Holiday rentals in Roosevelt

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Top-rated holiday rentals in Roosevelt

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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
4.94 out of 5 average rating, 16 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).

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, 379 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 favourite
Home in Brainerd
5 out of 5 average rating, 10 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 favourite
The kitchen is equipped with stainless steel appliances and wooden cabinetry. A large island with seating is present, complemented by a rustic dining table. Natural light streams through a large window, illuminating the space and highlighting the textured wood features and concrete flooring.
Guest house in Deerwood
4.92 out of 5 average rating, 37 reviews

Our Slice of Heaven

Enjoy time away from your busy life in our peaceful oasis. The thing that makes this place so special is that everything in it is recycled. All the doors, window's, cabinets, wood and tin is all reused. The kitchen table was once a waterbed. Almost all of the wood for framing of the walls, furniture and picture frames were all once a pallet. Even the wall boards are old discarded boards. Once you walk into this place, a certain peace overtakes you. I hope you love it here as much as we do.

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, 78 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.

Guest favourite
A welcoming living area is shown with deep brown leather chairs and a wooden coffee table. Natural light enters through large windows, highlighting the wooden accents and cabinetry in the open kitchen. A staircase with wooden railing leads to the upper level.
Cabin in Garrison
4.88 out of 5 average rating, 77 reviews

Lakefront Deck w/ Unmatched View - New Deck

Come enjoy a getaway at this spacious yet cozy cabin. With a high-rise deck overlooking Lake Mille Lacs, this property provides a beautiful view to enjoy a cup of coffee at sunrise and a relaxing beverage at sunset. In the summer, enjoy direct lake access for fishing/swimming while also taking advantage of nearby attractions such as golf courses, beaches, and ATV trails. In the winter, come set up an ice house near the cabin to bring in the walleyes or snowmobile on the lake and trails.

Superhost
Tiny home in Garrison
4.74 out of 5 average rating, 19 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 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, 114 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
4.89 out of 5 average rating, 288 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.

Top guest favourite
A serene outdoor area features a swing set and a fire pit surrounded by several chairs. The grassy space leads to the lake, where docks and boats are visible. Nearby trees provide shade, creating an inviting setting for relaxation and gatherings.
Cabin in Hillman
4.94 out of 5 average rating, 54 reviews

5 Star! Lake Life Experience-90min to metro

Lake life at its finest! A newly rebuilt cabin just feet from the clean waters of Lake Peavy. Fish off the dock or bring your boat! Enjoy ATV trails, eagles, cranes and loons every day. Great dock for easy entry for young and old. Tree diversity makes fall a special time here. Head up to Cuyuna for world class mountain biking. Fishing supplies and water toys in the garage. Camp fire and swing located right by the water. READ OUR REVIEWS and eliminate uncertainty!

Guest favourite
Home in Garrison
4.97 out of 5 average rating, 63 reviews

Mille Lacs Getaway | Dock • Game Room • Huge Yard

⭐ Contact us about special Pricing⭐ ⭐New DNR Regulations-3 Walleye Limit 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!

Guest favourite
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.

Popular amenities for Roosevelt holiday rentals

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