Holiday rentals in Pine County

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Top-rated holiday rentals in Pine County

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

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Top guest favourite
A cozy cabin is surrounded by tall pine trees. The exterior features a red accent wall and a stone chimney, complemented by a spacious deck with several chairs for relaxation. Sunlight filters through the trees, creating a peaceful setting.
Cabin in Grantsburg
4.99 out of 5 average rating, 167 reviews

The Cardinal Cabin

Our cozy cabin is located under tall pine trees on a beautiful, northern lake where loons and eagles frequent. Wood Lake is easily commutable - 80 miles from the Twin Cities. Swim and fish off the dock or pontoon during the day, and sit in front of the stone fireplace at night. The Cabin has been completely remodeled, with a modern kitchen and new furnishings. It is also equipped with high-speed Wi-Fi with access to many streaming services. The Cardinal Cabin is the perfect lakeside retreat!

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Top guest favourite
Tiny home in Hinckley
4.98 out of 5 average rating, 261 reviews

Bear Creek Country Cabin a cozy stay with hot tub

A cozy cabin with country charm on the bank of the Bear Creek in Cloverdale, MN! The 588 sq ft cabin has two bedrooms, a bathroom, kitchen, livingroom, a beautiful stone gas fireplace and pine wood floors. Outside there is a six person hot tub and a fire pit with wood. The cabin is located midway between the Twin Cities and Duluth on I 35. And just nine miles east of Hinckley on Hwy 48 in Cloverdale. Come and leave the stress behind as you slow down and unwind on the bank of the Bear Creek

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Superhost
Cabin in Grantsburg
4.86 out of 5 average rating, 222 reviews

Private Wisconsin log cabin retreat

Come enjoy the Wisconsin woods and nature's privacy fence of tall pine trees. Unwind with loved ones around the cozy firepit, then whip up a delicious meal in the spacious, fully equipped kitchen. Explore nearby state and national parks on a scenic hike or paddle the St. Croix River by canoe or kayak—opt for a guided trip with local outfitters for extra ease. Enjoy Grantsburg for a pint at the brewery, and don’t miss gourmet cheeses and smoked meats at the Barnette County Dairy store.

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Guest favourite
A rustic wooden exterior is showcased, featuring a sloped roof and a welcoming front porch. Brightly colored flower pots adorn the entrance, while a flag is displayed, adding a touch of tradition. Lush green landscaping surrounds the home, enhancing its outdoor appeal.
Home in Danbury
4.87 out of 5 average rating, 277 reviews

North Woods Family Getaway

Whether you need relaxing, or relish fishing, hunting, navigating Wisconsin ATV trails, or biking the Gandy Dancer, we hope you will enjoy our family friendly getaway in the North woods. It is a peaceful place away from the city, where you can bask in the beauty and serenity of the outdoors. From cozy fireplace to wrap-around deck, there is an abundance of enjoyable space. Our home is great for couples, families with kids, small groups and retreats—pets are welcome. Get outside & enjoy!

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Guest favourite
An open garage structure is illuminated in the evening light, revealing a workshop interior filled with various tools and a cozy seating area. Trees surround the property, creating a natural backdrop that enhances the spacious outdoor area.
Cabin in Askov
4.95 out of 5 average rating, 129 reviews

The Gabin. Part garage, part cabin. All good.

The whole group will be comfy in this spacious and unique spot in the pines. The overhead door is the only “garage” thing about it! There are plenty of activities in the area, or stay right on our nearly 15 acres of forested land to relax and walk or ride our trails through the trees. We’ve added a screen for the garage door opening. Now you can roll up the garage door to feel like you’re outside! The screen cords have been damaged so it will no longer retract, but works great down!

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Guest favourite
A new house with a modern design is set among lush greenery, featuring a metal roof and large windows. The surrounding area includes neatly arranged evergreen trees and natural stone accents. A gravel driveway leads to the entrance, blending harmoniously with the outdoor landscape.
Tiny home in Grantsburg
4.97 out of 5 average rating, 691 reviews

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

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Top guest favourite
A serene view of a calm lake reflects clear blue skies and lush greenery along the shoreline. The still water enhances the natural beauty, creating a tranquil atmosphere. The horizon is lined with trees, showcasing varying shades of green.
Cabin in Pine City
4.95 out of 5 average rating, 134 reviews

Northwoods Feel Only an Hour from the Twin Cities

This bright and cozy 3 bed/2 bath home is a relaxing getaway just 70 miles north of the twin cities. Our cabin is set on a beautiful, pine filled peninsula offering amazing views of Cross Lake from the oversized deck or any window in the house! Whether you're interested in a relaxing get-away with the family, fishing Cross Lake (in summer or winter), hitting the casino (just a short 10 minute drive) or enjoying the nearby snowmobiling trails this cabin is a perfect fit.

