Holiday houses in Lakeside

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Top-rated holiday rentals in Lakeside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 290 reviews

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!

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Top Guest favourite
A comfortable living room is accented with large windows that provide a view of the surrounding woods. Several seating options, including a sectional couch and armchairs, are arranged around a central coffee table. A small wood stove sits against the wall, contributing to a cozy atmosphere.
Guest suite in Finlayson
4.97 out of 5 average rating, 265 reviews

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.

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Guest favourite
An A-frame cabin is framed by tall trees, featuring a black metal exterior. A circular patio is surrounded by wooden posts and includes a fire pit, outdoor seating, and a propane grill. Snow covers the ground, indicating a peaceful winter setting.
Tiny home in Brainerd
4.94 out of 5 average rating, 103 reviews

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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Guest favourite
A modern kitchen and dining area features a large island with a dark countertop and a sink. Three pendant lights hang above the island, providing illumination. A dining table is visible, along with seating in the living area, and large windows allowing natural light to fill the space.
Home in Deerwood
4.93 out of 5 average rating, 190 reviews

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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Top Guest favourite
A modern cabin is surrounded by vibrant autumn foliage, showcased by the rich hues of yellow and orange leaves. The significant overhang and large circular windows are featured on the unique architectural design, with a well-kept lawn and stone borders enhancing the natural setting.
Cabin in Isle
4.95 out of 5 average rating, 43 reviews

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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Guest favourite
Cabin in Pequot Lakes
4.95 out of 5 average rating, 111 reviews

Dog Friendly Up North Private Escape

Welcome to Cabin au Nord; a Scandinavian inspired cabin near Pequot Lakes, MN perfect for your up North summer getaway. Custom designed, every detail has been thought of to promote relaxation. The cabin features one queen bedroom on the first floor, large king room with nature views on the upper level, modern kitchen, spa-like bathroom, work desk area for remote workers, living/dining area with floor to ceiling windows, and an outdoor Solo Stove. 5 mins to Pequot Lakes and 10 mins to Gull.

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Top Guest favourite
The custom-built cabin is framed by tall pines, showcasing an angled roof and a combination of gray and wood siding. A wooden seating area is visible on the patio, inviting relaxation amidst the natural surroundings.
Cabin in Ironton
4.98 out of 5 average rating, 126 reviews

Dragonfly Cabin | Near Cuyuna Recreation Area

Enjoy this design-forward 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.

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Top Guest favourite
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, 124 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.

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Guest favourite
A screened-in porch features seating with a red cushion, accent pillows, and a wooden table. Two glasses and a bottle of wine rest on the table. The surrounding windows provide views of the lush green lawn and the lake beyond.
Cabin in Isle
4.86 out of 5 average rating, 198 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!

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Guest favourite
The A-frame cabin showcases a wooden exterior with large glass doors, allowing a glimpse into the inviting interior. Surrounded by lush trees, a spacious front deck is visible, featuring outdoor seating and a propane grill, perfect for outdoor gatherings.
Cabin in Brook Park
4.9 out of 5 average rating, 307 reviews

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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Top Guest favourite
Cabin in Aitkin
5 out of 5 average rating, 33 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.

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Guest favourite
Tiny home in Crosby
4.87 out of 5 average rating, 127 reviews

Hot Tub + Sauna Tiny Pine A\ Cuyuna Matata

NEW TWO PERSON HOT TUB! Relax and unwind with your closest friends or loved ones in this newly built 500 sqft A Frame. The Tiny Pine A\\ is one of the three Cuyuna Matata Cabins on 8.5. acres overlooking the peaceful Pine River. An ideal nature getaway far enough away from town yet a short 10 minute drive to Cuyuna State Rec biking trails. Enjoy the new cedar wood barrel steam sauna and complimentary items such as snowshoes for the winter and kayaks in the summer!

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Popular amenities for Lakeside holiday rentals