
Holiday houses in Lakeside
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Top-rated holiday rentals in Lakeside
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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.

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)

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.

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.

Cuyuna Creek Cottage • Steps from the Trailhead
Relax and unwind in the heart of the Cuyuna Country State Recreation Area. Cuyuna Creek Cottage is a cozy, unique home nestled into 3+ acres of a woodland haven alongside a creek. Directly next to the trailhead of the Cuyuna Lakes State Trail. Less than a minute walk to the trail, which includes a world-class mountain bike trail system. Only 1/2 mile away from the new Sagamore Unit! Conveniently located between Crosby & Brainerd - there are endless amounts of things to do nearby!

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.

Pet Friendly-Secluded-Fire Pit-High Speed Internet
Solitude! Just over two hours from the cities this cabin is just far enough away to truly feel up north. Only 10 miles from Baxter, 20 miles from Crosby but a thousand miles from the rat race. This property is set on a secluded 2.5 acre plot that will provide ample opportunity to connect with nature. Relax and enjoy the solitude! Less than 10 miles away from Brainerd International Speedway and only 2.3 miles away from the Paul Bunyan Trail. TV has a Roku streaming device.

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

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

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

The Treetop Tiny House at Silvae Spiritus

#3 Suite B - Yellow

Cozy Lakefront Cabin: Sauna, Ice Fishing, Casino

Ice Fishing• Ice Road •Heated Floors• Fireplace

The Beach House Mille Lacs Lake- Private Dock

Iron Owl Cabin | Near Cuyuna Recreation Area

Cozy Lakeside Retreat with Stunning Sunset View!

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