Vacation rentals in Roosevelt

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Top-rated vacation 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).

Guest favourite
The cabin features a log exterior with a steeply pitched roof, accented by wooden beams. An American flag hangs prominently from the front. A spacious porch with seating is visible, framed by tall trees and a clear blue sky.
Cabin in Garrison
5 out of 5 average rating, 10 reviews

Pet-Friendly Garrison Retreat

Escape to the beauty of Garrison at this 3-bedroom, 2-bath cabin, perfectly situated near the scenic Northwoods Golf Course and just minutes from Mille Lacs Lake. Surrounded by peaceful woods and endless trails, this cozy retreat offers access to a wide array of outdoor adventures. Spend your days exploring Mille Lacs Lake, hiking the trails of Cuyuna Country State Recreation Area, or testing your luck at the Grand Casino. Afterward, unwind by the fireplace in the cabin’s inviting living area.

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, 77 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, 76 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.

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, 113 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.

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
4.97 out of 5 average rating, 101 reviews

Dragonfly Cabin | Near Cuyuna Recreation Area

Enjoy this custom-built 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 favourite
A spacious living area showcases high ceilings with wooden beams and large windows offering views of the lake. An inviting seating arrangement is arranged around a coffee table, with a dining table for ten featured alongside. A stone fireplace adds warmth to the open space.
Home in Brainerd
4.99 out of 5 average rating, 137 reviews

Lakeside Escape: 4 Kings•Rm4Grps•HotTub•Kayaks

Retreat to Leisure Lodge, 2 hrs from MSP or Fargo: • 4 king beds, 4 Twin XLs, pullout queen, portable crib • 3 baths (one on each level) • Fully stocked kitchen w/ indoor & outdoor dining for 10+ • Spacious year-round home with indoor garage parking, not a seasonal cabin • Hot tub + fire pit w/ wood provided • Paddleboat, kayaks, lake toys & nearby trails • Cozy gas fireplace & crisp lake views • 130+ five ⭐️ reviews, family-owned/operated •Seasonal dock late spring into the fall

Guest favourite
A lakeside deck is featured with comfortable seating, including lounge chairs and a dining table. A grill is positioned nearby, surrounded by lush greenery. A beautiful view of the lake and docks is visible, offering a serene outdoor space for gatherings.
Home in Garrison
5 out of 5 average rating, 32 reviews

Tons of Games! 4 Person Boat, Kayaks, Great Bay!

Check out the onsite rentals below! Experience an east coast flavor up north in the Cove on Mille Lacs Lake. This newly remodeled lake home is above average in its quality and furnishings! The home sits on one of the best swimming and fishing bays on the west side of the lake and features a downstairs family room, fish cleaning station, and a private dock! There are a ton of games, kayaks, and amenities with this property! The owners are adding a four person paddle boat!

Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 847 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."

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
The serene lake reflects a cottage surrounded by lush greenery and tall trees. The calm water showcases mirrored images of the landscape, enhancing the tranquil setting. A seating area is visible near the water's edge, inviting relaxation in nature.
Cottage in Deerwood
4.92 out of 5 average rating, 212 reviews

Quiet Lake Cottage and Cuyuna Mountain Bike Trails

Charming cottage located in the heart of Minnesota’s Up North vacationland! A relaxing retreat on one acre wooded lot, quiet 80 acre lake with no public access. Get out on the lake for a paddle with the canoe or kayak or fish from the dock, catch and release is best. Year round fun, abundant wildlife, and vivid starry skies. Located ten miles from Cuyuna Country State Recreation's excellent single track mountain bike trails and many other lakes.

Top guest favourite
A serene outdoor space features a manicured lawn by the lake, with wooden steps leading up to the cabin. Cozy seating areas are arranged in a circle around a fire pit. Trees provide natural shade, while the sun sets over the water in the background.
Cabin in Harris
4.99 out of 5 average rating, 169 reviews

Scandinavian Lake Cabin Ideal for Romantic Getaway

Peace and relaxation await at this newly-renovated lake cabin where modern amenities meet Scandinavian simplicity. With 150’ of private lakeshore on Goose Lake, it’s the perfect getaway for couples, small families, or outdoor enthusiasts. After a day of enjoying the lake, spend your evenings listening to records next to the fireplace, or enjoy a bonfire and watch the sunset while roasting S’mores. Only 1-hour from the Twin Cities.

Popular amenities for Roosevelt vacation rentals

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  2. United States
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  4. Crow Wing County
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