Holiday houses 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, 17 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
A designated outdoor seating area features two green folding chairs positioned around a stone fire pit. A small, light green table sits between the chairs, accompanied by a brown bowl. Lush greenery and decorative elements, such as candles, provide a serene backdrop.
Cottage in Brainerd
4.84 out of 5 average rating, 386 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
The A-frame cabin is nestled among tall trees, featuring a striking black exterior with a metal roof. A gravel path leads to the entrance, bordered by snow-dusted grounds. Outdoor seating and a fire pit can be seen, providing a tranquil setting for gatherings.
Tiny home in Brainerd
4.94 out of 5 average rating, 93 reviews

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

Top Guest favourite
A spacious living area features vaulted ceilings and large windows offering views of the surrounding greenery. A dining table with chairs occupies one side, while a cozy seating arrangement with a side table is positioned on the opposite side. Natural light enhances the inviting atmosphere.
Cottage in Brainerd
4.98 out of 5 average rating, 420 reviews

Adventure Studio

The Adventure Studio is like stepping into a treehouse that boasts stunning views and a cozy relaxing deck overlooking 200' of shoreline on a great fishing lake. Inside enjoy views from two full walls of windows, a skylight and vaulted ceilings. Well appointed kitchen for a several day stay. A fire pit, pedal boat, paddleboards, wooded acreage, a mile long nature hiking, biking trail and access to other adventures. All on a quiet tree lined road, perfect for peaceful strolls at sunset.

Guest favourite
A cozy log cabin is surrounded by vibrant greenery, with a spacious front porch showcasing wooden railings and seating. Large windows offer views of the natural landscape, while colorful flower pots accent the entrance. The roof features a distinctive triangular shape, blending harmoniously with the environment.
Cabin in Garrison
5 out of 5 average rating, 13 reviews

Lake Country Golf Cabin Retreat

Cozy Log Cabin nestled amongst the maples grants you access to everything the iconic north woods has to offer -Steps from the Tee Box on Northwood Hills Golf Course -Comfortably sleeps 10 guests -Get on the water with Mille lacs lake right next door and only a short distance to dozens of other excellent fishing lakes -Wake up and sip your coffee or grill on the large patio -Enjoy s’mores over the crackling fire -Seek out nature with local hiking, snowmobile trails and state parks near by

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, 109 reviews

Dragonfly Cabin | Near Cuyuna Recreation Area

Enjoy this design-forward 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
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, 115 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.

Guest favourite
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, 292 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.

Guest favourite
Cottage in Deerwood
4.82 out of 5 average rating, 33 reviews

Comfy MN cottage: available now for spring/summer!

Enjoy time away at our peaceful cottage on 30 acres, just 15 min E of Brainerd & 5 minutes W of Bay Lake & Garrison, close to Rutgers resort. Property is adjacent to a shallow non-recreational lake w/ a special easement for harvesting wild rice. Local activities include all-season mountain biking at Cuyuna (20 min), exploring the many local lakes, hiking, fishing, hunting, skiing, snowshoeing, visiting cute towns, etc. Families and pets welcome! Close to Brainerd Int'l Raceway.

Guest favourite
Home in Garrison
4.97 out of 5 average rating, 64 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
Cabin in Aitkin
5 out of 5 average rating, 7 reviews

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!

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, 213 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.

Popular amenities for Roosevelt holiday rentals

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