Cabins near Osceola

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Set your sights on Osceola if you want cabins with a bit of character and plenty of options—over 30 spots cater to anyone looking for a solid roof in the woods. Expect cabins with wifi, pet-friendly setups, and a real shower, not just a bucket. You’ll find places tucked near creeks, beside forest trails, and close to the St. Croix riverbanks. Average nightly rates sit around $150, but you can snag a spot for as low as $72 if you plan right. Wildlife-watching is a local specialty; it’s not uncommon to spot deer at dawn or hear barred owls once the sun drops. Fishing and swimming round out your days. If you want firsthand feedback, look to Whippletree Farm & Nature Trail (137 reviews), Good Root Growers (100 reviews), or The Wooded Retreat/breakfast/spa (89 reviews)—these cabins come up in local conversations for a reason.

94% (542)

Top-rated campgrounds

The Cedar Cabin!

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!
Pets
Potable water
Toilets
from 
$70
 / night
Went out on the kayaks to get a different perspective of the ponds. Kayaks are free to use for guests.

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!
Pets
Potable water
Toilets
from 
$101
 / night
Good Root Growers

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.
Pets
Potable water
Toilets
from 
$30
 / night
The campsite entrance is directly off of Hwy 63. There's no fire number, but the gated gravel driveway is 1/4 mile to the north of 320th Ave.  Our house is on 320th Ave, and the quarry has it's own entrance.

7. 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.
Pets
Potable water
Toilets
from 
$39
 / night
Rustic Log Cabin with Stunning View

11. 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.
Pets
Potable water
Toilets
from 
$125
 / night
Sonder Schoolhouse

13. Sonder Schoolhouse

100%
(1)
49mi from Osceola · 1 site · Lodging · Plum City, WI
Welcome to The Sonder Schoolhouse, a piece of Elmwood history dating back to 1907. Discover the art of slow-living & reconnect with nature's rhythm on the backroads in the high hills of Wisconsin's cherished Pierce County. You're a stone's throw from Nugget Lake and some of the best bass fishing, hiking & ATV trails, a scenic drive to the Mississippi Coast, Pepin, and Maiden Rock. Peace, quiet and the great outdoors await at this sweet countryside retreat. The space is a charming refuge from the city and offers the opportunity to take a step back into the simple pleasures of nature. The space maintains most of it's original character, offering high ceilings, original hardwood floors, newly renovated bathroom, and picturesque views from a light-flooded room high in the countryside. The original open-concept, featuring one large room, is equipped with an incredibly comfortable memory foam queen bed, a twin bed, and a cozy couch. The property sits on 1.5 acres, and has room for tent camping in the backyard for a small fee per additional guest. The kitchen is quaint, but fully stocked with cookware, utensils and a pantry of essentials to help you feel right at home. Wake up, grind your own local beans and savor the art of making a pour over coffee to enjoy on the front steps. The pantry is stocked with sea salt, pepper, some basic cooking herbs, local coffee beans, and herbal tea. We have a work desk with some writing supplies, colored pencils and crayons, board games, a record player with a few of our favorite records on hand, and a handpicked collection of books to cozy up and dive into. There is a brand new open-concept bathing room featuring a restored clawfoot bathtub & pedestal sink, a private restroom nook, and complete with fresh towels, body wash, shampoo, and conditioner. The linen and supplies used inside the home were selected to be easy on the environment and are free of harsh chemicals so those with sensitive skin can rest easy. We have a well on property and mound septic system, and so we are mindful of how we're maintaining the land around us with the products we use.
Potable water
Toilets
Showers
from 
$151
 / night
The Loft at Strawberry Hill Farm

