Family-friendly vacation rentals in Pine County

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Top-rated family-friendly rentals in Pine County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Tiny home in Hinckley
4.98 out of 5 average rating, 252 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 new 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

Top guest favorite
Clear water of a small lake is visible, surrounded by lush greenery and trees. The shoreline features lily pads, and the tranquil landscape is adorned with a blue sky dotted with clouds, creating a serene natural setting.
Place to stay in Webster
4.98 out of 5 average rating, 114 reviews

Privacy, Lakeside, Rustic Cabin

Our website has lots of information about our area. A long driveway to the only cabin on a tiny peninsula connected by a very narrow driveway. A small, shallow private lake (no fish or motorcraft) crystal clear water. A row boat is available. Several marked walking trails throughout the property. An ideal place for reflection and enjoying nature. You will be off the beaten path. Out of respect for those who are looking for a natural retreat with lots of wildlife: No Pets, Children, Smoking

Guest favorite
A cozy living area features wooden walls and a plush grey sofa, accompanied by a leather armchair. A coffee table with a decorative lamp sits nearby, while artwork is displayed on the walls. Natural light enters through multiple windows, enhancing the tranquil setting.
Cabin in Siren
4.91 out of 5 average rating, 100 reviews

Cozy 2 BR Cabin: Hockey Arena/Lakes/Shops/Coffee

This quaint 2 BR cabin is perfect for Hockey families or a little UpNorth getaway. The Chattering Squirrel Coffee Café is on property. You can wake up & grab a coffee & homemade Breakfast sandwich without even getting in your car! It's walking distance to the Shops on Main St, Restaurants, Movie Theater, Mini-Golf, Crooked Lake Park & Beach. We're a short drive from the Twin Cities, Duluth & Eau Claire. The cabin has been completely renovated while keeping the original historic craftsmanship.

Top guest favorite
A welcoming cabin features a large front porch and is surrounded by colorful autumn foliage. The home is set against a backdrop of manicured green grass and a rock landscaping, creating a pleasant and inviting exterior.
Cabin in Sandstone
4.95 out of 5 average rating, 124 reviews

Beautiful cabin with all the comforts of home!

About halfway between Duluth and Minneapolis, 7 miles west of I-35. Please inquire if you have a slightly larger group, we may be able to accommodate! An additional fee of $30/guest per night over 6 applies. Please note that per county regulations, only registered guests are allowed on the property. Other fun places & activities nearby: Osprey Wilds, Kettle River, Banning State Park, Grand Casino, Munger Trail (biking and snowmobiling). Lots of space for your boat &/or snowmobile trailer!

Superhost
A cabin sits nestled among lush greenery, featuring a metal roof and wooden stairs leading to a screened porch. Natural stone accents are visible at the base, while trees provide a serene backdrop.
Cabin in Pine City
4.88 out of 5 average rating, 123 reviews

Big Oak River Retreat

Unwind at our cabin in the woods! Located only an hour north of the Twin Cities, enjoy great fishing and gorgeous views with riverfront access or retreat to the electric barrel sauna. Cabin also includes a screened in front porch with a private hot tub and plenty of space to gather. Enjoy the modern kitchen, full bath, 2 bedrooms, and a cozy living space with fireplace. ***Located next door to our Little Oak Cabin also available to rent (each w/ private sauna, fire pit and river access)***

Top guest favorite
A cozy living area is highlighted by a stone fireplace, where a warm glow can be seen. A hand holds a glass of white wine in front of an open book, with a soft, orange blanket draped over the seating area. Two additional glasses of wine and a bottle are placed on a rustic wooden table.
Cabin in Danbury
4.96 out of 5 average rating, 159 reviews

Lulu’s Lodge | Hot Tub + Stone Fireplace

Welcome to Lulu’s Lodge, a custom-built log cabin on 6 private wooded acres in Danbury, WI. This peaceful retreat is perfect for couples, families, or friends seeking a cozy cabin getaway with modern comforts—any season of the year. The cabin features a stunning ceiling-high stone fireplace, a private outdoor hot tub, fire pit, and an expansive patio surrounded by forest. Secluded yet close to lakes, trails, and dining, Lulu’s Lodge offers the perfect balance of privacy and convenience.

Guest favorite
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
4.86 out of 5 average rating, 273 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!

Guest favorite
A cabin is nestled among tall pine trees blanketed in fresh snow, creating a serene winter landscape. The roof of the cabin is visible, and sunlight softly illuminates the scene, highlighting the snow-covered branches and ground.
Cabin in Askov
4.95 out of 5 average rating, 123 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!

Top guest favorite
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, 666 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.

Top guest favorite
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, 130 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.

Top guest favorite
Cabin in Willow River
4.88 out of 5 average rating, 156 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 & firepit

Top guest favorite
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, 434 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.

Popular amenities for Pine County family-friendly rentals