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Compare 30 Resorts in Osage with updated reviews, rates, and availability.

PROMO 21% WEEKLY AND MONTHLY DISCOUNT. Lake Front Home with Resort Amenities
Can sleep three in living room
PROMO 21% WEEKLY AND MONTHLY DISCOUNT. Lake Front Home with Resort Amenities
10.0 out of 10, Exceptional, (5)
"The cabin was nice and the location was great! The lake has good fishing. The kids enjoyed the kayaks, tennis and ping pong. There is no WiFi, so tell the kids to go outside 😊"
PROMO 21% WEEKLY AND MONTHLY DISCOUNT. Lake Front Home with Resort Amenities
East Crooked Lake Cabin 3
Exterior detail
East Crooked Lake Cabin 3
10.0 out of 10, Exceptional, (5)
"😃"
East Crooked Lake Cabin 3
East Crooked Lake Homestead Cabin
Terrace/patio
East Crooked Lake Homestead Cabin
East Crooked Lake Homestead Cabin
East Crooked Lake Cabin 6
Exterior
East Crooked Lake Cabin 6
10.0 out of 10, Exceptional, (3)
"LOVE!! Such an amazing place and people. Super friendly. Loved the environment. The kids had an amazing time."
East Crooked Lake Cabin 6
East Crooked Lake Cabin 5
Outdoor dining
East Crooked Lake Cabin 5
10.0 out of 10, Exceptional, (1)
"Thanks for all your help during our visit. Even raiding your pantry! Tom and Kelly "
East Crooked Lake Cabin 5
East Crooked Lake Cabin 1
Exterior
East Crooked Lake Cabin 1
East Crooked Lake Cabin 1
East Crooked Lake Front Cabin 2
Exterior detail
East Crooked Lake Front Cabin 2
8.0 out of 10, Very Good, (2)
"The property was great and our hosts were very accomodating. Thanks for an awesome stay!"
East Crooked Lake Front Cabin 2
East Crooked Lake Cabin 4
Exterior
East Crooked Lake Cabin 4
10.0 out of 10, Exceptional, (1)
"Lake is super clean! The area is amazingly beautiful. Boat rental awesome too. Kid friendly. Short distance to other place and events. Owners are wonderful. Highly recommended"
East Crooked Lake Cabin 4
Cabin 3 | Afterglow
Cabin 3
Cabin 3 | Afterglow
Cabin 3 | Afterglow
Cabin 5 | Heartland
Cabin 5
Cabin 5 | Heartland
8.0 out of 10, Very Good, (1)
"We stayed 2 nights off-season so didn't really use the beach area - it looked nice. It was pleasant sitting by the lake - no bugs. The kitchen was adequately supplied and the table and chairs were perfect for the 4 of us. The beds were OK."
Cabin 5 | Heartland
Cabin 8 | Northwoods
Cabin 8
Cabin 8 | Northwoods
10.0 out of 10, Exceptional, (1)
"Lots of things to do and easily can have boat there."
Cabin 8 | Northwoods
Lakeside Villa #17 Beautiful 3BR 3BA Timberlane Resort/Bear's Den Golf Course
Bedroom balcony view of Long Lake!
Lakeside Villa #17 Beautiful 3BR 3BA Timberlane Resort/Bear's Den Golf Course
10.0 out of 10, Exceptional, (1)
"Very comfortable stay for a group of 9."
Lakeside Villa #17 Beautiful 3BR 3BA Timberlane Resort/Bear's Den Golf Course
Cabin #5 Beautiful Long Lake 3BR 2BA Timberlane Resort/Bear's Den Golf Course
Cabin Exterior
Cabin #5 Beautiful Long Lake 3BR 2BA Timberlane Resort/Bear's Den Golf Course
Cabin #5 Beautiful Long Lake 3BR 2BA Timberlane Resort/Bear's Den Golf Course
Lakeside Villa #14 Beautiful 3BR 3BA Timberlane Resort/Bear's Den Golf Course
Bedroom balcony view of Long Lake!
