Vacation rentals in Chisago County

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Top-rated vacation rentals in Chisago County

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Guest favorite

A living room features a stone fireplace and a large window allowing natural light. A leather couch faces a wooden coffee table, with built-in bookshelves nearby. Soft drapes frame the window, enhancing the serene view of the garden outside.

Cottage in Taylors Falls

4.91 out of 5 average rating, 105 reviews

Grove Cottage walkable retreat in St. Croix Valley

Nestled in the St. Croix Valley, this historic cottage is within walking distance of downtown Taylors Falls and Interstate Park. Centrally located between two ski hills, this is a great location for year-round enjoyment. Within minutes of ATV/snowmobile and bike trails, canoeing, kayaking, and gorgeous fall color displays. Within easy distance of Osceola and Stillwater. The charming home includes all the modern comforts with a spacious yard and garden to relax and unwind, including a fire pit

Top guest favorite

A scenic outdoor seating area features five blue Adirondack chairs arranged around a fire pit, set against a vibrant sunset over the lake. Surrounding trees showcase autumn foliage, and fallen leaves blanket the ground, creating a warm, inviting space for relaxation.

Cabin in Rush City

4.97 out of 5 average rating, 233 reviews

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.

Top guest favorite

Cabin in Center City

4.97 out of 5 average rating, 38 reviews

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.

Top guest favorite

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, 255 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!

Guest favorite

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

4.91 out of 5 average rating, 218 reviews

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!

Guest favorite

A small black wooden cabin is surrounded by greenery, featuring exterior string lights that add a gentle glow. An outdoor seating area with an Adirondack chair sits nearby, alongside a fire pit. The rustic cabin design harmonizes with the natural landscape.

Tiny home in Shafer

4.86 out of 5 average rating, 155 reviews

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.

Top guest favorite

A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.

Cabin in Grantsburg

4.95 out of 5 average rating, 708 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.

Guest favorite

The spacious interior features a comfortable bed adorned with crisp white linens, framed by wood-paneled walls. Large skylights invite natural light, illuminating the room. Double doors open to the serene outdoor view, where trees stand quietly beyond.

Cabin in Shafer

4.98 out of 5 average rating, 41 reviews

Unity Farm-The Roost/stargazer cabin/river access

Welcome to the Roost at Unity Farm. Stay under the stars in this luxuriously appointed space with in floor heat and be surrounded by woods and prairie. Ski or hike right out the door. Can be booked along with two other rentals at Unity Farm (The Coop and The Cottage) for a unique group, retreat or family reunion. Outdoor shower is available in the summer. Please note the this listing has a half bath located across from the bedroom which requires going outside very briefly. Kitchenette.

Guest favorite

The exterior of a 1920s building is displayed, featuring a vintage Coca Cola mural on its side. A small collection of storefronts lines the street, contributing to the urban charm of downtown North Branch, while an American flag gently waves in the foreground.

Loft in North Branch

4.81 out of 5 average rating, 233 reviews

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.

Guest favorite

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.

Apartment in Taylors Falls

5 out of 5 average rating, 5 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.

Superhost

The living area features warm knotty-pine walls and large windows overlooking the lake. A comfortable sectional sofa and a round coffee table create a relaxing setting. Light streams in, complemented by a ceiling fan and tasteful decor, enhancing a cozy ambiance.

Cabin in Lindstrom

4.93 out of 5 average rating, 101 reviews

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:

Guest favorite

A welcoming living area features a patterned area rug centered on a warm hardwood floor. Two armchairs and a small table complement a cozy seating arrangement, while a decorative fireplace adds charm. A workspace with a chair and desk is visible in the background.

Home in Osceola

4.93 out of 5 average rating, 182 reviews

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.