Holiday rentals in Chisago County

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Top-rated holiday rentals in Chisago County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A light-filled living space features a comfortable leather sofa, a wooden coffee table, and a flat-screen TV mounted on a wooden cabinet. A round dining table with two chairs is positioned near the window. Decorative horse-themed accents are visible on some furnishings.
Guest suite in Osceola
4.96 out of 5 average rating, 281 reviews

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!

Top guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 275 reviews

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!

Guest favourite
Cabin in Lindstrom
4.89 out of 5 average rating, 47 reviews

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!

Guest favourite
A rustic wooden cabin is featured, showcasing a large stone chimney at its center. A spacious deck with multiple seating areas is visible in the foreground, surrounded by lush green grass and trees. Large windows reflect the warm evening light.
Home in Taylors Falls
4.92 out of 5 average rating, 25 reviews

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!

Top guest favourite
Cabin in Grantsburg
4.96 out of 5 average rating, 770 reviews

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.

Superhost
A gently flickering campfire sits in the foreground, with vibrant hues of orange, pink, and purple reflecting off the calm lake water at sunset. A wooden dock extends into the lake, featuring a boat moored nearby, completing the serene lakeside atmosphere.
Cottage in Lindstrom
4.7 out of 5 average rating, 47 reviews

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!

Superhost
An outdoor patio area is presented, featuring a saltwater hot tub beside a wooden sauna. A circular table with multiple chairs is positioned nearby, offering a view of the natural landscape and a sunset on the horizon.
Home in Harris
4.74 out of 5 average rating, 180 reviews

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.

Guest favourite
A comfortable living area features a plush beige sofa and a matching ottoman, complemented by a light armchair. Natural light filters in through the windows adorned with wooden blinds, and a dark console table holds decorative items, reflecting a welcoming environment.
Home in Chisago City
4.97 out of 5 average rating, 39 reviews

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!

Guest favourite
Cottage in Lindstrom
4.91 out of 5 average rating, 58 reviews

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!

Guest favourite
A cozy seating area is presented with a blue sofa and two brown accent chairs. A geometric coffee table rests on a light area rug. The walls feature a floral design, and a large ornate mirror adds depth to the space. Warm lighting enhances the atmosphere.
Flat in Taylors Falls
4.93 out of 5 average rating, 29 reviews

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.

Top guest favourite
The exterior of the home features a traditional red facade with white trim. A set of stairs leads to a green balcony adorned with decorative elements. The entrance is framed by large windows, allowing natural light to illuminate the space. Lush greenery surrounds the property.
Guest suite in Lindstrom
4.94 out of 5 average rating, 107 reviews

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.

Top guest favourite
A cozy seating area is situated under the shade of trees, featuring two adirondack chairs positioned for relaxation. In the background, a yurt-style tent is visible, surrounded by lush greenery. A picnic table can be seen nearby, enhancing the camping experience.
Campsite in Shafer
4.93 out of 5 average rating, 111 reviews

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!

Popular amenities for Chisago County holiday rentals