Holiday rentals in Roosevelt

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Top-rated holiday rentals in Roosevelt

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Top guest favourite
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, 375 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 favourite
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.
Guest house 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 favourite
A welcoming living area is shown with deep brown leather chairs and a wooden coffee table. Natural light enters through large windows, highlighting the wooden accents and cabinetry in the open kitchen. A staircase with wooden railing leads to the upper level.
Cabin in Garrison
4.88 out of 5 average rating, 73 reviews

Lakefront Deck w/ Unmatched View - New Deck

Come enjoy a getaway at this spacious yet cozy cabin. With a high-rise deck overlooking Lake Mille Lacs, this property provides a beautiful view to enjoy a cup of coffee at sunrise and a relaxing beverage at sunset. In the summer, enjoy direct lake access for fishing/swimming while also taking advantage of nearby attractions such as golf courses, beaches, and ATV trails. In the winter, come set up an ice house near the cabin to bring in the walleyes or snowmobile on the lake and trails.

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, 105 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.

Superhost
The cabin exterior showcases a single-story structure with a combination of light-colored siding and a dark shingled roof. Large windows are framed in black, allowing natural light to brighten the interior. Surrounding greenery adds to the secluded atmosphere, with a small shed visible to the right.
Cabin in Brainerd
4.87 out of 5 average rating, 128 reviews

Pet Friendly-Secluded-Fire Pit-High Speed Internet

Solitude! Just over two hours from the cities this cabin is just far enough away to truly feel up north. Only 10 miles from Baxter, 20 miles from Crosby but a thousand miles from the rat race. This property is set on a secluded 2.5 acre plot that will provide ample opportunity to connect with nature. Relax and enjoy the solitude! Less than 10 miles away from Brainerd International Speedway and only 2.3 miles away from the Paul Bunyan Trail. TV has a Roku streaming device.

Top guest favourite
A serene outdoor space is showcased with a circular fire pit area surrounded by wooden chairs. The Aframe cabin stands in the background amidst lush greenery, framed by trees under a partly cloudy sky.
Place to stay in Deerwood
4.96 out of 5 average rating, 246 reviews

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

Guest favourite
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 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
4.91 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.

Top guest favourite
A modern cabin exterior is framed by vibrant autumn foliage. Two chairs sit on the patio, inviting relaxation, while large windows reflect the surrounding nature. A BBQ grill is positioned nearby, enhancing the outdoor experience.
Cabin in Merrifield
4.98 out of 5 average rating, 247 reviews

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. Inside, the space comfortably sleeps 3 with one private queen bedroom and a daybed in the main area. We have a firepit, chairs, and a BBQ grill for guest use. Kick back and relax in this calm, stylish space.

Top guest favourite
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
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, 245 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.

Top guest favourite
A spacious studio apartment features a cozy bed with soft linens, accompanied by a vibrant wall mural depicting mountains. A comfortable couch and a coffee table are positioned on a patterned rug. A television stand is present, providing entertainment options for guests.
Flat in Crosby
4.86 out of 5 average rating, 216 reviews

In-town Private Studio Apartment-Cuyuna Convenient

Enjoy easy access to everything the Cuyuna Lakes has to offer from this perfectly located home base in Crosby! *disclaimer!!!! The mountain bike trails close for rifle hunting season starting 11/8/24. Follow Cuyuna Mountain Bike Crew on social media to keep up on current trail closures/conditions. Thank you!

Popular amenities for Roosevelt holiday rentals

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