Vacation rentals in Chisago City

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Top-rated vacation rentals in Chisago City

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Top guest favorite

A charming treehouse is nestled among the lush branches of a large, mature oak tree. The wooden structure features multiple levels with a spacious deck that connects to the main entrance, surrounded by greenery, creating a serene and natural environment.

Home in Cottage Grove

4.98 out of 5 average rating, 694 reviews

Tree House Luxury Stay

Perched high in the majestic arms of a 150 year old Burr White Oak tree. This cozy 1200 square foot, seven-room house not only has breathtaking views it also has enchanting and delightful surprises befitting of a fairytale. Climb 40 feet up onto the Observation Tower, where a telescope waits for you, ready to scan the night sky, and reveal the panorama of the heavens -- overlooking 500 acres of natural splendor right next door. Step into the hot, bubbling jets of the jacuzzi, or warm caress of the rain shower, and restore your spirits by soothing your muscles, melting away any residual tensions of the day. Get a restful sleep in one of our soft beds. In the morning, pad around on in-floor radiant heated floors (so cozy during winter-time.) Or enjoy your morning coffee on one of four outside decks. And don’t forget to solve the mystery of the Treehouse, that awaits your discovery within its wood beamed walls. This treehouse was custom designed by its architect with three dimensional chess in mind. Artisan architectural details are found throughout. Crystal chandeliers bedeck its high ceilings, and marble countertops grace the elegant, fully appointed kitchen. (A surround sound system helps set the mood for those special dinners in the dining nook.) One of two fireplaces adds luxurious touches to the primary bedroom with a queen bed, and hideaway bed in the secret room, along with a jacuzzi and rain shower in the primary bath, as well as a second bathroom in the secret room. Perfect for honeymooners, couples, business/corporate overnights, solo travelers and families with children over twelve years old. These are only a few of the many luxury details in this spectacular vacation spot must-see. Spend your days snuggled up beside the fireplace of your choice, while enjoying the panoramic views. You can stream your favorite movies and shows with Broadband Wi-Fi throughout the house. Come down for a leisurely walk around the grounds, and stop by to visit and feed the goats and chickens that call Hope Glen Farm their home in the corral of this historic farmstead. Bring your stress levels down and your heart rate up by walking over to Washington County Cottage Grove Park Reserve, just steps away, and answer its call to explore over 550 acres of fields and forests. Go hiking and biking down its trails, geocaching the hills and ravines for hidden treasures, or spend the afternoon fishing and kayaking in the lakes. And don’t let cooler temperatures keep you from discovering the pristine natural beauty of winter! Winter activities include cross country skiing and snowshoeing on the blankets of snow. Breathe deeply of the crisp Minnesota winter air -- truly one of life’s great pleasures. Plus, only a ten minute drive brings you to nearby Afton Alps in Afton State Park offering downhill skiing and snowboarding. For clarity, the Treehouse has 2 private bedrooms: Bedroom 1 is has a queen bed. Bedroom 2 has a bedroom with standard sofa bed with attached half bathroom, which is the secret room a must find. Give yourself the gift of this luxurious enchanting TreeHouse Suite in the treetops, for a enchanting vacation experience you'll never forget. Something to write home about!

Top guest favorite

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, 75 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 favorite

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, 255 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 favorite

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

4.94 out of 5 average rating, 350 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 favorite

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, 215 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 favorite

The cozy timber-framed cabin is surrounded by lush greenery and colorful fall foliage. A vibrant orange tree contrasts with the cabin's exterior, while flowering plants and shrubs create a natural border, enhancing the cabin's secluded atmosphere amidst the serene wooded landscape.

Cabin in Amery

5 out of 5 average rating, 155 reviews

Timber-framed Cabin On River’s Bend | Apple River

Perched high on the banks of the Apple River, the timber-framed cabin offers spectacular views of the river and wildlife. We’ve spotted bald eagles, deer, ducks, geese, great blue heron, golden eagle, fox, beaver, bear and wild turkey from the comfort of the cabin. One hour from the Twin Cities, it’s the perfect cabin getaway for couples, friends, and families. Located on 3 private acres in Amery, WI you will be near rivers, lakes, hiking trails and all that Wisconsin Northwoods has to offer.

Top guest favorite

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, 109 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 favorite

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, 703 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 favorite

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, 29 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!

Guest favorite

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

4.81 out of 5 average rating, 233 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.

Superhost

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, 204 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.

Guest favorite

The exterior of a rustic barn-style building is shown, featuring a large window and a bright red door. Solar panels are mounted on the front, with greenery and vibrant foliage in the foreground, enhancing the natural setting. A clear blue sky complements the serene environment.

Barn in Saint Croix Falls

4.97 out of 5 average rating, 105 reviews

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.