14. The Loft at Strawberry Hill Farm

100%
(1)
27mi from Osceola · 1 site · Lodging · Lake St Croix Beach, MN
Welcome to comfort and relaxation! Exquisite rural setting in the river valley of the St Croix. Cozy up in this new barn apartment on our property that is close to beautiful parks and trails and many attractions and also a half hour from the twin cities. The space Designed with modern and well equipped spaces in mind, the entire second floor of the barn space is for our guests use including a full laundry room and fully equipped kitchen. For sleeping accommodations we have the main "owners" bedroom with a queen bed, the secondary bedroom has 2 twin beds. In the living room, the sofa has a pull-out queen mattress made of quality memory foam and bedding. In addition to or if preferred, we also have a Queen size double high air mattress with built in pump and also a twin double high mattress with built in pump and all bedding. The Loft at Strawberry Hill provides its guests fresh towels, linens, and many other necessities such as dish soap, dishwasher/laundry tabs, shampoo etc. Other things to note Balconies on both ends to enjoy beautiful sunrise and sunsets. Many trails for walking. Afton Alps resort and Afton State Park close by. Private fire pit and Adirondack chairs on premises for our guests outdoor use. Great restaurants in quaint downtown Hudson 8 min. away and historic Stillwater 15 min. away. For bed setup. We can sleep 6 comfortably or more depending on if the queen beds are shared. There is one queen bed in bedroom #1. Bedroom #2 has 2 twin beds. Then we have 2 nice tall inflatable mattresses with built in pumps and all needed bedding that set up in the living room. One mattress is a queen and the other is a twin. We also have a tiny home on the property if extra space is needed, please inquire! You can find it listed as "The Little House on Strawberry Hill. Please respect the spaces and clean up after yourself! We apologize but no pets are allowed.
Potable water
Toilets
Campfires
from 
$195
 / night
Wildflower Cabin On Big Wood Lake

16. Wildflower Cabin On Big Wood Lake

30mi from Osceola · 1 site · Lodging · Grantsburg, WI
A Welcoming Retreat by the Lake Nestled on the tranquil shores of Wood Lake in Grantsburg, WI, the Wildflower Cabin is a warm, nostalgic hideaway designed for lasting memories. With space for 6 guests across 2 cozy bedrooms, 4 comfortable beds, and 1 bathroom, every corner of this retreat reflects intentional design—from the soothing color palette to the curated décor that gives the cabin its signature charm and character. Comfort and Convenience, Inside & Out The cabin offers a thoughtful suite of amenities tailored for a relaxing getaway: broadband internet, essential kitchen appliances (coffee machine, full stove, microwave, refrigerator, and spices), plus comfort features like air conditioning and central heating. Families will also appreciate the added conveniences of a washing machine, clothes dryer, and hair dryer. Every amenity is designed to make your stay as seamless as it is memorable. Outdoor & Living Spaces — Refresh, Relax, Reconnect Step through the back door to discover an inviting deck and patio area, perfect for morning coffee or twilight chats. Beyond, you’ll find a fire pit for sharing stories under the stars, along with canoe and kayak racks ready for lakeside adventures.
Potable water
Toilets
Campfires
from 
$216
 / night
Hitts Wildwood Resort

17. Hitts Wildwood Resort

50mi from Osceola · 65 sites · Chetek, WI
Wildwood Resort stands out as a unique destination with a rich history dating back to 1902, originally comprising two separate resorts before merging into the charming retreat it is today. Nestled on the picturesque shores of Prairie Lake in Chetek, Wisconsin, the resort features 15 cozy cabins, three of which are available for year-round enjoyment. During the summer months, Chetek transforms into a vibrant hub, boasting delightful “mom and pop” shops and a variety of eateries and bars, many of which are accessible by water. Guests can explore six different lakes, perfect for fishing enthusiasts seeking crappie, panfish, walleye, bass, and northern pike. Water activities abound, including tubing, jet skiing, kayaking, and canoeing. The area also hosts numerous local events throughout the summer, along with a nostalgic drive-in movie theater. In winter, the resort becomes a snowy paradise, conveniently located on the snowmobile trail. Ice fishing is a popular pastime on the lakes, and visitors can partake in various winter activities nearby. Christie Mountain, a ski and tubing destination, is just a short 35-minute drive northeast. With its proximity to major cities like Minneapolis/Saint Paul, Duluth, La Crosse, and Wausau—each about two hours
Pets
Potable water
Toilets
Moon Lake Resort

18. Moon Lake Resort

29mi from Osceola · 24 sites · Clayton, WI
Nestled in the heart of rural Wisconsin, Moon Lake Resort stands out as a unique destination for outdoor enthusiasts and families seeking a memorable getaway. This serene campground offers a variety of accommodations, including private tent sites, RV spots with electric hookups, and three charming camping cabins just steps away from the lake. Guests can enjoy the small sandy beach area, perfect for both children and adults to relax and play. What truly sets Moon Lake Resort apart is its pristine lake, which features a significant portion of undeveloped shoreline dedicated to wildlife. This natural habitat provides a peaceful retreat for visitors while ensuring a tranquil atmosphere. Surrounding the lake are a limited number of homes, preserving the area's natural beauty and privacy. In addition to the stunning scenery, Moon Lake Resort is conveniently located near various outdoor activities, including hiking trails, fishing spots, and swimming holes. Local restaurants and shops are also within easy reach, making it simple to explore the charm of the surrounding community. Whether you're camping under the stars or enjoying a cabin stay, Moon Lake Resort is the perfect place to create lasting memories.
Pets
Potable water
Toilets

