
Vacation rentals in Lakeside
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Top-rated vacation rentals in Lakeside
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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.

Private Cottage w/Queen Bed + Lakes, golfing, etc.
Beautiful, cozy cottage located on owner's property. Surrounded by lakes (however not on one), world-class golf, towering pine trees and amazing restaurants and shopping. You will have the cottage to yourself. There is a private bedroom with a queen bed, also a full bath. The living room sofa pulls out to sleep two more. We are walking distance to Pequot Lakes, and just a 10 minute drive to Breezy Point or Nisswa for an amazing shopping experience. We welcome friendly, fully vetted dogs.

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!

Snowshoe Creek & Little Wood Lake Tiny House
New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Sturgeon Lake Studio
Cozy dog friendly studio cabin to get away from it all! Situated on a half acre that also has RV hookups for those that want to park a camper. There are several lakes close by with boat and water access. Tons of hiking and exploring opportunities at Banning State Park, Moose Lake State Park and Jay Cooke State Park. Also in close proximity to ATV/biking/snowmobile trails including the Soo line and General Andrews. 15 minute drive to Moose Lake. And less than an hour from Duluth.

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.

Cozy Modern Cabin | Loon Overlook
Escape to this unique getaway and enjoy views of Bass Lake and a small pond that surrounds the property. This modern cabin sits up high on a hill and overlooks the water. Surrounded by nature, you will get a true sense of serenity. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. We have a firepit, chairs, and a BBQ grill for guest use. Kick back and relax in this calm, stylish space.

Metanoia Cottage
Charming and sumptuous, Metanoia Cottage is everything a retreat ought to be. This property was built in 2019 and offers all the luxuries of home, with the added benefit of a tranquil respite. Metanoia Cottage is just a few blocks from the entrance to the Cuyuna Country State Recreation Area, and only 2 minutes from downtown Crosby, where you’ll find note-worthy restaurants, cafes, artisan ice cream, antiques, and gourmet provisions.

Mille Lacs Stunning Sunset Cabin Retreat
This home offers perfect sunsets and views of Lake Mille Lacs. This home away from home is a 1 level home that is perfect for relaxing by the lake. It offers 99 ft. of lake shore, deeded access to a private harbor and boat dock. It comes with Wifi 6 and a home office. The home features custom brick, lakeside patio, and well landscaped yard. It comes with an insulated 3 car garage. This home can sleep up to 4 guests comfortably.
Popular amenities for Lakeside vacation rentals
Other great vacation rentals in Lakeside

The Cuyuna Bunkhouse

Cozy lakeside retreat on Thousand Lakes

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Trail Head Retreat ready for winter adventure!

Winter Escape | Walk to Town & Trails | Hospital

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

Honey Hole Lodge

Trailside Time Two
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