Family-friendly 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!

3 Bed Lake House w/ Balconies

3 bedroom (2 king, 1 queen), 2 bath house located on South Center Lake. Soak in the beautiful view from the private balconies, the tub, wrap around deck or fireplace! Enjoy provided snacks, bed side chocolates and a bag of coffee from the local roaster. During the summer months enjoy a fire by the lake (firewood provided), yard games (cornhole, croquet and horseshoes) or rent the pontoon. Free onsite laundry/gas grill/full kitchen utensils. Entrance on lower level is wheelchair accessible.

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!

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!

Art Camp

Welcome to Art Camp. Art camp is a Bell Tent hosted by ceramic artist Ani Kasten at her homestead and ceramics studio. Offering a unique, comfortable and inspiring respite, surrounded by nature and art, Art Camp was created to meld enjoyment of the outdoors with art and creativity. Fun fact – this property was the original location for Franconia Sculpture Park, which is now located just a mile to the west on Hwy 8. You’ll still spot remaining sculptures and equipment from that time.

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.

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!