
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.

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

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.

Luxury lakefront cabin - private beach and dock!
Welcome to your private lakeside retreat. This 2 bed, 2 bath luxury cabin offers the perfect balance of upscale comfort and natural beauty. With 200 ft of private shoreline, you’ll enjoy a front-row seat to peaceful water views and endless outdoor activities. The private beach and dock is perfect to fish, lounge or launch the included kayaks. Quiet seclusion on the lake while still being close to town. Just 10 minutes from downtown Crosby and the trails and 15 minutes from downtown Crosslake.

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.

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!

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.

Custom Built Aframe | Dog Friendly
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

Lakefront on Mille Lacs | Relax, Views & Game Room
🌊 Your Mille Lacs Lakefront Retreat Awaits! ✨ Enjoy panoramic lake views from this beautifully designed lakefront cabin with new furnishings and a bright sunroom 🌅 🛋️ Living space with futons and water views 🍽️ Dine overlooking the lake 🍳 Full Kitchen 🛶 Lake gear included 🕯️ Comfortable space for cozy evenings 🚤 Private dock plus 100 ft of sandy beach shoreline for walking, fun, and fishing. Perfect for relaxation and adventure right on the lake!
Popular amenities for Roosevelt holiday rentals
Other great holiday rentals in Roosevelt

NEW Cabin | Sauna, Hot Tub, 40+ Acres & Beach

The Woodlands of the Shire in the Woods

Quiet Country Getaway w/ Scenic Trails ~ Sleeps 4

Cozy Woman Lake Woodland Cabin

Comfy MN cottage: available now for spring/summer!

Mille Lacs Cozy Cabin: Sandy Beach, Dock, Casino

Cozy lake stay! Hot Tub, Firepit, Games & Kayaks

Relaxing Lakefront Getaway | Private Sandy Beach
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