
Holiday rentals in Roosevelt
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Top-rated holiday rentals in Roosevelt
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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!

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).

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.

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.

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.

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.

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.

Lakefront Group Getaway: 4 Kings+Dock+Kayaks
Escape 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

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!

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."

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!

Nature's Getaway
Escape to Nature's Getaway, a modern guesthouse on a 180-acre farm with rolling hayfields, lush wetlands, and stunning views of a 57-acre conservation easement full of wildlife. Enjoy fresh well water, peaceful seclusion, and nature trails just off I-35—perfectly located halfway to Duluth from the Twin Cities and 15 miles from Grand Casino. Lots of parking space for snowmobile trailers, or a boat! Located a short ride from snowmobile trails (Munger Trail).
Popular amenities for Roosevelt holiday rentals
Other great holiday rentals in Roosevelt

Mille Lacs Stunning Sunset Cabin Retreat

Luxury lakefront cabin - private beach and dock!

The Cuyuna Bunkhouse - New Sauna

Sandy Beach Lake Retreat w/ Arcade + Kayaks

McCabin Smith Lake Retreat - private sandy beach

Contemporary Brainerd lakes Cabin.

Private Beach • Firepit• Kayak • Family Lake Cabin

Beautiful log cabin. Spend some time in the trees.
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