Set your sights on Osceola if you want cabins with a bit of character and plenty of options—over 30 spots cater to anyone looking for a solid roof in the woods. Expect cabins with wifi, pet-friendly setups, and a real shower, not just a bucket. You’ll find places tucked near creeks, beside forest trails, and close to the St. Croix riverbanks. Average nightly rates sit around $150, but you can snag a spot for as low as $72 if you plan right. Wildlife-watching is a local specialty; it’s not uncommon to spot deer at dawn or hear barred owls once the sun drops. Fishing and swimming round out your days. If you want firsthand feedback, look to Whippletree Farm & Nature Trail (137 reviews), Good Root Growers (100 reviews), or The Wooded Retreat/breakfast/spa (89 reviews)—these cabins come up in local conversations for a reason.

94% (542)

Top-rated campgrounds

The Cedar Cabin!

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!
Pets
Potable water
Toilets
from 
$70
 / night
Went out on the kayaks to get a different perspective of the ponds. Kayaks are free to use for guests.

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!
Pets
Potable water
Toilets
from 
$101
 / night
Good Root Growers

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.
Pets
Potable water
Toilets
from 
$30
 / night
The campsite entrance is directly off of Hwy 63. There's no fire number, but the gated gravel driveway is 1/4 mile to the north of 320th Ave.  Our house is on 320th Ave, and the quarry has it's own entrance.

7. 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.
Pets
Potable water
Toilets
from 
$39
 / night
Rustic Log Cabin with Stunning View

11. 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.
Pets
Potable water
Toilets
from 
$125
 / night
Sonder Schoolhouse

13. Sonder Schoolhouse

100%
(1)
49mi from Osceola · 1 site · Lodging · Plum City, WI
Welcome to The Sonder Schoolhouse, a piece of Elmwood history dating back to 1907. Discover the art of slow-living & reconnect with nature's rhythm on the backroads in the high hills of Wisconsin's cherished Pierce County. You're a stone's throw from Nugget Lake and some of the best bass fishing, hiking & ATV trails, a scenic drive to the Mississippi Coast, Pepin, and Maiden Rock. Peace, quiet and the great outdoors await at this sweet countryside retreat. The space is a charming refuge from the city and offers the opportunity to take a step back into the simple pleasures of nature. The space maintains most of it's original character, offering high ceilings, original hardwood floors, newly renovated bathroom, and picturesque views from a light-flooded room high in the countryside. The original open-concept, featuring one large room, is equipped with an incredibly comfortable memory foam queen bed, a twin bed, and a cozy couch. The property sits on 1.5 acres, and has room for tent camping in the backyard for a small fee per additional guest. The kitchen is quaint, but fully stocked with cookware, utensils and a pantry of essentials to help you feel right at home. Wake up, grind your own local beans and savor the art of making a pour over coffee to enjoy on the front steps. The pantry is stocked with sea salt, pepper, some basic cooking herbs, local coffee beans, and herbal tea. We have a work desk with some writing supplies, colored pencils and crayons, board games, a record player with a few of our favorite records on hand, and a handpicked collection of books to cozy up and dive into. There is a brand new open-concept bathing room featuring a restored clawfoot bathtub & pedestal sink, a private restroom nook, and complete with fresh towels, body wash, shampoo, and conditioner. The linen and supplies used inside the home were selected to be easy on the environment and are free of harsh chemicals so those with sensitive skin can rest easy. We have a well on property and mound septic system, and so we are mindful of how we're maintaining the land around us with the products we use.
Potable water
Toilets
Showers
from 
$151
 / night
The Loft at Strawberry Hill Farm

