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 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!

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.

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.

The Writers Cabin (Sauna/hot tub/river access)

Welcome to the writers cabin at wilder retreat on the saint Croix river. This place is for the dreamers, the star gazers, those craving the healing power of nature. The writers cabin 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, and a pump sink. A gas fireplace keeps you warm in the winter. We invite you to come and rest, and leave restored.

Game Room, Theater, Fire Pit, Pet Friendly

Welcome to @PineLakeLodgeMN, a kid and pet friendly (pet fee) cabin located only one hour from the Twin Cities on Pine Lake. This is the perfect getaway from the hustle and bustle of city life, as well as a great spot for all things outdoors such as ice fishing, hunting, snowmobiling, snowshoeing, sledding and more! We're just across the way from East Rush Lake and minutes from downtown Rush City. Come and watch the sunset from your private deck while you relax at this cozy little cabin!

Sunset Haven, Cabin on South Center Lake.

Step into our charming & cozy cabin retreat! Start your morning with a cup of coffee on the deck, soaking in the views of the lake. Dive into a day filled with water adventures, & come evening, relax by the crackling fire as you watch the sunset. Nestled conveniently close to local shops & inviting eateries, our cabin is also near wedding venues, snowmobiling spots, fishing lakes, scenic hiking trails, lush parks, as well as wineries, breweries, & two ski hills for year-round enjoyment.

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.

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!