touches to make you feel right at home. In the evenings, string lights and a fire pit set the stage for unforgettable nights under the stars with family or friends. You’ll also find plenty to explore right outside your door — walking paths, UTV trails, and sweeping scenic views that let you fully immerse yourself in nature. Whether you’re up for a peaceful hike, a ride through the countryside, or simply soaking in the landscape, this cabin is the ideal base. Please note: this is a true rustic experience. The cabin does not have indoor plumbing — you’ll be using a clean, well-kept outhouse. If you’re a camper type who enjoys nature, simplicity, and unplugging, this is the perfect spot for you. Whether you’re sipping coffee on the porch in the morning sun, watching wildlife, or gathering around the fire at night, this cabin offers peace, connection, and a return to the basics.

6. 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.

7. The Lodge & Cabin at Eagles Roost

88%

(4)

21mi from Osceola · 2 sites · Lodging · Roberts, WI

Our unique cabin on Hennessy Creek sits pond-side at the Eagles Roost Trout Farm. Relax to trickles of our clear waters, hike on 100’s of pristine acres & trails, fly fish for Rainbow Trout, enjoy campfires, or take a hot sauna, then let dreams become lasting memories while you sleep like a baby. Rustic & perfect for kids or couples, bikers & hikers, a haven for birdwatchers, nature lovers, & stress busters. Our cabin is a “destination” unto itself, regardless of plans beyond your stay.

Camper favorites near Osceola

Top-rated campgrounds reviewed by the Hipcamp community.

Twin Folk Farms

98%

(101)

46mi from Osceola · 3 sites · Tents, RVs, Lodging · Hager City, WI

Previously a 100 acre century farm, this fertile land was tended to by generations of old time farmers. Their dairy cows pastured in areas which we now graze sheep. The restored quarry provided gravel for the nearby highway restoration and local projects.The property is currently a mix of hay ground, cropland, pasture, forest, and quarry. Twin sisters, Darla and Kayla, and their families live across the road from each other and own the surrounding 140 acres. They keep busy planting/tending trees, making hay, moving fence for grazing animals, operating a farm business called Twin Folk Farms (pastured meat, camps, etc), and raising their families.Learn more about this land:- This site is at the edge of a restored quarry, sheep pasture, and wooded hillside.- The site is tucked down a flat mowed path, so it feels very private and protected. - You can hike up a path to the sheep pasture. Sometimes sheep are there, sometimes elsewhere on the farm. You can hike the other direction and check out the restored quarry. We have paths all around the property, so feel free to respectfully explore.- You can't see the highway from this site, but you can hear it. It's super handy to be able to hop out of your campsite haven and onto the hwy, but be aware that you will hear vehicles.- There's a Mississippi river boat launch a few miles down the road, so feel free to park your boat at the bottom of the quarry driveway.- The Hay Creek riding trails are 25 minutes away, so contact us if you want to set up a place in the quarry to park your horses and trailer for the night. - We are certified to sell meat straight off of the farm (Twin Folk Farms), so contact us if you want to purchase your meat and have it delivered to your campsite. You can also set up a time to come up to the farm and purchase meat. - The beautiful, historic town of Red Wing is 10 minutes from our farm. You'll find a mix of modern amenities and historic shops to suit your fancy.

Rustic Log Cabin with Stunning View

100%

(3)

39mi from Osceola · 1 site · Lodging · Ellsworth, WI

Rustic Log Cabin Getaway with Trails and Scenic Views Escape to this hand-built log cabin retreat — perfect for those who love the outdoors and a touch of old-fashioned living. The cabin features a cozy front porch, a wood stove for warmth, and charming seasonal touches to make you feel right at home. In the evenings, string lights and a fire pit set the stage for unforgettable nights under the stars with family or friends. You’ll also find plenty to explore right outside your door — walking paths, UTV trails, and sweeping scenic views that let you fully immerse yourself in nature. Whether you’re up for a peaceful hike, a ride through the countryside, or simply soaking in the landscape, this cabin is the ideal base. Please note: this is a true rustic experience. The cabin does not have indoor plumbing — you’ll be using a clean, well-kept outhouse. If you’re a camper type who enjoys nature, simplicity, and unplugging, this is the perfect spot for you. Whether you’re sipping coffee on the porch in the morning sun, watching wildlife, or gathering around the fire at night, this cabin offers peace, connection, and a return to the basics.

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.

The Lodge & Cabin at Eagles Roost

88%

(4)

21mi from Osceola · 2 sites · Lodging · Roberts, WI

Our unique cabin on Hennessy Creek sits pond-side at the Eagles Roost Trout Farm. Relax to trickles of our clear waters, hike on 100’s of pristine acres & trails, fly fish for Rainbow Trout, enjoy campfires, or take a hot sauna, then let dreams become lasting memories while you sleep like a baby. Rustic & perfect for kids or couples, bikers & hikers, a haven for birdwatchers, nature lovers, & stress busters. Our cabin is a “destination” unto itself, regardless of plans beyond your stay.

