Holiday houses in Roosevelt

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Top-rated holiday rentals in Roosevelt

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top 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
4.96 out of 5 average rating, 23 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).

LocationFamilyAccess

Guest favourite
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
4.94 out of 5 average rating, 102 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

FamilyValueOutdoor spaces

Guest favourite
A modern kitchen and dining area features a large island with a dark countertop and a sink. Three pendant lights hang above the island, providing illumination. A dining table is visible, along with seating in the living area, and large windows allowing natural light to fill the space.
Home in Deerwood
4.93 out of 5 average rating, 189 reviews

Cuyuna Wattage Cottage. Modern, Clean, Relaxing.

Welcome to the Cuyuna Wattage Cottage! We built this ultramodern cabin to be an energy-efficient retreat for you to enjoy after biking, hiking, snowmobiling, or otherwise exploring this beautiful area. You’ll love viewing a sunrise through two story windows in the main living space or warming up by the fireplace. Located a 1/2 mile away from the Cuyuna mountain bike trail system Yawkey trails. 1/2 to the beach, 2 mi. to Crosby. It is the only house on the street, on seven acres. Great privacy!

ValueLocationIndoor spaces

Guest favourite
Home in Brainerd
4.96 out of 5 average rating, 23 reviews

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.

ValueLocationIndoor spaces

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, 432 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.

ValueFamilyLaundry

Superhost
Tiny home in Garrison
4.71 out of 5 average rating, 31 reviews

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!

ValueLocationBathroom

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, 123 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.

FamilyValueRiver

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
4.9 out of 5 average rating, 305 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.

LocationFamilyHospitality

Guest favourite
Cabin in Upsala
4.92 out of 5 average rating, 865 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. A manager lives on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r."

FamilyLocationDecor

Guest favourite
Home in Garrison
5 out of 5 average rating, 8 reviews

Mille Lacs Retreat | Dock, Fire Pit + Game Room

Renovated Mille Lacs Lake cabin with a private dock, fire pit, and room for the whole group. Two king bedrooms plus a game room bunk suite sleeps 10. Perfect for large groups, family reunions and fishing trips in central Minnesota. Fully equipped gas range kitchen, ping pong table and mounted TVs throughout. World class walleye and ice fishing steps away. Note: Hwy 169 runs between the house and the lake. Short walk to your dock. Grand Casino Mille Lacs minutes away.

LocationFamilySleep quality

Guest favourite
Cabin in Aitkin
4.93 out of 5 average rating, 15 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!

ValueFamilyBeach

Top Guest favourite
Tiny home in Merrifield
4.99 out of 5 average rating, 269 reviews

The Lazy Loon Cabin | Water Views / Near Nisswa

Your tiny cabin retreat awaits! Perfect for couples or small groups. 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.

LocationFamilyShared spaces

Popular amenities for Roosevelt holiday rentals