Lakeside Villa #14 Beautiful 3BR 3BA Timberlane Resort/Bear's Den Golf Course
8.0 out of 10, Very Good, (1)
Lakeside Villa #14 Beautiful 3BR 3BA Timberlane Resort/Bear's Den Golf Course
Lakeside Villa #16 Beautiful 4BR 3BA Timberlane Resort/Bear's Den Golf Course
Villa #16 Entrance
Lakeside Villa #16 Beautiful 4BR 3BA Timberlane Resort/Bear's Den Golf Course
10.0 out of 10, Exceptional, (1)
"This was an excellent location. The lake is fantastic. The villa was well equipped and extremely well positioned by the lake. We rented the boat as well and it was fantastic. Owners were always available and responsive. "
Lakeside Villa #16 Beautiful 4BR 3BA Timberlane Resort/Bear's Den Golf Course
Pinestone Villa #19 Beautiful 4BR 4BA Timberlane Resort/Bear's Den Golf Course
Balcony facing beautiful Long Lake!
Pinestone Villa #19 Beautiful 4BR 4BA Timberlane Resort/Bear's Den Golf Course
10.0 out of 10, Exceptional, (1)
"Had an awesome time there, will definitely stay here again. Highly recommended. "
Pinestone Villa #19 Beautiful 4BR 4BA Timberlane Resort/Bear's Den Golf Course
Lakeside Villa #15 Beautiful 4BR 3BA Timberlane Resort/Bear's Den Golf Course
Bedroom balcony view of Long Lake!
Lakeside Villa #15 Beautiful 4BR 3BA Timberlane Resort/Bear's Den Golf Course
Lakeside Villa #15 Beautiful 4BR 3BA Timberlane Resort/Bear's Den Golf Course
Cabin #9 Beautiful Long Lake 2BR 1BA Timberlane Resort/Bear's Den Golf Course
Cabin Exterior
Cabin #9 Beautiful Long Lake 2BR 1BA Timberlane Resort/Bear's Den Golf Course
Cabin #9 Beautiful Long Lake 2BR 1BA Timberlane Resort/Bear's Den Golf Course
Cabin 6 | Voyageur
Cabin 6
Cabin 6 | Voyageur
Cabin 6 | Voyageur
Cabin 2 | Headwater
Cabin 2 | Headwater
Cabin 2 | Headwater
Cabin 2 | Headwater
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Osage

Jack Pines Resort
Property grounds
Jack Pines Resort
3.5 star property
9.8 out of 10, Exceptional, (31)
"Great weekend getaway to see the fall colors. Fun, trendy, outdoor environment at the resort! We are definitely going back!"
Jack Pines Resort
Quiet Shell River Cabin with Sauna
Kitchen
Quiet Shell River Cabin with Sauna
10.0 out of 10, Exceptional, (52)
"We had a great time, just what we needed and a perfect little cabin!"
Quiet Shell River Cabin with Sauna
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!
Room with a view
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!
9.6 out of 10, Exceptional, (66)
"This is the 2nd time we have stayed here. The last time was about 2 years ago. The owners added a better summer heating & cooling unit. Normally you would think we would have needed the air conditioning, but needed the heat instead. Really enjoyed our stay and will come here again."
Updated 2BR, 5.5 acre gem with vista view of Straight Lake!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can I expect from a resort vacation in Osage?
Longing for a relaxing escape? Indulge in the comforts of a resort, where you can find everything you need for your stay from convenient food and drink options to entertainment and shopping. Browse the resorts in the area and discover the one that’s best for you, whether you envision yourself kicking back in a suite with stunning views or checking out the on-site boutiques.
What's the best resort in Osage?
Our highest-rated resorts around Osage: PROMO 21% WEEKLY AND MONTHLY DISCOUNT. Lake Front Home with Resort Amenities - Family-friendly resort. 16.3 mi (26.2 km) from Osage. Features a garden. East Crooked Lake Cabin 3 - 21.2 mi (34.1 km) from Osage. East Crooked Lake Homestead Cabin - 21.2 mi (34.1 km) from Osage. Enjoy the beach sun loungers and garden. East Crooked Lake Cabin 6 - 21.2 mi (34.1 km) from Osage. Amenities include a garden. East Crooked Lake Cabin 5 - 21.2 mi (34.1 km) from Osage. Access to a garden.
What can I do in Osage?
If you’re interested in local sights, Itasca State Park, Two Inlets State Forest, and Red Bridge Park are some places to visit nearby. Other attractions in the area include Skoe Park and Tamarac National Wildlife Refuge.
What's the weather like in Osage?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 16°F. Average annual precipitation for Osage is 31 inches.