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.

SUNSET POINT! Right on the water!

You’ve arrived at the lake! Relax, you are at sunset point cottage. Located literally on the water's edge of south center lake sits this well-appointed super chic cottage. It has 2 small bedrooms, one with a full bed, a second bedroom with bunks and a sleeper sofa in the living room making this a sleeping capacity of 6.....but most comfortable with 4. Excellent swimming and fishing right off the dock!!! We have a paddle boat and a canoe to use:) There is a reason our guests keep coming back!

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.

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.

Lakefront Cozy Cabin w/ Dock; 2 BR- 1BA

Come throw a line in the water from the dock or jump in your boat and go fishing even in the winter, ice fishing is popular. Just across the lake is Lindstrom, a vibrant small town that revels in it's community events and busy Main Street. A short drive and you're hiking in a state park or viewing fall colors in the beautiful St. Croix River Valley. All along the way, all year long, there are towns and shops, activities and attractions. Come enjoy the lake. You are Welcome!

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.

A North Chalet on North Lindstrom Lake

North Chalet is a secondary floor and loft suite in a traditional red and white Swedish style home with interior Scandinavian charm. Located in "Little Sweden" Lindstrom, the chalet is a short hill down from the center of town, so close one can walk to breakfast at the Swedish Inn or bakery and visit the small shops in the thriving town center. Your front door is on a quiet road that ends in a natural boat launch, convenient to the home’s beach on North Lindstrom Lake.

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!