Holiday houses in Chisago City

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Top-rated holiday rentals in Chisago City

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A light-filled living space features a comfortable leather sofa, a wooden coffee table, and a flat-screen TV mounted on a wooden cabinet. A round dining table with two chairs is positioned near the window. Decorative horse-themed accents are visible on some furnishings.
Guest suite in Osceola
4.96 out of 5 average rating, 281 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!

Top Guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 280 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear 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!

Top Guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 432 reviews

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!

Guest favourite
Cabin in Lindstrom
4.9 out of 5 average rating, 48 reviews

Cozy Lake Escape - Hot tub, Sauna, Fire Pit & More

Perfect escape for solo travelers, couples, small families or a few friends. Wake up with coffee by the lake, adventure out w/canoe or kayak, unwind in 3 seat hot tub under stars, recharge in 2-seat IR sauna, and enjoy the classic s'mores at fire pit! Relaxed, private, quiet lake-cabin atmosphere with handy tech and homey conveniences. Great balance of getaway but not *that* far (about 45 miles from anywhere in Twin Cities). And a short walk to Lindstrom itself and their cute shops!

Top Guest favourite
Cabin in Grantsburg
4.96 out of 5 average rating, 770 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
A comfortable living area features a plush beige sofa and a matching ottoman, complemented by a light armchair. Natural light filters in through the windows adorned with wooden blinds, and a dark console table holds decorative items, reflecting a welcoming environment.
Home in Chisago City
4.97 out of 5 average rating, 39 reviews

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!

Top Guest favourite
A patio space is featured with a fire table surrounded by four black chairs. Two bistro chairs and a small table are positioned on the deck, overlooking the serene lakeshore. Trees are visible in the background, enhancing the tranquil setting.
Cabin in Center City
4.99 out of 5 average rating, 67 reviews

Lakefront Cozy Cabin, 60 min from Twin Cities

Your private lakefront retreat, on 100 feet of private shoreline. Relax and take in breathtaking sunsets over North Center Lake. Whether you're seeking summer lake adventure or a cozy getaway, our cabin offers the perfect blend of calm and charm, all within an hour of the Twin Cities. Unplug, unwind, and make memories! Our dock is out May through mid-October. We ask guests to respect the peace and privacy of local residents. Only guests confirmed on the booking are allowed.

Guest favourite
Cottage in Lindstrom
4.91 out of 5 average rating, 58 reviews

Lakefront Cozy Cabin w/ Dock; 2 BR- 1BA

Come throw a line in the water from the dock or jump in your boat and go fishing even in the winter, ice fishing is popular. Just across the lake is Lindstrom, a vibrant small town that revels in it's community events and busy Main Street. A short drive and you're hiking in a state park or viewing fall colors in the beautiful St. Croix River Valley. All along the way, all year long, there are towns and shops, activities and attractions. Come enjoy the lake. You are Welcome!

Top Guest favourite
The exterior of the home features a traditional red facade with white trim. A set of stairs leads to a green balcony adorned with decorative elements. The entrance is framed by large windows, allowing natural light to illuminate the space. Lush greenery surrounds the property.
Guest suite in Lindstrom
4.94 out of 5 average rating, 107 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.

Top Guest favourite
Home in Chisago City
4.99 out of 5 average rating, 84 reviews

Lakefront Oasis: Hot Tub & Private Beach

Experience THE GABLES: an upscale lakefront rambler on Green Lake’s quiet isthmus. Perfect for multi-generational families, this accessible 4BR/4BA home features a chef’s kitchen with a gas stove, a sun porch, and a Jacuzzi hot tub. Enjoy a private beach, dock, and kayaks. From cozy robes to a curated toy collection for kids, every detail is designed for comfort. Just 50 minutes from the Twin Cities, it’s the ultimate four-season retreat for relaxation and lake life.

Top Guest favourite
A warm living area is highlighted by wood paneling and rustic stone accents. A cozy stone fireplace provides a focal point, while large sliding doors lead to a private deck. Comfortable furniture arrangements invite relaxation, complemented by soft lighting and decorative elements.
Cottage in Chisago City
4.99 out of 5 average rating, 84 reviews

Cozy cabin on Green Lake

Cozy cabin on Green Lake in Chisago City. Everything you need to have a romantic get away & enjoy nature and the outdoors. Private deck with lake views. This is next to our home on a 3 acre property so you have plenty of privacy & your own outdoor space in back of the cabin with a fire pit area. You can use our dock for fishing or bring your boat and use the dock. Great swimming beach for kids. 2 kayaks and a paddle boat available for guests. Much more!

Top Guest favourite
A two-story house is presented in a winter setting, illuminated by warm outdoor lights. Snow blankets the ground, while a wraparound deck with chairs offers a cozy space. Large glass doors reflect the soft glow, inviting guests to enjoy the serene winter landscape.
Cottage in Center City
4.99 out of 5 average rating, 138 reviews

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.

Popular amenities for Chisago City holiday rentals

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