Holiday houses in Roosevelt

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Top-rated holiday rentals in Roosevelt

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

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Guest favourite
A view from the deck showcases a serene lake surrounded by greenery. The water reflects the sky, while a decorative lantern hangs from a tree branch overhead. Steps lead down from the deck, with natural stone landscaping adjacent to the pathway.
Cabin in Hillman
4.95 out of 5 average rating, 20 reviews

Erskine Escape: kayak, paddle board, paddle boat+

Relax with the whole family at this peaceful 3 BD/1BA cabin on Erskine Lake! Ample fishing, swimming and other water sports steps from the deck. Sandy, shallow bottom close to shore, perfect for floating and swimming with little ones! As a bonus, you are close to multiple larger lakes (Mille Lacs, Sullivan, Platte), ATV trails, and the Casino. This house offers a full kitchen, large living area, three separate bedrooms, laundry, kids kayaks, adult kayak, paddle board, and paddle boat (included).

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Top Guest favourite
A green outdoor area is featured, showcasing two folding chairs and a small table positioned on a patterned mat. A charcoal grill is set nearby, with a potted plant enhancing the natural setting. Lush greenery surrounds the space, creating a peaceful atmosphere.
Cottage in Brainerd
4.84 out of 5 average rating, 391 reviews

Out in the country getaway

Please mind: This is a private home, it is not shared. :) Remodeled mother-in-law's house in the country beautiful area 20 acres to walk on. Restaurant and bar within walking distance less than 1 mile, great food and nice people. Lots of wildlife whether you like to fish,hunt, hike, or just sit back and take in the nature; Right on the snowmobile trails! I will also set up for special occasions w/ decorations or whatever you'd suggest; Birthdays, Valentine's, you name it! Great WiFi connection.

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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, 95 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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Top Guest favourite
Home in Brainerd
5 out of 5 average rating, 17 reviews

Treska's Trails & Lakes

Your private outdoor paradise on 5 acres, enjoy morning coffee, watching wildlife from your deck. Days conquering trails or casting for trophy fish. Evenings around the campfire under a brilliant canopy of stars. Whether hunting or just unwinding by the fire, Treska's is your perfect home base. This is your escape to nature's playground with all the comforts of home. Ideal for families, friend groups, or hunting parties seeking adventure and relaxation in the heart of Minnesota's Northwoods.

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Guest favourite
The spacious wooden deck is illuminated by string lights, creating a warm ambiance in the evening. Comfortable seating is arranged around a central table, while the entrance to the cabin is visible through large glass doors. Lush trees frame the relaxing outdoor space.
Cabin in Onamia
4.91 out of 5 average rating, 81 reviews

Honey Hole Lodge

The Honey Hole Lodge is located on Wigwam Bay on the beautiful Lake Mille Lacs. 1.5 miles from the Casino and 2 miles from the golf course. Enjoy the amazing views while swimming, boating, fishing, or sitting by the camp fire. The HH has a large dock to accommodate several boats/pontoons/jet skis. This is the perfect cabin for a large family getaway or for multiple families to relax and enjoy the beauty of the Northwoods. Water sports equipment available to rent nearby or bring your own.

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Superhost
Tiny home in Garrison
4.67 out of 5 average rating, 24 reviews

NEW! BEAR Necessities tiny home, outdoor theater!

Welcome to the "BEAR" necessities cabin with all the amenities! A tiny cabin in the middle of everything recreational, from miles of ATV trails, snowmobiling, nearby lakes and entertainment! At the end of the day experience complete relaxation at the cabin from hanging out around the pellet stove fireplace, sitting in the hot-tub and enjoying an outdoor movie under stars to cozying up inside the charming 384 sqft cabin with your loved one this is the spot for ultimate fun and relaxation!

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Top Guest favourite
The exterior of the custom-built cabin is shown, featuring a modern design with angled roofing and large glass doors. Two wooden chairs are positioned outside, complemented by a bicycle mounted on the side. The surroundings include lush greenery and gravel pathways.
Cabin in Ironton
4.99 out of 5 average rating, 102 reviews

Iron Owl 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, 116 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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Superhost
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, 296 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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Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 857 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. A manager lives on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r."

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Guest favourite
Home in Garrison
4.97 out of 5 average rating, 66 reviews

Mille Lacs Lake Home! Dock•Huge Yard• Gameroom

⭐ Contact us about special Pricing⭐ ⭐Fishing has been Amazing! Relax at our modern 3BR, 2BA home across from beautiful Mille Lacs Lake. Enjoy amazing sunrises, 250 ft of beachfront, a new dock for fishing & boating, and a huge backyard to relax or entertain. The 28×30 heated game room/garage adds year-round fun. Perfect for fishing trips or family getaways. ⭐Military, Nurses, Teachers & First Responders receive a discount — message us before booking!

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Top Guest favourite
An aerial view showcases a cozy cottage nestled among trees, with a sandy beach leading to Lake Mille Lacs. The expansive water glistens under the sun, while lush greenery frames the property, offering a tranquil atmosphere by the water's edge.
Cabin in Onamia
4.96 out of 5 average rating, 25 reviews

Mille Lacs Cozy Cabin: Sandy Beach, Dock, Casino

Escape to Sunrise Cottage right on the shores of Lake Mille Lacs! Relax on a sandy beach, cast a line after launching your boat at the public access almost next door, and unwind in a new wood-fired sauna. If the fish aren’t biting, try your luck at the casino less than a mile away. Cozy and full of “up north” magic, book this cabin quick before the much coveted summer weekends fill up! Follow us on IG! @millelacs_sunrisecottage

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Popular amenities for Roosevelt holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Crow Wing County
  5. Roosevelt