Holiday rentals in Winchester Lake

Backyard Glamping near Voyageurs National Park!

If you are seeking a romantic retreat, a family getaway, or a solo adventure, our newest Site#2 that we call Bear has a dry canvas Kodiak Lodge Tent. At Osprey Ridge we try for a great experience with the beauty of nature. Book your stay today and discover the magic of glamping in Orr, Minnesota! Whether or not you're an experienced camper or new to the outdoor experience, our unique glamping site offers an unforgettable retreat surrounded by abundant nature, wildlife, and outdoor hiking trails.

Stunning, off-grid Log Cabin on 40 Acres with WiFi

Reset and restore at this cozy log cabin, set on 40 acres of idyllic northern Minnesota landscape. Though connected through Starlink Internet, you are otherwise transported back in time, when things were simpler, and less chaotic. Whether you are looking for a romantic getaway, an off grid experience, or simply solitude - The Ely Log Cabin is sure to deliver an exceptional, and memorable experience. You won't want to leave this unique getaway that's just a 15 minute drive to the heart of Ely!

Glamping near The Boundary Waters & Voyageurs Park

Osprey Ridge Backyard Campground Orr’s first and most unique glamping site, where adventure awaits amidst the beauty of nature. Nestled in the heart of the Northwoods at the gateway to Voyageurs National Park, our backwoods are teeming with beauty and wildlife, offering an unforgettable experience for all our guests. Osprey Ridge Backyard Campground promises to create lasting memories for you and your loved ones. Follow the arrows up Hillcrest Drive to discover your unique home away from home!

Treetop Glamping Dome & Hot Tub - The Big Dipper

Brought to you by Voyageurs Outpost, escape to the treetops in this one-of-a-kind luxury glamping dome with private wood-fired hot tub, perched high above the forest floor with stunning views of Crane Lake. Located on the waters edge of Voyageurs National Park, this retreat offers the perfect blend of comfort, seclusion & adventure. Enjoy coffee on your private deck as the sun rises & unwind under the stars after a day of exploring the park’s waterways. PLEASE READ ALL INFO BEFORE BOOKING!

Magnificent Lake House Get Away

Leave the world behind in this serene, rustic yet elegant space. Set in the north woods of Minnesota on one of the nation's most treasured lakes. Lake Vermilion covers 61 square miles of scenic small and large bays. Find abundant indoor and outdoor splendor with peaceful spaces or fun lakes and activities. Perfect for fishing, swimming, and boating in the summer; hiking, skiing, and snowshoeing in a winter wonderland of pure white snow. Fantastic restaurants nearby and small-town appeal.

Wilderness Couples Retreat

The Looney Uncle Suite offers all the comforts of home with the peacefulness of the Northwoods! This suite is located high on a ridge just off Lake Vermilion, next to the ATV/UTV trail and 1/4 mile from Head-o-Lakes Public Boat Landing. New with full kitchen , kingsize bed, outside outlets, covered private deck with grill. fully furnished living room , WiFI , washer dryer combo, dish washer, full size fridge, best of all TRAIL SIDE LODGING ride ATV/Snowmobile right from your front door!!

Cozy Lakefront Hideaway - Stunning Sunset Views!

Cozy Lake Vermilion retreat with 1BR main cabin (queen bed, futon), 1/2 bath, full kitchen, A/C, Wi-Fi, and deck with lake views. Lakeside bunkhouse has bunk bed and couch. Enjoy a new dock, kayak, fire pit, lakeside fireplace, sauna with shower/bathroom, and gas grill. Centrally located with stunning sunset views—perfect for relaxing, fishing, or exploring. ***NOTICE*** A 3% management fee per stay will be added as of October 1, 2025 to cover the new Lake Vermilion Area lodging tax.

The Wandering Moose -Cabin Getaway, with Sauna!

This cabin was built for family gatherings and a recreational retreat and has been in the family for years. We offer a place to sleep 4 with a pull-out couch, full kitchen, bar area, dining table and a small bathroom with a shower and sink. We also have an outside hydrant to rinse off your equipment or clean your fish and game. Be on the lookout for Moose, Deer, Bear, Fox, Grouse, and many of birds and listen for an occasional Timber Wolf in the night. Trailer parking is onsite.

Rustic cabin -Pontoon Available for Rent-

The cabin is located on 3 acres with two other cabins that are rentals and a home that we live in. There are three large docks with boat parking and power. It is about 25 steps down to the lake, we do not recommend staying here if you have mobility issues. There is a private fire pit just for this cabin as well as a shared fire pit at the beach. The cabin is almost 100 years old and rustic. We have made many updates such as the kitchen, bath, electric, etc.

Island Cabin in Orr MN

Enjoy your own private island on beautiful Pelican Lake in Orr, Minnesota! This 2 bedroom cabin, pull out sofa + bunkhouse accommodates up to 8 guests. The cabin also offers an Amazon Fire Stick, smart TV in the bunkhouse, interior and exterior surround sound system, fireplace, propane grill, wood fired hot tub, kayak, paddle board, fish cleaning station and much more! Enjoy the beauty of Northern Minnesota, in our cozy island cabin!

Eagle's Nest - Your remote wilderness getaway!

Let this stunning vacation rental help you to disconnect from the stress of your everyday life! Enjoy your morning coffee on our expansive deck with sweeping panoramic views of Lake Vermilion. Water access is a quick climb down approximately 100 stairs, where the serene Black Bay is the perfect location for paddle boarding, kayaking and fishing. At the end of the day you can unwind in the sauna and watch the spectacular sunsets!

Facowie Lodge - Loon

Facowie Lodge - Grand & Loon Facowie Lodge is a wilderness retreat is located just Northwest of Buyck right off the main thoroughfare of Crane Lake Road approximately 5 miles before the town of Crane Lake. This two-unit home is beautifully situated over a small tranquil lake called Kabustassa right across from Echo Lake. The lodge is set up for accommodations for the outdoor enthusiast, family vacations or business retreats.