Vacation rentals in Lakeside

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Top-rated vacation rentals in Lakeside

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Top guest favorite
A cozy living area features a brown sofa and a wooden coffee table at its center. A wood stove stands in the corner, providing warmth, while a large window allows natural light to fill the space, framed by wooden walls.
Cottage in Pequot Lakes
4.95 out of 5 average rating, 375 reviews

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.

Guest favorite
A rustic tiny home is nestled among lush greenery, featuring a welcoming entrance with open windows. Wooden chairs in front create a relaxing outdoor space, surrounded by a gravel pathway and vibrant ferns, inviting guests to enjoy nature's tranquility.
Home in Pine City
4.84 out of 5 average rating, 133 reviews

Wild West tiny hotel with breakfast/spa/wifi

Escape to a nature-inspired luxury suite! One of five stays on 8 gorgeous acres at the Wooded Retreat. Our unique tiny home, designed as a wild West hotel, offers upscale accommodations in a serene wooded setting. Relax on a full-size pillow-top brass bed amidst vintage charm. Enjoy the cozy ambiance of wood floors and plush linens. Indulge in the well-equipped kitchen and rustic bathroom. Explore the private pond and unwind in nature's embrace. Year around water provided (no shower oct-april)

Top guest favorite
The cabin is illuminated softly against the night sky, surrounded by tall trees. A welcoming porch is adorned with warm lights, and lounging chairs are visible, inviting relaxation. The exterior showcases a rustic yet modern design, enhancing the peacefulness of the wooded retreat.
Cabin in Grantsburg
4.97 out of 5 average rating, 763 reviews

Wood River Retreat: Private Cabin Above the River

Extremely private wooded getaway nestled deep in the woods overlooking the Wood River, about an hour drive from the Twin Cities & 1.5 miles from the St Croix River. With many modern touches, it's still very much a cabin. Relax on the wood deck on top of the ravine or in the large screen porch. Get cozy by the wood-stove, the new sauna, fire-pit or swim in the river. Enjoy total seclusion or visit many local restaurants & parks with great hiking, biking, canoeing, kayaking, birding, and skiing.

Top guest favorite
The cabin's exterior features warm pine siding complemented by a covered porch. Two adirondack chairs sit welcomingly on the porch, flanked by trees and landscaping. The front door is painted in a bright hue, and a small plaque adorns the wall beside it.
Cabin in Long Lake Township
4.98 out of 5 average rating, 107 reviews

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.

Guest favorite
The cabin's exterior is illuminated by warm string lights, creating a cozy ambiance against a snowy backdrop. Nearby, a fire pit surrounded by wooden Adirondack chairs invites relaxation. The screened-in porch offers a secluded space to enjoy the winter scenery.
Cabin in Isle
4.85 out of 5 average rating, 185 reviews

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!

Top guest favorite
A fire pit is centered in the foreground, surrounded by stones and earth. The calm lake reflects a dusky sky, where shades of blue and orange create a serene twilight atmosphere. A wooden dock extends into the water, enhancing the tranquil scenery.
Cabin in Aitkin
4.98 out of 5 average rating, 56 reviews

Mille Lacs sugar sand retreat & ice fishing, etc.

Our cabin has been fully updated to meet the needs of our family and guests. Main floor plan is an open concept with beautiful lake views and awesome screened in porch with fire table. Every room has great views of the lake and a wrap around with plenty of space to enjoy. Our shoreline is as nice as come on the lake- great swimming and gradual slope with no weeds or rocks of any kind. Great place for a winter get away! Snowmobile right from your front yard to miles of trails near by.

Top guest favorite
Cabin in Aitkin
5 out of 5 average rating, 15 reviews

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.

Guest favorite
A green cabin is situated amidst a wooded area, featuring a wooden deck with steps leading up to the entrance. A propane tank is visible nearby, alongside an open yard space framed by trees, creating a serene outdoor environment.
Cabin in Sturgeon Lake
4.95 out of 5 average rating, 117 reviews

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.

Top guest favorite
A two-story cabin elevated on stilts is situated amidst tall trees, surrounded by a grassy area. Large windows allow natural light to filter through, while a set of stairs leads to the inviting entrance. The structure features a modern design blending with the natural environment.
Treehouse in Crosslake
4.98 out of 5 average rating, 205 reviews

Treehouse Cabin in the Heart of Crosslake

Welcome to the Treetop Cabin — a cozy, elevated getaway on 4 private acres of pines in the heart of Crosslake! Built in 2017, this two-story cabin features a great room with a fireplace, a full kitchen with stainless appliances, and comfy log furnishings. Relax on the porch, play yard games, or watch for deer and wildlife! Close to lakes, trails, shops, and restaurants. Note: 20+ stairs up to the cabin; loft stairs are steeper than standard. Crosslake STR License #123510

Top guest favorite
A serene outdoor space is showcased with a circular fire pit area surrounded by wooden chairs. The Aframe cabin stands in the background amidst lush greenery, framed by trees under a partly cloudy sky.
Place to stay in Deerwood
4.96 out of 5 average rating, 246 reviews

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

Guest favorite
A stone patio surrounds a fire ring with a crackling fire, accompanied by two chairs. A propane grill is visible nearby, and a two-story black cabin features large windows and a wooden overhang, set amidst lush greenery.
Cabin in Aitkin
4.97 out of 5 average rating, 110 reviews

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.

Guest favorite
A light-filled bedroom features a spacious queen bed covered in a white bedspread, alongside a trundle bed that can serve as additional sleeping space. Large windows provide views of the snowy outdoors, and soft curtains frame the scene. A small dresser is positioned against the wall.
Place to stay in Crosby
4.89 out of 5 average rating, 166 reviews

The Townie. Sleeps 6. In town. Private!

Weekly/Monthly Discounts! Upstairs of a 1.5 story home wich consists of 2 bedrooms, walk in closet, bathroom, and mini kitchenette, no sink. Coffee table with lift top to seat 4. There is a daybed with trundle as well as 2 queen beds. Most comfortable for 4 guests. Private entrance and front screen porch. Quiet neighborhood. Great location! 1 block from main street and short ride to bike trails. 3 blocks from Serpent Lake! Garage storage for bikes.

Popular amenities for Lakeside vacation rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Aitkin County
  5. Lakeside