Holiday rentals in Roosevelt

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).

Private Cottage w/Queen Bed + Lakes, golfing, etc.

Beautiful, cozy cottage located on owner's property. Surrounded by lakes (however not on one), world-class golf, towering pine trees and amazing restaurants and shopping. You will have the cottage to yourself. There is a private bedroom with a queen bed, also a full bath. The living room sofa pulls out to sleep two more. We are walking distance to Pequot Lakes, and just a 10 minute drive to Breezy Point or Nisswa for an amazing shopping experience. We welcome friendly, fully vetted dogs.

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!

Cozy Modern Cabin | Loon Overlook

Escape to this unique getaway and enjoy views of Bass Lake and a small pond that surrounds the property. This modern cabin sits up high on a hill and overlooks the water. Surrounded by nature, you will get a true sense of serenity. Catch the lovely sunrise in the morning. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. Not to mention, a full kitchen, bathroom, and cozy breakfast nook. Kick back and relax in this calm, minimalist space.

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.

Cuyuna Creek Cottage • Steps from the Trailhead

Relax and unwind in the heart of the Cuyuna Country State Recreation Area. Cuyuna Creek Cottage is a cozy, unique home nestled into 3+ acres of a woodland haven alongside a creek. Directly next to the trailhead of the Cuyuna Lakes State Trail. Less than a minute walk to the trail, which includes a world-class mountain bike trail system. Only 1/2 mile away from the new Sagamore Unit! Conveniently located between Crosby & Brainerd - there are endless amounts of things to do nearby!

Treehouse Cabin in the Heart of Crosslake

Welcome to the Treetop Cabin — a cozy, elevated getaway on 4 private acres of pines in the heart of Crosslake! Built in 2017, this two-story cabin features a great room with a fireplace, a full kitchen with stainless appliances, and comfy log furnishings. Relax on the porch, play yard games, or watch for deer and wildlife! Close to lakes, trails, shops, and restaurants. Note: 20+ stairs up to the cabin; loft stairs are steeper than standard. Crosslake STR License #123510

Custom Built Hilhaus Aframe //\\ Crosby, MN

Relax in style, then eat, drink and explore in historic Downtown, Crosby. Hilhaus is a brand new Aframe cabin custom built with love and ready to be shared with you. Enjoy your morning on the back deck, cozy up in the swinging hanging chair, or unwind around the fire pit out back. Perfect for a couples weekend, birthday treat, family getaway, or mountain biking retreat! Upgraded to Starlink WIFI January 2023. Stay up to date with all the latest on IG @hilhausaframe

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!

The Townie. Sleeps up to 6. In town. Private!

Roomier than a hotel suite! Upstairs of a 1.5 story home wich consists of 2 bedrooms, walk in closet, bathroom, and mini kitchenette, no sink. Coffee table with lift top to seat 4. There is a daybed with trundle as well as 2 queen beds. Most comfortable for 4 guests. Private entrance and front screen porch. Quiet neighborhood. Great location! 1 block from main street and short ride to bike trails. 3 blocks from Serpent Lake! Garage storage for bikes.

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.

Luck House - Lakefront Mille Lacs Lake

This is a shoreline property! Welcome to Lykke (luh-kah) House, a serene 3bed 2bath walkout on Wigwam Bay! Lykke is a Danish noun describing a mental state of well-being. So come & rest, allow lykke to melt away the stressors of life. Take some kayaks out in the bay, sip coffee in the sunroom overlooking the water, visit the casino to (hopefully) win big, or roll down to the best bar in town for some pool and vast lake views.