14. The Loft at Strawberry Hill Farm

100%
(1)
27mi from Osceola · 1 site · Lodging · Lake St Croix Beach, MN
Welcome to comfort and relaxation! Exquisite rural setting in the river valley of the St Croix. Cozy up in this new barn apartment on our property that is close to beautiful parks and trails and many attractions and also a half hour from the twin cities. The space Designed with modern and well equipped spaces in mind, the entire second floor of the barn space is for our guests use including a full laundry room and fully equipped kitchen. For sleeping accommodations we have the main "owners" bedroom with a queen bed, the secondary bedroom has 2 twin beds. In the living room, the sofa has a pull-out queen mattress made of quality memory foam and bedding. In addition to or if preferred, we also have a Queen size double high air mattress with built in pump and also a twin double high mattress with built in pump and all bedding. The Loft at Strawberry Hill provides its guests fresh towels, linens, and many other necessities such as dish soap, dishwasher/laundry tabs, shampoo etc. Other things to note Balconies on both ends to enjoy beautiful sunrise and sunsets. Many trails for walking. Afton Alps resort and Afton State Park close by. Private fire pit and Adirondack chairs on premises for our guests outdoor use. Great restaurants in quaint downtown Hudson 8 min. away and historic Stillwater 15 min. away. For bed setup. We can sleep 6 comfortably or more depending on if the queen beds are shared. There is one queen bed in bedroom #1. Bedroom #2 has 2 twin beds. Then we have 2 nice tall inflatable mattresses with built in pumps and all needed bedding that set up in the living room. One mattress is a queen and the other is a twin. We also have a tiny home on the property if extra space is needed, please inquire! You can find it listed as "The Little House on Strawberry Hill. Please respect the spaces and clean up after yourself! We apologize but no pets are allowed.
Potable water
Toilets
Campfires
from 
$195
 / night
Wildflower Cabin On Big Wood Lake

16. Wildflower Cabin On Big Wood Lake

30mi from Osceola · 1 site · Lodging · Grantsburg, WI
A Welcoming Retreat by the Lake Nestled on the tranquil shores of Wood Lake in Grantsburg, WI, the Wildflower Cabin is a warm, nostalgic hideaway designed for lasting memories. With space for 6 guests across 2 cozy bedrooms, 4 comfortable beds, and 1 bathroom, every corner of this retreat reflects intentional design—from the soothing color palette to the curated décor that gives the cabin its signature charm and character. Comfort and Convenience, Inside & Out The cabin offers a thoughtful suite of amenities tailored for a relaxing getaway: broadband internet, essential kitchen appliances (coffee machine, full stove, microwave, refrigerator, and spices), plus comfort features like air conditioning and central heating. Families will also appreciate the added conveniences of a washing machine, clothes dryer, and hair dryer. Every amenity is designed to make your stay as seamless as it is memorable. Outdoor & Living Spaces — Refresh, Relax, Reconnect Step through the back door to discover an inviting deck and patio area, perfect for morning coffee or twilight chats. Beyond, you’ll find a fire pit for sharing stories under the stars, along with canoe and kayak racks ready for lakeside adventures.
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 / night
Hitts Wildwood Resort

17. Hitts Wildwood Resort

50mi from Osceola · 65 sites · Chetek, WI
Wildwood Resort stands out as a unique destination with a rich history dating back to 1902, originally comprising two separate resorts before merging into the charming retreat it is today. Nestled on the picturesque shores of Prairie Lake in Chetek, Wisconsin, the resort features 15 cozy cabins, three of which are available for year-round enjoyment. During the summer months, Chetek transforms into a vibrant hub, boasting delightful “mom and pop” shops and a variety of eateries and bars, many of which are accessible by water. Guests can explore six different lakes, perfect for fishing enthusiasts seeking crappie, panfish, walleye, bass, and northern pike. Water activities abound, including tubing, jet skiing, kayaking, and canoeing. The area also hosts numerous local events throughout the summer, along with a nostalgic drive-in movie theater. In winter, the resort becomes a snowy paradise, conveniently located on the snowmobile trail. Ice fishing is a popular pastime on the lakes, and visitors can partake in various winter activities nearby. Christie Mountain, a ski and tubing destination, is just a short 35-minute drive northeast. With its proximity to major cities like Minneapolis/Saint Paul, Duluth, La Crosse, and Wausau—each about two hours
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Moon Lake Resort

18. Moon Lake Resort

29mi from Osceola · 24 sites · Clayton, WI
Nestled in the heart of rural Wisconsin, Moon Lake Resort stands out as a unique destination for outdoor enthusiasts and families seeking a memorable getaway. This serene campground offers a variety of accommodations, including private tent sites, RV spots with electric hookups, and three charming camping cabins just steps away from the lake. Guests can enjoy the small sandy beach area, perfect for both children and adults to relax and play. What truly sets Moon Lake Resort apart is its pristine lake, which features a significant portion of undeveloped shoreline dedicated to wildlife. This natural habitat provides a peaceful retreat for visitors while ensuring a tranquil atmosphere. Surrounding the lake are a limited number of homes, preserving the area's natural beauty and privacy. In addition to the stunning scenery, Moon Lake Resort is conveniently located near various outdoor activities, including hiking trails, fishing spots, and swimming holes. Local restaurants and shops are also within easy reach, making it simple to explore the charm of the surrounding community. Whether you're camping under the stars or enjoying a cabin stay, Moon Lake Resort is the perfect place to create lasting memories.
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Happy farmer sitting in a truck in a grassy field