Vacation rentals in Roosevelt

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Top-rated vacation rentals in Roosevelt

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Top guest favorite
A cozy living area features a brown sofa and a wooden coffee table at its center. A wood stove stands in the corner, providing warmth, while a large window allows natural light to fill the space, framed by wooden walls.
Cottage in Pequot Lakes
4.95 out of 5 average rating, 374 reviews

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.

Top guest favorite
The kitchen is equipped with stainless steel appliances and wooden cabinetry. A large island with seating is present, complemented by a rustic dining table. Natural light streams through a large window, illuminating the space and highlighting the textured wood features and concrete flooring.
Guesthouse in Deerwood
4.94 out of 5 average rating, 34 reviews

Our Slice of Heaven

Enjoy time away from your busy life in our peaceful oasis. The thing that makes this place so special is that everything in it is recycled. All the doors, window's, cabinets, wood and tin is all reused. The kitchen table was once a waterbed. Almost all of the wood for framing of the walls, furniture and picture frames were all once a pallet. Even the wall boards are old discarded boards. Once you walk into this place, a certain peace overtakes you. I hope you love it here as much as we do.

Guest favorite
An A-frame cabin is framed by tall trees, featuring a black metal exterior. A circular patio is surrounded by wooden posts and includes a fire pit, outdoor seating, and a propane grill. Snow covers the ground, indicating a peaceful winter setting.
Tiny home in Brainerd
4.92 out of 5 average rating, 60 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, 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 favorite
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, 104 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 favorite
The cottage's exterior is depicted with a vibrant blue facade and a distinctive architectural design. A wooden walkway connects the parking area to the front door, surrounded by trees and natural light filtering through the branches.
Cottage in Ironton
4.97 out of 5 average rating, 135 reviews

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!

Superhost
A spacious studio layout features a comfortable queen size bed with soft bedding. A 2.5 seater couch is positioned opposite a wall-mounted TV. Natural light streams through large windows, while a coffee table and a small kitchen island with seating provide functionality.
Apartment in Brainerd
4.76 out of 5 average rating, 72 reviews

Studio On Sixth St :: Downtown Brainerd

Studio on Sixth St. is an economy stay and walking distance to the heart of downtown Brainerd. The studio is in a house with 3 other units. The studio has its own outside entrance in the front of the house which leads right into the space you will be staying. There are 2 long term renters, and another 2-bedroom Airbnb upstairs (Two Bedroom on Sixth). The backyard has one available space for guests to park. * Car noise possible in relation to being downtown on the main road.

Guest favorite
A light-filled bedroom features a spacious queen bed covered in a white bedspread, alongside a trundle bed that can serve as additional sleeping space. Large windows provide views of the snowy outdoors, and soft curtains frame the scene. A small dresser is positioned against the wall.
Place to stay in Crosby
4.88 out of 5 average rating, 165 reviews

The Townie. Sleeps 6. In town. Private!

Weekly/Monthly Discounts! 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.

Guest favorite
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
4.91 out of 5 average rating, 211 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.

Guest favorite
Home in Ironton
4.95 out of 5 average rating, 41 reviews

The Cuyuna Bunkhouse

Welcome to the new listing for The Cuyuna Bunkhouse! (Although it has been a successful Airbnb for several years, as the new owners we needed to start a brand new listing.) This 768 sq ft, fully remodeled, boutique-style bunkhouse is your perfect gateway to the Cuyuna Country Recreational Area. Whether you're here to enjoy the 70+ miles of singletrack, take in the peaceful scenery, visit antique shops and more, we've got you covered.

Top guest favorite
A modern kitchen features a large island with wooden cabinetry and bar stools. Bright light fills the space, highlighting the clean lines and minimalist design. A small planter adds a touch of greenery, while the tiled backsplash complements the sleek countertop.
Cottage in Crosby
5 out of 5 average rating, 282 reviews

Metanoia Cottage

Charming and sumptuous, Metanoia Cottage is everything a retreat ought to be. This property was built in 2019 and offers all the luxuries of home, with the added benefit of a tranquil respite. Metanoia Cottage is just a few blocks from the entrance to the Cuyuna Country State Recreation Area, and only 2 minutes from downtown Crosby, where you’ll find note-worthy restaurants, cafes, artisan ice cream, antiques, and gourmet provisions.

Superhost
An outdoor deck is furnished with a spacious wooden table surrounded by comfortable chairs. Lush greenery is visible on the property, and a peaceful water view showcases the bay in the background under a cloudy sky.
Cabin in Garrison
4.8 out of 5 average rating, 10 reviews

Lykke 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.

Superhost
The exterior showcases a modern A-frame structure with unique mirrored siding reflecting the surrounding autumn foliage. A front deck provides space for seating, while large, geometric windows invite natural light. The building is positioned among serene wooded acres.
Tiny home in Brook Park
4.8 out of 5 average rating, 243 reviews

Cozy+Romantic modern A-Frame-4 acres w/fireplace

Escape to a unique, modern A-frame cabin with a stunning mirrored exterior, nestled on four private wooded acres. This tranquil, pet-friendly retreat is perfect for 2-4 guests seeking relaxation and nature. Features include a full kitchen, gas fireplace, and a cozy sleeping loft with skylights. Unwind by the firepit under the stars in this one-of-a-kind getaway.

Popular amenities for Roosevelt vacation rentals

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