Holiday rentals in Chisago County

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 custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear 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!

Cozy Lake Escape - Hot tub, Sauna, Fire Pit & More

Perfect escape for solo travelers, couples, small families or a few friends. Wake up with coffee by the lake, adventure out w/canoe or kayak, unwind in 3 seat hot tub under stars, recharge in 2-seat IR sauna, and enjoy the classic s'mores at fire pit! Relaxed, private, quiet lake-cabin atmosphere with handy tech and homey conveniences. Great balance of getaway but not *that* far (about 45 miles from anywhere in Twin Cities). And a short walk to Lindstrom itself and their cute shops!

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.

The Writers Cabin-Sauna/hot tub/river access

Welcome to the Writer’s Cabin at Wilder Retreat on the Saint Croix. A place to unplug and unwind. Designed to slow you down and reconnect you with nature. This thoughtfully designed tiny cabin blends beauty and comfort, with access to the saint croix river and use of wood-fired sauna and wood-fired hot tub and outdoor shower. The cabin features a queen bed in the loft, cooktop, solar power, and a pump sink. A gas fireplace keeps things cozy in the winter months. Come to rest. Leave restored.

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.

The Cellar @ Porter's Corner

Escape to The Cellar. This historic suite is built as an 1800s saloon, where timeless charm meets modern indulgence. Relax in the king bed, unwind in the deep soaking tub, or refresh under the rain fall shower. Located steps from downtown Taylors Falls, you’ll be perfectly positioned to explore scenic hiking trails, local restaurants, and the natural beauty of the St. Croix River Valley. Whether you’re here for adventure or relaxation, The Cellar offers a cozy, unforgettable getaway!

Lakefront Cozy Cabin, 60 min from Twin Cities

Your private lakefront retreat, on 100 feet of private shoreline. Relax and take in breathtaking sunsets over North Center Lake. Whether you're seeking summer lake adventure or a cozy getaway, our cabin offers the perfect blend of calm and charm, all within an hour of the Twin Cities. Unplug, unwind, and make memories! Our dock is out May through mid-October. We ask guests to respect the peace and privacy of local residents. Only guests confirmed on the booking are allowed.

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.

North Star Cabin next to Wild River State Park

A peaceful escape next to Wild River State Park & the St Croix National Scenic Riverway. Enjoy hiking, kayaking, campfires, sunsets, stargazing, and more. Kayak rentals and/or shuttle service available onsite. Guided river trips available upon request. Combine your stay with one of our outdoor survival or foraging/plant ID classes! Message for more info! Please note this is a DRY cabin but there is a drinking water dispenser in the cabin. Bathroom is outside the cabin.

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!

3 Bed Lake House w/ HOT TUB

3 bedroom (2 king, 1 queen), 2 bath house located on South Center Lake. Soak in the beautiful view from the HOT TUB and private balconies. Enjoy your summer on the lake or cozy up for a night in with the heated floors during the winter months. Snacks and a coffee, fresh ground from our local roaster (Dark or light roast - your choice!) Onsite laundry/gas grill/full kitchen/yard games/paddle boat/canoe Entrance on lower level is wheelchair accessible.