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!

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!

Tree Top Lodge

Head North!! Explore all the beauty of the Northwoods and Lake Vermilion at your doorstep! Quiet location without neighbors that features expansive ridgeline views. 1/4 mile from Lake Vermilion public boat landing and on the area ATV/Snowmobile trails. You will hear loons and boats while enjoying a sunset and peace of this location. At days end enjoy a Sauna, campfire or gather at the bar on the main level. Plenty of room for parking for boat, sled trailers and an attached 2 stall garage.

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.

Grandpa’s Cabin! 3 bed/2 bath on Lake Vermilion

Grandpa's Cabin is the perfect lakeside retreat, offering ample space for trailers and trucks. A public boat launch literally right next to the driveway, you can launch your boat for a week of fishing, cruising or tubing any day of the summer. In the winter use the ice road to take your snowmobile right onto the lake trails or drive down the plowed ice road to one of Vermilions best ice fishing spots. With many other trails and golf courses near by this is a year round outdoor paradise.

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.

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!

Aurora Modern Cabin with Sauna and Fireplace

Escape to Aurora Modern Cabin, a stunning modern retreat on 22 private acres. Perfect for 4 guests, this luxe space features a loft, fast Starlink Wi-Fi for remote work, a cozy fireplace, and an electric sauna. Unwind in seclusion, watch for northern lights from the loft, and explore nearby Bear Head State Park. Your ultimate Northwoods getaway awaits! 1 dog allowed. Dog owners - read the PETS section before booking please.

Private Cabin Retreat! Sauna, Trails & Lake Access

Discover Piney Woods Retreat, a serene cabin nestled on 5 private acres of pine forest in Ely, Minnesota. Perfect for families & groups, this unique woodland escape comfortably accommodates up to 8 guests. Enjoy a private electric sauna, fire pit, and direct trail access. Experience peace and adventure near state parks, offering modern comforts in a tranquil setting. Ideal for outdoor enthusiasts seeking a memorable getaway.

Wolfe's Den Cabin | Angler Extras + Lake Toy Fleet

Lakefront cabin on legendary Lake Vermilion along scenic Wakemup Narrows. Wolfe’s Den Cabin is a classic Up North family lake cabin built by our father and uncle and completed in the 1970s as a place for fishing trips, family vacations, campfire evenings and making lifelong memories on the lake. We’re honored to continue sharing that family legacy with guests looking for an authentic Northwoods experience.