Stories from the community

Anaiah

November 2025

Weekend Trip to Crooked Creek Retreat

Crooked Creek was a perfect oasis away from the city. We really enjoyed the cozy vibes of the cabin, and the walking paths for us to enjoy. We were even provided orange beanies for hunting season, which we greatly appreciated as we went on our hikes! Naomi did a great job of making us feel comfortable and at home, and we would absolutely return.

S

Spencer

November 2025

2 nights at Rustic Log Cabin with Stunning View

A lovely place at a great price! The pictures don't do the view justice. Everything was better than described, and the hosts were wonderful and communicative. Highly recommended for a rustic + cozy getaway!!

The cabin overlooks the hillside you walk up while entering.

L

Lindsey

October 2025

With pets

2 nights at Twin Folk Farms

We loved "glamping" here! The cabin was adorable and had everything we needed. The location was perfect...secluded, yet so close to several gorgeous hiking spots. The stargazing was incredible. Our pups (one of whom is scared of other dogs and people) were so happy to have the seclusion. It was the perfect spot to spend our days hiking, and our nights being cozy in the cabin!

N

Nicole

October 2025

1 night at The Wooded Retreat/breakfast/spa

Such a lovely respite for the night! I’m super grateful for the little cabin and slept so well there. Enjoyed my morning coffee outside in spite of the chill. Can’t wait to come back and hopefully explore the other lodging options, too.

S

Scott

October 2025

With pets

Weekend Trip to Twin Folk Farms

Really great little spot. We brought our new lab puppy and she loved the freedom and space to run. Made a few easy runs to Red Wing for hiking and shopping. This place is close to everything and yet has the feel of being a million miles from the rat race.

J

Julia

October 2025

Weekend Trip to Rustic Log Cabin with Stunning View

The view of rolling hills, fields and forest was indeed lovely, especially with the Autumn colors. We loved the dark night sky, and could see all kinds of stars, milky way, meteors, satellites. The cabin is cozy and comfy and the beds were too! We enjoyed cooking over the fire outside, and using the propane griddle. Hosts are super warm, friendly and positive. Thank you for a lovely stay!

Stephanie

October 2025

With pets

Weekend Trip to Rustic Log Cabin with Stunning View

This cabin is so magical and had so many comforts it’s hard to consider it rustic. The views are beautiful, Lyndsey and Brad were so wonderful and kind and we loved walking the trails with our pups. Highly recommend and can’t wait to be back!

Shannon

October 2025

Weekend Trip to The Wooded Retreat/breakfast/spa

We wanted to get out but could not find camping with our trailer so my husband and I stayed in the Little Wooded Cottage. It was lovely. The cabin is super small but really cozy. I loved the mattress! It was incredibly comfortable. The cabin inside had a small chair, a nightstand, filled water jug and a few other small amenities. Outdoors came with a picnic table, fire pit, outdoor lighting and private outhouse ( which we appreciated) This cabin is not tucked away like the other cabins, you are close to the hosts home, but we had full privacy from the hosts and other campers. The cabin is shaded under pine trees and some maples and it was very quiet and serene. You are also within a 20 minute drive to Banning SP or St.Croix SP. I would book again for sure.

Kaylee

September 2025

With pets

2 nights at Twin Folk Farms

Hidden Hills is the perfect off-grid escape! Darla and her husband are the kindest hosts — when we couldn’t pull up our email, they welcomed us to their home, and he personally guided us to the cabin with water, firewood, and even help with our bags. That level of hospitality made us feel so cared for from the moment we arrived. The cabin itself is cozy, clean, and thoughtfully stocked. There were tons of games to play, a coffee maker with coffee ready, and a kitchen with everything we could need: utensils, cutting boards, knives, frying pans, and even a seasoned cast-iron skillet (cooking on it was amazing — nothing stuck!). Linens were also provided, which was such a plus. There’s a little walk up and down a hill to reach the cabin, but the view and the sense of seclusion make it more than worth it. We loved relaxing with our dogs, cooking over the fire, and just enjoying the quiet beauty of the setting. We left feeling refreshed, grateful, and already planning our return. If you’re looking for peace, comfort, and thoughtful touches in a secluded setting, this is it. Highly recommend!

B

Benjamin

September 2025

With pets

2 nights at Twin Folk Farms

Hidden Hills is such a gem for a peaceful getaway! Darla and her husband are the kindest hosts — when we couldn’t get our email pulled up because of service, we went to their house and he happily showed us the way to the cabin. He had firewood and water ready for us, and even helped carry our bags in. That thoughtful hospitality set the tone for our entire stay. The cabin itself is cozy, clean, and the perfect off-grid escape. We cooked a delicious dinner over the fire — steak, caramelized onions, and foil-packet potatoes from Pepin Country Store — and it was one of the highlights of our trip. While their farm meats were unfortunately sold out during our visit, the nearby food and wine scene more than made up for it. Villa Bellezza Winery has fantastic wines and gluten-free pizza (11/10!), Cannon River Winery is a must-visit (their wines are incredible and worth joining the club), and Pepin Country Store is a fun, unique stop for produce and goods. For dining, The Wild Hare in Stillwater is a gluten-free dream. We left feeling grateful, relaxed, and already planning our return. Hidden Hills is one of those special places you’ll want to visit again and again — highly recommend!

