Glamping in Osceola, WI, US: 12 Best Luxury Glamping Sites 2025

United States
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Wisconsin
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Osceola

96% (994 reviews)

Popular camping styles for Osceola

Star Hosts in Osceola

12 top glamping sites near Osceola

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The Wooded Retreat/breakfast/spa

5 sites · Lodging8 acres · 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!

The Jubilee Homestead

7 sites · Lodging, RVs, Tents5 acres · Stanchfield, MN

Our family at The Jubilee Homestead is looking forward to another great camping season in 2024! This small hobby farm is where I (Esther) grew up and now my husband Joel, our four children, and my parents, are developing it into a self-supporting farmstead and event venue as we raise chickens and Nigerian dwarf goats, and grow a pick-your-own elderberry field. Our oldest son loves to plant and manage a small market garden with our campers in mind, so depending on when in the season you come, you may find some garden treasures to take home! We offer a single site for off-season and winter camping for longer visits at a discounted rate. Please reach out for more information if you're interested. What you can expect when you camp at The Jubilee Homestead: Free firewood Free 20amp electricity hookup at all sites (not enough to run A/C, plenty for everything else) Free water Free farm fresh, free-range eggs to collect yourself in the mornings plus more for sale when available. Free access to broomball court and equipment in barn loft Rustic trail around back of property about 1/4 mile long Playground Dishwashing sink Campers are welcome to enjoy The Milk Room which is our Lounge and Farm Store. You'll find self-serve coffee, hot cocoa, and other options available for purchase, including fresh garden produce when available. There is a microwave, places to sit and visit, and even a game table. Joel and I have co-authored several books (under the pen name J.E. Ribbey) which are also available in the Farm Store. We have an American post-apocalyptic thriller series and a historical fiction series for middle grade readers about the American Revolutionary War. We have a nice, fully private outdoor shower with hot water available for $2.50/shower. Guests can pay on-site via our posted QR codes or cash box. We have Nigerian dwarf goats, chickens, and geese. We also have several apple trees, cherries, and elderberries. We're also available for other events like birthday parties, intimate weddings, and group gatherings at our gazebo and/or 20ft x 40ft party tent. As a homeschooling, home business building family, there is usually a project or two always in the works to join in on if you feel so inclined or just sit back and enjoy the peace of clean air and loving goats! Several lakes in the area provide numerous options for fishing, boating, and hiking. And nothing beats those evening country road walks while agate hunting! Other area attractions include Mini golf in Cambridge, public aquatic center with water slides in Mora, and several state parks an hour or less away.

Whippletree Farm & Nature Trail

4 sites · Lodging, RVs, Tents40 acres · Lake Elmo, MN

Welcome to Whippletree! This is our sixth-generation family farm, and while it's more of a hobby farm now, it has been in continuous agricultural production since 1869! Besides tillable farm land, we are stewards of native prairie, small wooded areas, a remnant of an oak savanna and wetlands, with trails throughout. We consider this our sanctuary and enjoying sharing it with others looking for a place of retreat to connect with the natural world. Stop by for a visit!

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Cloverdale Cabins

5 sites · Lodging, RVs, Tents10 acres · 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.

Reflections- Unique Modern A Frame

1 site · Lodging4 acres · Brook Park, MN

This modern A Frame cabin was completely remodeled. Located on 4 acres of woods on a quiet gravel road, you'll love the peace and serenity. Whether you want to wander the paths, listen to the birds, or start a fire on a starry night, this is the place. Fully furnished with kitchen, full bathroom, laundry and a loft to look out at the stars from the skylights. Pull out couch on main level to comfortably sleep 4. You'll enjoy the front and back decks to hang out- drink your morning coffee, look for the owls or throw dinner on the grill. Firepit for long nights and unlimited firewood.

Meadow Cabin

2 sites · Lodging1 acre · Pine City, MN

The first time I drove up and saw the river, I knew it was a magical spot. Fishing, kayaking, swimming. Relax by the firepit, play games in the cabin. Put your feet up by the fireplace on cool evenings. Located close to Chengwatana State Forest. Kayak down to the St. Croix river.