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Top guest favourite
Cabin in Willow River
4.89 out of 5 average rating, 168 reviews

Scenic River Cabin | Banning StPark |Sauna,7 acres

Escape to River Place Cabin on the Kettle River! 🌲 Bring your family or your friends! Perfect for a ladies weekend, family meetup or remote work week. • Beds: 4 Queen Beds • River Views, Fireplace, Sauna, Heated Floors - ALL the good stuff • High speed WiFi • Fully Stocked Kitchen • Coffee Bar: Drip, French Press, sugars, cream • Yard Games Aplenty + Hammocks for Star Gazing • Close to Banning State Park • Canoe, kayaks, and life jackets • Charcoal grill & fire pit

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Top guest favourite
A single-story cottage is shown surrounded by lush green grass and trees. A deck leads from the entrance, and a white dog stands in the foreground. Two folding chairs are positioned nearby, while the serene lake is visible in the background.
Home in Moose Lake
4.94 out of 5 average rating, 462 reviews

Muskie Lake Cabin

Entire cottage to yourself with a magnificent lake view. We have 315 feet of lakeshore located on 4 acres on Island Lake. We have a private dock. Our 900 square ft cottage has a full kitchen, dining room, living room, two bedrooms, bathroom, and a couch that opens up into a bed. A fire pit is available, ( wood furnished), along with a canoe and 2 kayaks You can fish off the dock or bring your own boat. A pontoon boat is available for rent. We will except two dogs.

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Top guest favourite
A charming tiny home is shown nestled among lush trees, featuring a warm wooden exterior. A small porch with two red chairs invites relaxation, while vibrant greenery surrounds the entrance. The structure showcases large windows that provide natural light to the interior.
Home in Pine City
4.92 out of 5 average rating, 268 reviews

Old Blue glamp-home/bath house-breakfast/spa/wifi

Guests love the peace, privacy and nature. Tiny home (1 of 5 spaces on 8 gorgeous acres) with a lofted full-size bed and full-size private bedroom in the lower level. fully stocked kitchen with electric plate, refrigerator and all utensils, organic soaps and air conditioning! Fire pit with Adirondacks and grill and plenty of wood, propane and Edison lights. Private use bathhouse with shower (open april 15-oct 7) and year round camping toilet.

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Guest favourite
A spacious living area features a high, wood-paneled ceiling with exposed beams. Natural light streams through multiple windows, illuminating a comfortable seating arrangement. A plush sofa is positioned near the sliding glass door that provides views of Sturgeon Lake, with a small dining table nearby.
Cabin in Sturgeon Lake
4.82 out of 5 average rating, 256 reviews

Modern A-Frame Cabin w/ Amazing Sunrise Lake Views

Enjoy morning coffee and the sounds of loons from the treetop deck overlooking Sturgeon Lake. 3bed/2bath A-Frame with central heating and cooling, wifi, fully equipped kitchen, dishwasher, washer/dryer, wood burning fireplace. Private dock and 2 kayaks (seasonal), fire pit, gas grill, & ample parking for boats and snowmobile trailer. 3 miles off 35W, 90 minutes from MSP/40 minutes south of Duluth. Easy access to Soo Line & Munger Trail.

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Top guest favourite
A wooden sign is displayed, featuring the text 'Nana and Papa's Place' painted in bold black letters. Below, the words 'Memories Made Here' are inscribed in a playful font. A heart symbol indicates that the business is open 24 hours.
Guest suite in Finlayson
4.99 out of 5 average rating, 181 reviews

"Nana and Papa's Place" Country Duplex

Centrally located between the Twin Cities and Duluth. Relax, explore, play and make memories at "Nana and Papa's Place". Country charm, 3 bedroom, 2 bath home. 3 acres in Rural Finlayson conveniently just 3 miles north of town. Numerous recreational lakes with public access. Groomed snowmobile trail out the front door with a short ride to the Munger trail (snowmobile, biking, walking). 7 miles from Banning State Pk. and Kettle River.

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Popular amenities for Pine County holiday rentals