
Holiday rentals in Lakeside
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Top-rated holiday rentals in Lakeside
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Wolf Creek Luxury Eco-Tiny Home on the Ridge
Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

The Gather Guesthouse at Silvae Spiritus
Nestled in the Minnesota Northwoods halfway between Minneapolis / St. Paul and the scenic North Shore of Lake Superior, this inviting guesthouse is part of a quiet nature retreat close to charming small towns, as well as Banning State Park, Willard Munger state bicycle trail, and Robinson Park (rock and ice climbing). Whether for deep relaxation, rejuvenation, a romantic getaway, or simply connecting with nature, these 30 acres provide woods, ephemeral ponds, and meadows with trails throughout.

Quiet Seclusion at Trade River Retreat Cabin
Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Quaint modern cabin set in private woodland
Escape into the forest at the Ursa Minor cabin. Built in 2017, this comfortable and tranquil getaway includes a full kitchen, bathroom with a cedar-lined shower, electric in-floor heat, a wood stove, warm pine siding throughout, and a spacious sleeping loft. A covered porch, fire pit and fully-stocked woodshed are right outside the door. Your stay includes access to more than ten kilometers of trails traversing hundreds of acres of private woodland originating steps from your door.

MilleLacs Lakeside Getaway-SAUNA-Hot Tub-Fish
The perfect getaway for any occasion! Located on 110 feet of stunning Mille Lacs Lakeshore-this private cabin will allow you to relax and enjoy all that MN has to offer no matter the season. From Fishing to ice fishing, ATV riding to snowmobiling-swimming & campfires-6-person Barrel sauna, and a Hot tub! Located between Isle and Malmo with close access to 8 restaurants and bars, boat launches, ATV/snowmobile rentals -you have it all! Boat lift at the cabin included in your stay!

Dragonfly Cabin | Near Cuyuna Recreation Area
Enjoy this custom-built cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Perched above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed by a husband-and-wife team, it sleeps four with a queen bedroom on the main level and a cozy loft. Relax on the patio or warm up by the tiny wood stove for a quiet, nature-filled getaway—close to adventure, lakes, shops, and great places to eat.

Stylle Hytte ///\ Northern Cabin Retreat
Our Nordic inspired A-Frame is known as the Stylle Hytte which is Norwegian for ‘Quiet Cabin’. Here you can take in 5 secluded acres of woods with trails winding down to the private riverfront. Only an hour north of the Twin Cities, enjoy modern conveniences like WIFI (60mbps), smart TV, complete kitchen, full bathroom, a bedroom and loft both with queen beds, a cozy living room with a real wood fireplace and an outdoor electric barrel sauna. Calendars are open 9 months in advance.

Restored Cozy 1894 School House on serene lake
Long Lake School house is nestled atop a wooded hill overlooking the shores of pristine Long Lake, this beautifully restored lake house is ready to be your home away from home. Originally built in 1894 as a one room log schoolhouse, this one-of-a-kind property has been lovingly renovated into a charming lake side oasis. Featuring original stamped tin ceilings, circle sawn pine flooring, and beautiful hand-hewn logs. You're sure to be transported back in time while staying here.

Custom Built Hilhaus Aframe //\\ Crosby, MN
Relax in style, then eat, drink and explore in historic Downtown, Crosby. Hilhaus is a brand new Aframe cabin custom built with love and ready to be shared with you. Enjoy your morning on the back deck, cozy up in the swinging hanging chair, or unwind around the fire pit out back. Perfect for a couples weekend, birthday treat, family getaway, or mountain biking retreat! Upgraded to Starlink WIFI January 2023. Stay up to date with all the latest on IG @hilhausaframe

The Escape at Deer Lake, Crosby, MN
Kick back and relax in this peaceful, stylish space. Every piece of this home is custom finished by local expert craftsmen! Enjoy all that Cuyuna country has to offer or simply unwind and enjoy the tranquility of up north living. With a spacious kitchen, master loft, custom tile rainfall shower, and cozy woodburning stove, you won't want to leave the house! Come for a couple's getaway or bring a group, there's plenty of room for all at the Escape at Deer Lake.

Quiet Lake Cottage and Cuyuna Mountain Bike Trails
Charming cottage located in the heart of Minnesota’s Up North vacationland! A relaxing retreat on one acre wooded lot, quiet 80 acre lake with no public access. Get out on the lake for a paddle with the canoe or kayak or fish from the dock, catch and release is best. Year round fun, abundant wildlife, and vivid starry skies. Located ten miles from Cuyuna Country State Recreation's excellent single track mountain bike trails and many other lakes.

Scandinavian Lake Cabin Ideal for Romantic Getaway
Peace and relaxation await at this newly-renovated lake cabin where modern amenities meet Scandinavian simplicity. With 150’ of private lakeshore on Goose Lake, it’s the perfect getaway for couples, small families, or outdoor enthusiasts. After a day of enjoying the lake, spend your evenings listening to records next to the fireplace, or enjoy a bonfire and watch the sunset while roasting S’mores. Only 1-hour from the Twin Cities.
Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Pet-Friendly Garrison Retreat

Cozy A-frame with Sauna + Indoor Fireplace

Lakeside Pines Hideaway

Cozy lake stay! Hot Tub, Firepit, Games & Kayaks

Amazing Home- Beach, Dock, Water Toys, Firepit

Private Beach • Firepit• Kayak • Family Lake Cabin

MillMann's Lodge on Dam Lake *Sauna* Pontoon Swim

Downtown Isle; a block from Lake Mille Lacs beach!
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