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Pioneer Farm on Fish Lake

4 sites · Lodging, Tents14 acres · Harris, MN

Canpers! We have had a great fall season! Thank you so much! we are now moving into the colder season. we encourage tent camping for the brave! You can go snow shoe walking! This lakefront farm is a very special spiritual location. Listen to the night life in the woods and loons on the lake. Fall time- the acorns are falling:) The farm animals are gone now, but there remains a huge barn and outbuildings. Enjoy observing old time architecture! Monet tight? We are open to a refund of $20 a day for an hour for farm chores. Chores like mending fences, cutting vegetation, collecting the harvest from the earth, etc. Pay in full thru hipcamp, then we can arrange a task per interest and capabilities!! We're almost seventy now -getting harder to keep things up, ya know! need lots of oak limbs peeled off the bark:)

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Clover Bee Farm

4 sites · Lodging, RVs, Tents40 acres · Shafer, MN

We are a small family farm. From April-October we make a living on the farm and enjoy rural life. We’re very busy during these months and if you stay with us you may be able to enjoy fresh produce for purchase- we also have neighbors that sell eggs, there is a Meat shop in downtown Lindstrom and 2 miles away is Rod's Country Corner (ice cream, pizza, sandwiches, essentials). So, you could have the opportunity for some delicious camp food while staying here. It is very beautiful with much to see and do. Things to note: 1. There are black bear in the area, please keep food stowed away in your car at night and your campsite clean. 2. Storms pop-up and tents etc. are subject to wind, please be mindful of the weather and any incidents that occur are not liable to the property owners. When you arrive pull up in the driveway we will direct you to your location... and please park your vehicle close to your site. When you are tent camping this can come in handy during any inclimate weather, which can pop up randomly during the summer months. We have a rustic composting toilet for guest use. Please read the instructions on the inside before using. This is a working farm, it can be unkempt or messy- it is also mosquito forward and wood tick forward-please bring bug spray. Many of our past campers have enjoyed the scenery despite being next to a slightly trafficked road. Also, fireworks are very popular with the neighbors in the area around July 4th. Please respect our quiet time, when the sun goes down-so do we. No Smoking Marijuana or Tobacco on the farm, and no pets. Preferably no glass bottles either. ++Attractions in the area++ Ice Age Trail Wild River State Park (canoe and kayak rental available) Interstate State Park (Boat Tours, kayak and canoe rental, hiking) The water park at Wild Mountain Boat Rental: https://www.captainshawnsrental.com/ Wineries: Chateu St Croix, Wild River Winery, Dancing Dragonfly, Rustic Roots Breweries: Uncommon Loon, Trap Rock Shopping: Antiques in every town! My favorite is The Lindstrom Antique Store. Rock Shop in Taylors Falls, St Croix Falls downtown is cute too. Osceola has lots of fun treasures. Food: Juneberry Cafe, Anderson's Ice Cream Shop, Watershed Cafe in Osceola, Marketplace Grocery store, Brinks Grocery store, 3 Arrows Coffee --even though we're a rural area, there is no shortage of things to do here!--

