Holiday rentals in Chisago County

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Top-rated holiday rentals in Chisago County

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Guest favourite

Cottage in Taylors Falls

4.92 out of 5 average rating, 106 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 favourite

Cabin in Rush City

4.97 out of 5 average rating, 236 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 favourite

Cabin in Center City

4.98 out of 5 average rating, 40 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 favourite

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 favourite

Tiny home in Saint Croix Falls

4.91 out of 5 average rating, 219 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 favourite

Guest suite in Taylors Falls

4.85 out of 5 average rating, 34 reviews

Bunk house for the adventurer

Relax with the whole family at this peaceful place to stay. Country living just 50 minutes north of the Twin Cities. Newly renovated bunk house on 5 acres surrounded by farmland, wild birds and my Guinea Hens, Chickens and a Peacock. Start your 1400 mile hike on the Ice Age trail. Park car at my place and I’ll drive you to the beginning of the trail. I am also 5 miles from Wild Mountain ski resort and 10 miles from Trollhaugen. Or into wine, three vineyards within 20 minutes and bead shop.

Guest favourite

Tiny home in Shafer

4.86 out of 5 average rating, 157 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 favourite

Cabin in Grantsburg

4.95 out of 5 average rating, 710 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 favourite

Cabin in Shafer

4.98 out of 5 average rating, 43 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 favourite

Loft in North Branch

4.81 out of 5 average rating, 234 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.

Superhost

Flat in Taylors Falls

4.91 out of 5 average rating, 11 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

Guest suite in Lindstrom

4.94 out of 5 average rating, 98 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.