Family-friendly vacation rentals in Chisago County

Game Room, Theater, Fire Pit, Pet Friendly

Escape to Pine Lake Lodge – only 1 Hour from the Twin Cities Unplug at this cozy 2BR lakefront cabin, perfect for families, couples or small groups. Our guests love the private deck with amazing sunset views, fire pit & grill, and fabulous game room with 75" Roku TV. We are pet-friendly (fee), have tons of kid-friendly extras, and include free watercraft (kayak, canoe, paddle boat during warmer months). Winter fun with provided snowshoes and sleds. Right on SnoBug Trail 108 snowmobile access.

Coziest Lakefront Cabin with Fireplace

Step outside to 100' of lakeshore and breathtaking sunsets over the water. The dock is out, 2 kayaks & paddleboards are available until mid-October. Our cabin is perfect for relaxation or adventure. Enjoy the charm of the Chisago Lakes area. 2 bedrooms, 1 bath, full kitchen, fast wifi, gas fireplace indoor & out, and an incredible lake view. Unplug, unwind, and make memories! We ask guests to respect the peace and privacy of local residents. Only guests confirmed on the booking are allowed.

Cozy Mother-In-Law Apartment—No Cleaning Fee!

Voted 2021 and 2023 Readers’ Choice Best Bed & Breakfast! Steal your getaway at one of Osceola’s most historic estates. Wonderfully nestled in the St. Croix Valley, this apartment’s location will not disappoint. You’ll be a brief walk from beautiful downtown Osceola, close enough to explore the great outdoors, and a short distance from all that the Twin Cities has to offer. You’ll get a cozy and comfortable layout, thoughtful amenities, attached heated garage, and assistance just a message away!

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our newly-built eco-friendly tiny home perched right on the edge of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, the loft or the many windows looking out over the valley. Enjoy our private electric barrel-sauna, fire-pit, gas grill, pond with canoes and kayak, Wolf Creek with swimming hole or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Bunk house for the adventurer

Relax with the whole family at this peaceful place to stay. Country living just 50 minutes north of the Twin Cities. Newly renovated bunk house on 5 acres surrounded by farmland, wild birds and my Guinea Hens, Chickens and a Peacock. Start your 1400 mile hike on the Ice Age trail. Park car at my place and I’ll drive you to the beginning of the trail. I am also 5 miles from Wild Mountain ski resort and 10 miles from Trollhaugen. Or into wine, three vineyards within 20 minutes and bead shop.

The Writers Cabin-Sauna/hot tub/river access

Welcome to the writers cabin at wilder retreat on the saint croix. A place to unplug and unwind to connect more, and experience the healing power of nature. The cabin/tiny house is well appointed and designed for beauty and comfort. Enjoy access to the river as well as our wood fired sauna and wood fired hot tub. Equipped with a queen sized bed in the loft, cooktop, solar power, and a pump sink. A gas fireplace keeps you warm in the winter. We invite you to come and rest, and leave restored.

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Nostalgia Room - Downtown Loft w/ Views

Welcome to our modern 1-bedroom loft, centrally located in the heart of downtown North Branch. Housed in a beautifully restored 1920s building with modern decor, you can admire the Americana Coca Cola mural featured on the exterior of the building. The loft's central location means you're just a stone's throw away from essential amenities, including a quaint café, a health food store, and a women's clothing boutique conveniently located below. Everything you need is within arm's reach.

Cambrian& Co Chic Downtown Falls Overlook Loft

Discover your luxurious getaway at this chic, stylish, downtown loft—steps from Interstate State Park and scenic trails. In winter, ski Trollhaugen or Wild Mountain; in summer, enjoy water parks, go-karts, and mini golf. Paddle the St. Croix River, stroll charming shops, and end with wine at a vineyard or craft brews at a local brewery. Elegant décor, plush comforts, and a prime downtown location make this a refined retreat for every season—where adventure meets indulgence.

Lakefront, wildlife Cabin retreat

Welcome to the Pelican Bay Cabin. Located only 45 mins. from the Twin Cities in the Chisago Lakes Area & situated on a quiet bay on South Center Lake in Lindstrom, Minnesota. This private cabin combines walk-out lakefront access the most sought-after lake in the area with the tranquility of being located in a bay. Our cabin is minutes from downtown Lindstrom, Taylor's & St. Croix Falls, Trollhaugen & Wild Mountain Resorts, wineries, & more. PLEASE READ BELOW:

Historic Home w Modern Updates Near Taylor's Falls

Cascade House has all the charm you could ask for in a historic house, and all the updates you need to stay cozy and comfortable. With a fireplace, office, and plenty of living space, you may never want to go out. But if you decide to venture out, Cascade House is just blocks from shops and restaurants in historic downtown Osceola, and minutes from hiking at national and state parks, kayaking, canoeing, skiing and ropes courses, and even ATV/Snowmobile trails.

Yurt-Style Tent at Stone Creek Farm

1 of 4 campsites on the farm, this yurt-style tent has all you need to enjoy camping without the work! The campsite includes a picnic table, BBQ grill and fire pit. There is a self composting toilet on site. Camp carts available to bring gear out. Drinking water is available from the hose out by the high tunnel. It is about a quarter mile walk to the site. If this site is booked when you want to stay, check out our new sites Peachy Keen and Plum Perfect!