K

September 2025

With pets

Weekend Trip to Twin Folk Farms

Staying at the cabin on Darla's land was a spectacular break from our norm and exactly what we needed! It is a bit of a walk from the parking area to the cabin itself, but truly enjoyable! (I feel like I can say that as I've had my hip replaced twice, most recently a year ago, it really is an enjoyable little hike) Inside was gorgeous, too! The ladder up to the loft area became easier to use with each use. The gas stove and oven was there for use and works well. While there may not be plumbing, the set-up she has works well, and as they say "if it ain't broke, don't fix it". The outhouse is surprisingly peaceful and the cabin toilet works as well. A delay stole a chunk of our trip but Darla graciously allowed us a later checkout for more time to explore and enjoy everything. Pets are welcome so we brought our cat, Evelyn. To ensure she was a good guest we brought her two beds, her litter box, as well as a little pop-up playpen that allows her outside with me, without having to worry about her running off (granted, at 22.5 lbs and 13 years old, she doesn't do much running around anymore) and found it unnecessary as the railing around the porch also has a wire fence around the bottom ensuring safety for pets And kids. hile we didn't get around to using them much, bikes were something we added on, as well as firewood, that definitely benefited our trip. This place is truly gorgeous and we are already hoping to book another! P.s. easy to get to even in a tiny Hyundai Elantra.

d

dawn

August 2025

With kids

1 night at The Lodge & Cabin at Eagles Roost

Bills land was fantastic. It was peaceful, beautiful, and the fishing was a bonus for my grand grandchildren.! They were incredible hosts! Thank you !!

J

Julie

August 2025

With kids

Weekend Trip to Twin Folk Farms

Great property with lots of beautiful land to explore. Was a great first “camping” experience for our kids. Cabin was cozy when we got rain, and it was awesome to have a camp toilet so we didn’t have to trek to the outhouse in a downpour! Darla and her husband were so helpful as well. Hanging in the hammock and catching toads were the favorites from our kiddos. :)

K

Kayla

August 2025

With pets

Weekend Trip to The Wooded Retreat/breakfast/spa

Huge fan of this property. From the host to the outdoor kitchen, it was a perfect stay. Im such a fan that I knew I needed to extend my reservation for another night within 5 minutes of stepping foot inside. Would’ve booked the whole week if it was possible! They packed a ton of character of into this little cabin, but somehow avoided making it tacky. It’s small, but it never once felt crammed or cluttered. I’ll absolutely be back soon. so happy it’s only about an hour from my home! Thanks for having us. Appreciate you!

R

Ryan

July 2025

Weekend Trip to The Wooded Retreat/breakfast/spa

Gorgeous setting. Quaint secluded cabins for a nice getaway retreat. Stayed there over the weekend and took day trips up to duluth, two harbors, and gooseberry falls. It was perfect for me and my girlfriend as we wanted a break from the hustle in a quiet setting.

Thomas

July 2025

With pets

3 nights at Twin Folk Farms

We had such a a great time at the cabin! With 4 adults and two dogs, we didn't feel over crowded at all. We swam in the rush river one day and had a board game day inside while it rained. So peaceful, thank you Darla! Hope to get back in the fall for some cooler temps and more fishing.

M

Matthew

June 2025

With kids

1 night at The Wooded Retreat/breakfast/spa

The land,and stay were wonderful. Very hospitable and comfortable.

B

Brian

June 2025

With pets

Weekend Trip to Twin Folk Farms

This was our second time staying at Twin Folk farms and our first time at their cabin. We absolutely loved it! The weather wasn't the best so we were happy we had the cabin. It was very cozy, clean, well appointed and our family of five and golden retriever had plenty of room to lounge and move around. The kids had a blast running around the trails exploring the area. We also ran into the host at their tent at the Red Wing Farmers Market which was pretty awesome! We picked up a rack of ribs which we grilled that night and it was amazing (she threw in a chicken foot treat for our dog who loved it). All in all it was a fantastic quick getaway and Darla is a great host. We will be back again sometime down the road!

Roxy

June 2025

With kids

Weekend Trip to Twin Folk Farms

We loved the beautiful and private cabin in the woods. The trails were a fun little adventure, and we even got to help feed the bottle lambs with Darla one morning. So fun for us city dwellers. Our 8 year old son loved the loft and I loved not having to go outside in the middle of the night to use the bathroom (thank you!). Plus, the beds were comfortable. HUGE WIN. We all had two good nights of sleep. Thank you Twin Oak Farms!

J

JayRem

June 2025

Weekend Trip to The Lodge & Cabin at Eagles Roost

The cabin was perfect—it had everything we needed right there. Bill and his wife were amazing, helpful hosts. I’d recommend this place to anyone and will definitely be coming back!