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Good Root Growers

6 sites · Lodging, RVs, Tents30 acres · Prairie Farm, WI

- NEW 2024 - Sumac Camp and Pine Camp - Cabin Available Year Round - Campground Open May 1 - Oct 31 - Amish Bakery Fri & Sat - 15 min walk - Clear Lake Beach - 22 min drive Tucked in a valley among rolling hills just 70 miles east of St. Paul, discover a stunning sanctuary surrounded by hardwoods, pines and birch groves. Meander a walking trail system through 30 acres of woods and prairie. In 2019, all 10 acres of fields were planted as dedicated Monarch/pollinator habitat. This is a full sensory experience - flowered meadow and spectacular celestial nights with serenading hoot owls, frogs, crickets and yips of coyotes in the distance. Our chickens do their daily forage through the yard and woods. This is a birder's delight - a song bird refuge - turkey and deer being very common sightings. Our unique greenhouse and pergola are common use areas for all guests to enjoy. The pergola is a large cushioned area providing shade to read a book, charge a device, play cards, enjoy a beverage, eat a meal. Explore the greenhouse production of tomatoes, peppers, and ginger growing along with flowers and other hothouse varieties. Fill water containers, or use the large stainless steel sink (hot/cold water) and countertops to prep meals or wash up. You will also find a beverage service counter, yard games for use, and any on-farm items for sale in this area- firewood, plants, eggs and produce. Tucked discreetly behind the greenhouse is 1 of 2 drop-offs for garbage and recycling, and also 1 of 2 ultra clean port-a-potties found on property. *** We're family friendly! Adult occupancy is applied to 13 years and older. There is no occupancy charge/limit for children 12 years of age or under. *** We have 6 sites to offer. Providing a historical backdrop is our guest house - a fully restored Norwegian cabin built in 1894 (completed July 2022). Adjacent to the greenhouse is 2 RV (or tent) sites with full water and 30 amp hookups (Meadow Camp East and West). 2 additional sites accommodate RVs or tents. (Hill Camp and Sumac Camp). One of which is a very large area that is ideal for groups (Sumac Camp). Lastly, we have 1 walk-in tent site, the most private (Pine Camp), a short distance into the woods behind the greenhouse. Don't let our sleepy little town deceive you. The locals have huge hearts - are generous creatives, with ingenious businesses that spill over with hospitality. Uber local is 2 Amish businesses within a 15 minute walk - a bakery and a woodworking shop. We're happy to direct you to other local highlights: on-farm meat sales, herbal apothecary, goat milk products, home goods, local microbreweries and quilt shops to name a few. Local town events draw huge crowds with live music and fun for all ages. We are so blessed to steward this private oasis and look forward to sharing it with you!

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Stone Creek Farm

6 sites · Lodging36 acres · Taylors Falls, MN

Situated on 36 acres, this working farm is 2 miles West of Taylors Falls. Dan and Danielle bought this property with the intention of growing stone fruits (plums, peaches, apricots and cherries) using sustainable and organic practices because health and wellness matter to them! They are still in the process of improving their property. Many of the building on the property were in poor condition, including the old barn foundation which is now one of Dan and Danielle favorite places to keep cool in the summer. After they had excavated all the debris (which took years) they were able to transform it with gardens and fire pit for all to enjoy. They love sharing what they have been blessed with! They hope you enjoy their place as much as they do! Feel free to ask them to show you around or even get your hands dirty with them as they plant or harvest.

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Twin Folk Farms

3 sites · Lodging, RVs, Tents120 acres · 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.

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Camp Crimson Turtle

4 sites · Lodging, RVs, Tents8 acres · Hastings, MN

Established by naturalists in the 1920's this parcel features a waterfront cabin (currently being restored), a two acre spring fed pond that is stocked with fish, a small stream and great privacy. We have had this as our family paradise and now we are sharing it with you! We now offer a bohemian wagon if you would prefer to get up off the ground! Available at site 1. Learn more about this land: 8 acres of wooded privacy. Spring fed 2 acre pond, fishing, swimming, boating. Clothing optional if total site is rented. Extremely private. Electric available upon request for site number 2, other sites are quite far from electric hook up. New toilet facilities available!! We now have a flush toilet and exterior shower available for use onsite.

Nearby parks

Explore the area’s public lands.

94%

(9)

William O'Brien State Park

Marine On St Croix, Minnesota

Happy farmer sitting in a truck in a grassy field

Glamping near Osceola guide

Overview

If you're looking for a glamping experience near Osceola, Wisconsin, look no further than Hipcamp. With over 160 available options, you're sure to find the perfect accommodation for your outdoor adventure. For a taste of luxury in the great outdoors, check out top campsites like Stone Creek Farm (116 reviews), The Edge (101 reviews), and Dancing the Land Farm Camp (98 reviews). With amenities like pet-friendly spaces, showers, and campfires, and activities such as wind sports, wildlife watching, and biking, your glamping experience will be unforgettable. Prices start as low as $25 per night, with an average price of $75 per night. Book your glamping adventure now and get ready to enjoy the great outdoors in style!