Holiday rentals in Chisago County

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Top-rated holiday rentals in Chisago County

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Top guest favourite
An entertainment area features a colorful disco light setup projecting dots of light on the dark walls. A large 'STAR WARS' sign is displayed prominently. A table is surrounded by several chairs, with bright blue bean bags intently positioned in the room.
Cabin in Rush City
4.97 out of 5 average rating, 252 reviews

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.

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
4.91 out of 5 average rating, 254 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
A charming two-story home with a yellow exterior is presented, showcasing a welcoming front porch adorned with hanging planters. The roof features gables and multiple windows, contributing to its classic design. A spacious lawn leads to a paved walkway, offering easy access to the entrance.
Townhouse in Osceola
4.98 out of 5 average rating, 196 reviews

Dr Combacker’s Historic 1880s Home

Voted 2021 & 2023 Readers’ Choice Best Bed and Breakfast! Historic charm marries modern luxuries in this beautiful 1880s home. Built by the pioneering Dr. Henry Combacker, this one of a kind home boasts original woodwork and amazing craftsmanship. Families and groups alike will enjoy the fully stocked kitchen, outdoor living spaces, entertainment for all ages, attention to detail, and close to downtown location. Dr. Combacker’s has all you need for a calm, relaxing stay in and out and about.

Top guest favourite
Cabin in Grantsburg
4.95 out of 5 average rating, 745 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 the cabin is shown, featuring light-colored siding and a prominently displayed American flag. Lush green trees provide shade, and the serene lake is visible in the background, reflecting the colors of the sunset.
Cabin in Lindstrom
4.95 out of 5 average rating, 93 reviews

Hampton's style beach house on sunset point!

Clean, Hampton style retreat, perfect for a week-long stay with your family or friends, in a great location, just 40 minutes from the cities. Spectacular sandy beach for swimming. views on both sides of South Center Lake, perfect for fishing. Can access North Center Lake through the tunnel under Hwy. 8. Many activities to do in the area. Peaceful, private getaway. -allowing dogs only under 50 pounds. Must be leashed and no other pets. - 1 Bedroom - Loft - 1 Full Bathroom - Fully Furnished

Guest favourite
The exterior of a small, dark wooden cabin is framed by lush greenery and trees. String lights are hung above a wooden deck, providing a cozy ambiance. A seating area with Adirondack chairs offers a view of the surrounding nature.
Tiny home in Shafer
4.87 out of 5 average rating, 171 reviews

The Writers Cabin-Sauna/hot tub/river access

Welcome to the Writer’s Cabin at Wilder Retreat on the Saint Croix. A place to unplug and unwind. Designed to slow you down and reconnect you with nature. This thoughtfully designed tiny cabin blends beauty and comfort, with access to the saint croix river and use of wood-fired sauna and wood-fired hot tub and outdoor shower. The cabin features a queen bed in the loft, cooktop, solar power, and a pump sink. A gas fireplace keeps things cozy in the winter months. Come to rest. Leave restored.

Top guest favourite
Home in Saint Croix Falls
5 out of 5 average rating, 68 reviews

River Song Cottage * quiet retreat

River Song Cottage is nestled along the St. Croix National Scenic Riverway, near downtown St. Croix Falls. You will find 2 bedrooms (1: queen bed, 2: twin over full bunk + twin trundle), 1 bathroom, fully equipped kitchen, open dining/ living room area, and a large deck and backyard that cozies up to the wooded banks of the St. Croix River. The wooded lot between our yard and the river belongs to the National Park Service. Public trails can be accessed through the visitor center next door.

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, 254 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.

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, 103 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.

Guest favourite
A welcoming living area features a patterned area rug centered on a warm hardwood floor. Two armchairs and a small table complement a cozy seating arrangement, while a decorative fireplace adds charm. A workspace with a chair and desk is visible in the background.
Home in Osceola
4.93 out of 5 average rating, 196 reviews

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.

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, 139 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.

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
4.98 out of 5 average rating, 53 reviews

Cozy Lakefront Cabin, 60 min from Twin Cities

Escape to your private lakeside retreat on 100 feet of private shoreline. Relax and take in breathtaking sunsets over North Center Lake. Whether you're seeking a cozy winter getaway or a summer adventure, our cabin offers the perfect blend of calm and charm, all within an hour of the Twin Cities. Unplug, unwind, and make memories! We ask guests to respect the peace and privacy of local residents. Only guests confirmed on the booking are allowed.

Popular amenities for Chisago County holiday rentals