Holiday rentals in Roosevelt

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Top-rated holiday rentals in Roosevelt

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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, 26 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).

LocationFamilyNearby

Top guest favourite

A hot tub is situated in a wooded area, surrounded by tall trees. Bubbling water creates gentle waves, and a view of the lake can be seen in the background, showcasing the natural serenity of the location.

Home in Deerwood

4.99 out of 5 average rating, 117 reviews

Hot tub, fishing, pool table, scenery, privacy!

Great fishing here, summer and winter! 4,200+ sq ft lake home on large private lot(1.5+ acres) 270 feet of lakeshore on Portage Lake within the Crooked Lake Chain. This home is most suitable for families and couples to get away and enjoy peace and nature. NO PARTIES OR EVENTS including bachelor/bachelorette gatherings. Home has beds for 18 vacationers with 5BR/3BA, game room with pool table/ping pong overlay. Hot tub and Pontoon boat avail: volleyball, swingset,corn hole,canoe, SUP boards.

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Top guest favourite

A kitchen view showcases a modern gas stove, complemented by warm wooden cabinetry. Beyond, an open-concept living area is visible, featuring a dining table surrounded by black chairs and a cozy seating arrangement with large windows that invite natural light.

Cabin in Garrison

5.0 out of 5 average rating, 32 reviews

Private 5 Star Year Round Cabin on Lake Mille Lacs

Escape to our family-friendly cabin on the W side of Mille Lacs, just 90 minutes from the Twin Cities. Nestled in a peaceful harbor off St. Albans Bay, this private retreat offers stunning lake views and easy access to fishing, watersports, hiking, snowmobiling, and more-perfect for any season. Arrangement Driveway 4 BR (K,Q,Q,Q,T,T) 3 Bath Spacious dinning area (seats 12+) Huge yard and fire pit Garage games (Darts, Ping Pong, Fooseball) Check out our reviews and plz message with questions!

FamilyLocationView

Top guest favourite

The entrance displays a spacious porch supported by large wooden beams, featuring a stone façade. Double doors with decorative windows welcome guests. Two chairs are positioned on the porch, creating an inviting area for relaxation.

Cabin in Aitkin

4.96 out of 5 average rating, 300 reviews

The River Lodge

The River Lodge sits on a peaceful 5 acres on the banks of the Mississippi River featuring three levels with 7 bedrooms plus additional sleeping areas in the loft and game room, making it possible to fit up to 22 guests. The great room provides a large gathering space, perfect for reunions and retreats. With 3 additional living rooms all with smart TVs, 5 bathrooms, a game room with ping pong, several outdoor sitting areas, a beautiful fire pit patio and hot tub to enjoy, there's fun for all!

LocationValueOutdoor spaces

Guest favourite

Home in Brainerd

4.96 out of 5 average rating, 25 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.

FamilyValueHospitality

Guest favourite

The spacious wooden deck is illuminated by string lights, creating a warm ambiance in the evening. Comfortable seating is arranged around a central table, while the entrance to the cabin is visible through large glass doors. Lush trees frame the relaxing outdoor space.

Cabin in Onamia

4.92 out of 5 average rating, 88 reviews

Honey Hole Lodge

The Honey Hole Lodge is located on Wigwam Bay on the beautiful Lake Mille Lacs. 1.5 miles from the Casino and 2 miles from the golf course. Enjoy the amazing views while swimming, boating, fishing, or sitting by the camp fire. The HH has a large dock to accommodate several boats/pontoons/jet skis. This is the perfect cabin for a large family getaway or for multiple families to relax and enjoy the beauty of the Northwoods. Water sports equipment available to rent nearby or bring your own.

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Top guest favourite

A fire pit surrounded by several blue chairs is visible in the foreground, with a stone border containing the flames. In the background, a spacious cabin stands amongst the trees, featuring multiple windows that reflect the evening sky.

Cabin in Garrison

4.92 out of 5 average rating, 26 reviews

McCabin Smith Lake Retreat - private sandy beach

Bring the whole family/group to the McCabin located on Smith Lake, with lots of room for fun. Kid and dog friendly. Main level has an open concept for indoor/ outdoor living with screened garage doors, full kitchen, living room, bathroom/laundry and game room, great space for large groups. Upstairs has a spacious living room bathroom and 4 bedrooms and a beautiful open loft above (5th bedroom space) . Beds include: 3 kings, 1 queen, 5 twins and a full/twin bunk! Very spacious on 4 acres.

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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, 86 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.

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Top guest favourite

The interior of a spacious log house features a stone fireplace as a focal point, surrounded by warm wooden beams and floors. A dining table with log-style benches is visible, alongside a cozy seating area. A staircase leads to the upper level, illuminated by natural light from gabled windows.

Cabin in Deerwood

5.0 out of 5 average rating, 33 reviews

*New* Welcome to The Log House

Relax with the whole family or friends at this peaceful wooden hideaway. Where you can disconnect from your daily routine. Enjoy a warm cup of coffee on the screened in porch with the birds singing in the morning, making you feel like you woke up in paradise. Life is short so take a deep breath of fresh air while reading your favorite book in a hammock! leave all your worries behind with a nap or a walk. Sing and dance with the ones you care the most & enjoy your stay at the log house !

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Guest favourite

A hot tub is positioned beside the lake, surrounded by trees showcasing autumn foliage. Water can be seen bubbling in the tub, with a serene view of the lake in the background under a cloudy sky.

Cabin in Deerwood

4.87 out of 5 average rating, 100 reviews

Partridge Lake - Hot Tub, Swim, Fish, Snomobile!

Newly renovated, modern cabin. Your family will love the clear water! The lake is shallow and sandy by our property and perfect for kids to swim in summer. Pontoon may be used for extra charge, reach out for more info. Hot tub available October-May, overlooking the lake. Robes to enjoy by the fire provided during winter season. Miles of XC ski, showshoe, snowmobile trails within minutes! Snowshoes provided. Reach out for our winter travel guide! New 65” TV installed!

LocationFamilyBathroom

Guest favourite

Home in Garrison

4.96 out of 5 average rating, 69 reviews

Mille Lacs Lake Getaway! Dock•Huge Yard•Game Room

⭐ Contact us about special Pricing⭐ ⭐Fishing has been Amazing! 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!

LocationFamilyCheck-in

Guest favourite

A well-maintained home is set on a grassy shoreline, surrounded by lush trees. A gentle path leads to a private dock by the water. Nearby, a small gathering area with chairs is visible, providing a space for relaxation outdoors.

Home in Garrison

4.95 out of 5 average rating, 43 reviews

Edgewater Retreat

Check out the onsite rentals below! This fully renovated home accommodates up to 13 guests, offering both comfort and excitement. Situated in Garrison, a brief drive connects you to the area's attractions. Witness stunning sunrises from the deck or three-season porch, and unwind by the campfire at night. The well-equipped kitchen facilitates meal preparation and hosting, while the tranquil location boasts a spectacular view!

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