Holiday houses in Chisago City

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Top-rated holiday rentals in Chisago City

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Top Guest favourite
A new outdoor Jacuzzi Hot Tub is showcased among vibrant autumn foliage, with trees presenting shades of yellow and orange. The calm water of the lake is visible in the background, completing a tranquil outdoor setting.
Home in Chisago City
4.99 out of 5 average rating, 76 reviews

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.

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, 258 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 rustic cabin exterior features wooden siding and a sloping roof. Two rocking chairs are placed on the front porch, framed by large windows adorned with lace curtains. Surrounding trees display vibrant autumn foliage, enhancing the natural setting.
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 364 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
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
4.91 out of 5 average rating, 221 reviews

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!

Top Guest favourite
The exterior of the cedar home is framed by tall trees and showcases large glass windows reflecting the colorful sunset. The snow-covered yard adds a serene touch, while the stone wall and pathway lead to the entrance, inviting guests to explore the space.
Cabin in Scandia
4.99 out of 5 average rating, 115 reviews

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! The home is located halfway between historic Stillwater & Taylor's Falls. Wander through the Franconia Sculpture Garden, have a wine tasting at Rustic Roots or hike at William O'Brien State Park, there is plenty to do!

Top Guest favourite
An aerial view showcases a rural property featuring multiple buildings, including a large red barn, a farmhouse, and a smaller structure. Lush greenery surrounds the area, with trees and an open field visible. Pathways connect the buildings, creating an inviting outdoor space.
Farm stay in Cottage Grove
4.96 out of 5 average rating, 544 reviews

Luxury Barn Cottage and Villa at Hope Glen Farm

The Corn Crib Cottage Barn or Villa is a luxurious and rustic 1100 square foot space. The Corn Crib originally used to dry corn and animal housing. This is a very rare historical building built in the 1920's The villa has a 2 person whirlpool jacuzzi , rain shower, beautiful full kitchen, fireplace and next to the 550 acre Washington County Cottage Grove Ravine regional park reserve. The Cottage is near the famous lofty lodge treehouse in the area. Treehouse on airbnb listing number 14059804

Guest favourite
A small black wooden cabin is surrounded by greenery, featuring exterior string lights that add a gentle glow. An outdoor seating area with an Adirondack chair sits nearby, alongside a fire pit. The rustic cabin design harmonizes with the natural landscape.
Tiny home in Shafer
4.86 out of 5 average rating, 159 reviews

The Writers Cabin-Sauna/hot tub/river access

Welcome to the writers cabin at wilder retreat on the saint croix. A place to unplug and unwind to connect more, and experience the healing power of nature. The cabin/tiny house 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 power, and a pump sink. A gas fireplace keeps you warm in the winter. We invite you to come and rest, and leave restored.

Top Guest favourite
A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.
Cabin in Grantsburg
4.95 out of 5 average rating, 714 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
The exterior of a 1920s building is displayed, featuring a vintage Coca Cola mural on its side. A small collection of storefronts lines the street, contributing to the urban charm of downtown North Branch, while an American flag gently waves in the foreground.
Loft in North Branch
4.82 out of 5 average rating, 238 reviews

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.

Guest favourite
A comfortable outdoor seating area is shown, featuring a cushioned sectional arranged around a wooden deck. An umbrella provides shade, while a serene view of the lake and boats is visible in the background. Colorful flowers are positioned along the railing.
Guest suite in Forest Lake
4.9 out of 5 average rating, 212 reviews

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.

Top Guest favourite
The exterior of a two-story home is presented, featuring a combination of siding and stone accents. A spacious driveway leads to a double garage, while a clear blue sky complements the structure. A water tower is visible in the background amidst trees.
Apartment in Forest Lake
5 out of 5 average rating, 106 reviews

Beauty & Serenity. 6 guests/2 bedrooms!

The space is tastefully decorated! It has two bedrooms with a Day bed with pull-out trundle, a Queen sofa bed in the living room. Has parking & private entry, full kitchen, dining & living room with private full bath, Dish-network TV in each bedroom & living room. Forest Lake is a quaint town 30 minutes from both downtowns of the twin cities. It’s close to the Blaine airport, sports center+Running Aces Casino. It has several shops+ restaurants+ a beach area on Forest Lake!

Guest favourite
A kitchen features natural wood cabinetry and a warm, inviting layout. Stainless steel appliances complement the space, with a gas stove and a large sink positioned alongside wooden countertops. Natural light streams in through expansive glass doors, offering a view of the outdoor area.
Tiny home in Forest Lake
4.88 out of 5 average rating, 50 reviews

Whimsical Cozy Lakeside Retreat

Welcome to the cozy Lakeside Retreat, a charming 500 sq. ft. cabin in Forest Lake, MN! This cozy, artsy escape is perfect for a romantic getaway, featuring big windows that flood the space with natural light, eclectic decor, and one of the comfiest beds you’ll ever sleep in. Relax in ultimate comfort, explore the lake, and enjoy being steps from one of Minnesota’s best coffee shops. Whether you’re unwinding or adventuring, this dreamy hideaway is the perfect place to stay!

Popular amenities for Chisago City holiday rentals

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  4. Chisago County
  5. Chisago City