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Vacation rentals in Roosevelt

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Top-rated vacation rentals in Roosevelt

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

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Top guest favorite
A kitchen view showcases a modern gas stove, complemented by warm wooden cabinetry. Beyond, an open-concept living area is visible, featuring a dining table surrounded by black chairs and a cozy seating arrangement with large windows that invite natural light.
Cabin in Garrison
5 out of 5 average rating, 30 reviews

Private 5 Star Year Round Cabin on Lake Mille Lacs

Escape to our family-friendly cabin on the west side of Mille Lacs Lake, just 90 minutes from the Twin Cities. Nestled in a peaceful harbor off St. Albans Bay, this private retreat offers stunning lake views and easy access to fishing, watersports, hiking, snowmobiling, and more—perfect for any season. Arrangement Driveway 4 Bedrooms (K,Q,Q,Q,T,T) 3 Bathroom Spacious dinning area Huge yard Garage games (Darts, Ping Pong, Fooseball) Check out our reviews and feel free to message with questions!

Guest favorite
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, 21 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).

Guest favorite
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, 392 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.

Guest favorite
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

Top guest favorite
Home in Brainerd
5 out of 5 average rating, 18 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.

Guest favorite
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, 82 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.

Top guest favorite
A cozy log cabin is surrounded by vibrant greenery, with a spacious front porch showcasing wooden railings and seating. Large windows offer views of the natural landscape, while colorful flower pots accent the entrance. The roof features a distinctive triangular shape, blending harmoniously with the environment.
Cabin in Garrison
5 out of 5 average rating, 15 reviews

Lake Country Golf Cabin Retreat

Cozy Log Cabin nestled amongst the maples grants you access to everything the iconic north woods has to offer -Steps from the Tee Box on Northwood Hills Golf Course -Comfortably sleeps 10 guests -Get on the water with Mille lacs lake right next door and only a short distance to dozens of other excellent fishing lakes -Wake up and sip your coffee or grill on the large patio -Enjoy s’mores over the crackling fire -Seek out nature with local hiking, snowmobile trails and state parks near by

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!

Top guest favorite
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
4.97 out of 5 average rating, 116 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.

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, 117 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.

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, 297 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.

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

Mille Lacs Lake Getaway! Dock•Huge Yard•Game Room

⭐ 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!

Popular amenities for Roosevelt vacation rentals

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