
Holiday rentals in Winchester Lake
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Top-rated holiday rentals in Winchester Lake
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Summer is coming! Aframe on Bass Lake~ Hot Tub, S
Welcome to your dream getaway on the shores of Bass Lake! This updated A-frame cabin is the perfect retreat for couples and families, comfortably sleeping up to 7 guests. From the moment you arrive, you’ll be surrounded by natural beauty, modern comforts, and unforgettable experiences. • Relax in the hot tub under the stars • Unwind in the barrel sauna with lake views • Roast s’mores at the firepit with swinging chairs • Watch the game in the pergola with bar & TV • Explore the lake with kayaks

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!

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!!

Cabin Retreat with Sauna, Trails and Lake Access
Escape to Piney Woods Retreat, a stunning 5-bedroom cabin nestled on 5 acres of beautiful pine forest in Ely, Minnesota. Ideal for families and groups, this retreat features a guesthouse, electric sauna for relaxation, and a cozy fire pit for evening gatherings. Enjoy trails from the cabin and nearby access to state park trails, perfect for hiking and exploring. Unwind in a peaceful setting while enjoying modern comforts. Accommodates up to 8 guests comfortably for a memorable getaway!

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.

Quiet Cottage in the Woods on the Edge of Town
This lovely cottage has woods, hiking trails, and perenial gardens right outside the door. There are ski trails a mile away and the Redhead Mountain Bike park 8 miles away. The 2 Bdrm, 2 Bath home is fully furnished and has been completely renovated. The kitchen has everything needed to dine at home. The deck provides a peaceful view of the woods; and the 3 season porch and loft den offer lovely places to relax and read. In the winter the wood stove provides a toasty ambiance.

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.

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.

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.
Popular amenities for Winchester Lake holiday rentals
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