Holiday rentals with outdoor seating in Chisago County

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.

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!

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.

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.

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.

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.

3 Bed Lake House w/ HOT TUB

3 bedroom (2 king, 1 queen), 2 bath house located on South Center Lake. Soak in the beautiful view from the HOT TUB and private balconies. Enjoy your summer on the lake or cozy up for a night in with the heated floors during the winter months. Snacks and a coffee, fresh ground from our local roaster (Dark or light roast - your choice!) Onsite laundry/gas grill/full kitchen/yard games/paddle boat/canoe Entrance on lower level is wheelchair accessible.

The Jailhouse @ Porter's Corner

Welcome to The Jailhouse located in the heart of charming Taylor’s Falls. Once the town’s original jail, this historic building has been thoughtfully restored into a cozy and unforgettable retreat. Located just steps from Main Street, you’re within walking distance of Taylor’s Falls’ best shops, bars, cafés, and restaurants. Prefer the outdoors? You’re only a few blocks away from some of Minnesota’s most breathtaking outdoor adventures.