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!

Taylors Falls family adventures

This charming getaway is nestled just 5 miles north of Taylor Falls, St. Croix Falls, and just 35 minutes away from Stillwater this home has plenty of space for everyone! Enjoy small town charm strolling through the shops. Take in the stunning views on the river, state parks, or the trails by bike, boat, kayaking, or hiking! Wild mountain has a waterpark, skiing and tubing. The snowmobile trail is just 1/2 mile away! Or just relax and enjoy the stars by the fire pit. Something for everyone!

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!

Stark Woodland Retreat - Country Oasis w/ Views

Discover modern luxury and countryside tranquility at this 3500 sq ft retreat on 50+ acres with plenty of indoor entertainment options including pool table, 85" TV, and ping pong. Enjoy the outdoor saltwater tub with adjacent sauna. The property features wooded trails for walking, snowshoeing, skating pond, sledding hill, and hunting (special requests). Explore nearby small towns plus lakes, beach, snowmobile/hiking trails, restaurants, live music, playgrounds, winery, all within 2 miles.

Four-Season Lakefront Home (3BR/1BA)

Welcome to your lakefront retreat in Chisago City, a private lake house just 13 miles from Taylors Falls & 40 miles from the Twin Cities. This spacious property is an ideal destination for gatherings of family or friends. We invite you to enjoy our large lot, private beach, new dock, kayaks, deck, grill and many more comforts of lake life. Conveniently located within city limits and a short walk or drive to parks, biking trails, fishing, restaurants, breweries, wineries, shops and more!

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!