Holiday rentals in Chisago City

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

Beachfront Lake Home with Jacuzzi Hot Tub

Welcome to THE GABLES AT GREEN LAKE, a sprawling, quiet lake house just 13 miles from Taylors Falls & 30 miles from the Twin Cities. Just south of downtown Chisago, THE GABLES is ideal for gatherings of family or friends. We invite you to enjoy our private beach & dock, kayaks, lily pad, vaulted ceilings, two fireplaces, a master-suite jacuzzi bathtub, high-speed Wifi, & a 7-person Jacuzzi Hot Tub! Come to retreat, ski, hike, fish, swim, shop, paddle, bike, rest, race, snow shoe, & wine taste.

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!

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

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!

Luxury 4BR / 3BA Home on 12 Acres, Sauna, Theater

Welcome to Croix Hollow. This custom built cedar home is nestled on 12 acres in the St. Croix River Valley. It features a soaring great room with a wall of windows, remodeled kitchen with quartz countertops, 3 gas fireplaces, 4 bedrooms, 3 bathrooms, sauna, bar, & theater room! Recently renovated and new to the rental market as of February, 2022. Located halfway between historic Stillwater & Taylor's Falls. Wander through the Franconia Sculpture Garden or have a wine tasting at Rustic Roots.

Four-Season Lakefront Home (3BR/1BA)

Welcome to your lakefront retreat in Chisago City, a private lake house just 13 miles from Taylors Falls & 40 miles from the Twin Cities. This spacious property is an ideal destination for gatherings of family or friends. We invite you to enjoy our large lot, private beach, new dock, kayaks, deck, grill and many more comforts of lake life. Conveniently located within city limits and a short walk or drive to parks, biking trails, fishing, restaurants, breweries, wineries, shops and more!

Romantic Lakeside Loft.

A wonderful lakeside getaway, with beautiful lake views from your suite and deck. Guest suite includes full kitchen, living room with fireplace, bedroom with attached full bath. Private entrance on side of home with your own private deck for lounging. dining and grilling. Large yard for playing games, fire pit and outdoor tiki bar. Plenty of dock space for boats. Direct access to lake for floating ,paddling, swimming, fishing and relaxing. Paddleboard and kayak available for your use.

Simple and Serene

The Stable is one of several live/work studios on a property that hosts artists in retreat and those seeking time for spiritual sustenance and personal reflection. We also enjoy hosting tourists who align with our mission. This 20x25 studio has an electric stove, fridge, container water, and a piano! It's served by a privy just a few steps from the door. Our community thrives on healthy wholistic living. Residents and guests agree to remain alcohol and drug free during their stay.