
Holiday houses 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!
FamilyLocationEV charging

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.
LocationFamilyOutdoor spaces

A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion
✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point
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Cuyuna Wattage Cottage. Modern, Clean, Relaxing.
Welcome to the Cuyuna Wattage Cottage! We built this ultramodern cabin to be an energy-efficient retreat for you to enjoy after biking, hiking, snowmobiling, or otherwise exploring this beautiful area. You’ll love viewing a sunrise through two story windows in the main living space or warming up by the fireplace. Located a 1/2 mile away from the Cuyuna mountain bike trail system Yawkey trails. 1/2 to the beach, 2 mi. to Crosby. It is the only house on the street, on seven acres. Great privacy!
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Adventure Studio
The Adventure Studio is like stepping into a treehouse that boasts stunning views and a cozy relaxing deck overlooking 200' of shoreline on a great fishing lake. Inside enjoy views from two full walls of windows, a skylight and vaulted ceilings. Well appointed kitchen for a several day stay. A fire pit, pedal boat, paddleboards, wooded acreage, a mile long nature hiking, biking trail and access to other adventures. All on a quiet tree lined road, perfect for peaceful strolls at sunset.
LocationFamilyBeach

The Getaway Cabin, Secluded + Boat Launch Near!
Escape to your next getaway just under two hours from the Twin Cities! Our modern cabin offers a serene escape with all the comforts of home and the charm of European architecture. Nestled in a tranquil neighborhood on Mille Lacs Lake, this spacious retreat boasts high ceilings and a sophisticated German-inspired design, perfect for families or groups of up to 9 people. -Boat launch 1 block away -Grocery store, pharmacy, shops, and restaurants within 10-minute drive -Fast WiFi for WFH
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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.
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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!
ValueLocationHot tub

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.
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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.
LocationAir conditioningView

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.
ValueFamilyBeach

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.
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Popular amenities for Lakeside holiday rentals
Other great holiday rentals in Lakeside

Red Roof Loft: Modern cabin on the Snake River
LocationSleep qualityIndoor spaces

Cozy A-frame with Sauna + Indoor Fireplace
LocationTVNearby

Lakefront on Mille Lacs | Relax, Views & Game Room
LocationFamilyIndoor spaces

Our Slice of Heaven
ValueLocationLayout

Cozy Lakefront Cabin, Beach & Private Scenic Trail
ValueFamilyAmenities

Lakefront Cabin w/ Private Beach, Hot Tub & Sauna
LocationFamilyHiking

Private Beach • Firepit• Kayak • Family Lake Cabin
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Mille Lacs Retreat | Dock, Fire Pit + Game Room
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