Holiday houses in Chisago County

4.96 out of 5 average rating, 240 reviews

Guest suite in Osceola

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!

4.99 out of 5 average rating, 116 reviews

Cottage in Center City

3 Bed Lake House w/ Balconies

3 bedroom (2 king, 1 queen), 2 bath house located on South Center Lake. Soak in the beautiful view from the private balconies, the tub, wrap around deck or fireplace! Enjoy provided snacks, bed side chocolates and a bag of coffee from the local roaster. During the summer months enjoy a fire by the lake (firewood provided), yard games (cornhole, croquet and horseshoes) or rent the pontoon. Free onsite laundry/gas grill/full kitchen utensils. Entrance on lower level is wheelchair accessible.

Tiny home in Saint Croix Falls

4.92 out of 5 average rating, 204 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!

Guest suite in Taylors Falls

4.87 out of 5 average rating, 23 reviews

Bunk house for the adventurer

Relax with the whole family at this peaceful place to stay. Country living just 50 minutes north of the Twin Cities. Newly renovated bunk house on 5 acres surrounded by farmland, wild birds and my Guinea Hens, Chickens and a Peacock. Start your 1400 mile hike on the Ice Age trail. Park car at my place and I’ll drive you to the beginning of the trail. I am also 5 miles from Wild Mountain ski resort and 10 miles from Trollhaugen. Or into wine, three vineyards within 20 minutes and bead shop.

Home in Saint Croix Falls

4.9 out of 5 average rating, 21 reviews

Broken Pitchfork Farm Retreat

Beautiful 4 year old home on 6 acre farm retreat, perfect for nature lovers and adventure seekers alike. 3 bedrooms with King beds, 2.5 bathrooms and a 3 bed loft with stunning views of the surrounding countryside. Take in the natural beauty as you walk private trails, ideal for hiking, birdwatching or snowshoeing. You'll have a chance to spot deer, turkey, goats, chickens and more! Watch TV outside from the 7+ person hot tub or while you grill! Relax at the firepit under the starlit sky!

4.95 out of 5 average rating, 689 reviews

Cabin in Grantsburg

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.

4.86 out of 5 average rating, 147 reviews

Tiny home in Shafer

The Writers Cabin (Sauna/hot tub/river access)

Welcome to the writers cabin at wilder retreat on the saint Croix river. This place is for the dreamers, the star gazers, those craving the healing power of nature. The writers cabin 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, and a pump sink. A gas fireplace keeps you warm in the winter. We invite you to come and rest, and leave restored.

4.97 out of 5 average rating, 215 reviews

Cabin in Rush City

Game Room, Theater, Fire Pit, Pet Friendly

Welcome to @PineLakeLodgeMN, a kid and pet friendly (pet fee) cabin located only one hour from the Twin Cities on Pine Lake. This is the perfect getaway from the hustle and bustle of city life, as well as a great spot for all things outdoors such as ice fishing, hunting, snowmobiling, snowshoeing, sledding and more! We're just across the way from East Rush Lake and minutes from downtown Rush City. Come and watch the sunset from your private deck while you relax at this cozy little cabin!

4.81 out of 5 average rating, 219 reviews

Loft in North Branch

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.

Apartment in Taylors Falls

5 out of 5 average rating, 20 reviews

Cambrian & Co. Loft Stylish, Sophisticated Charm

Discover the perfect home base for your next escape! This stylish, snug, and sophisticated loft is steps from Interstate Park and close to multiple trailheads for hiking, biking and exploring. In winter, hit the slopes at Trollhaugen or Wild Mountain. In warmer months, enjoy water parks, go-karts, and mini golf. Paddle or cruise the scenic St. Croix River, stroll charming shops in Taylors Falls and St. Croix Falls, end your day at a local winery or brewery. Fun for every season!

4.93 out of 5 average rating, 101 reviews

Campsite in Shafer

Yurt-Style Tent at Stone Creek Farm

1 of 4 campsites on the farm, this yurt-style tent has all you need to enjoy camping without the work! The campsite includes a picnic table, BBQ grill and fire pit. There is a self composting toilet on site. Camp carts available to bring gear out. Drinking water is available from the hose out by the high tunnel. It is about a quarter mile walk to the site. If this site is booked when you want to stay, check out our new sites Peachy Keen and Plum Perfect!

4.93 out of 5 average rating, 29 reviews

Cabin in Stanchfield

No Rush with a view like this

This cozy lake front cabin has a beautiful view of Rush Lake with a private dock and small sandy shore. Enjoy the breathtaking sunrise and sunset while sitting at the fire pit, or stay comfy inside by the fireplace while taking in the lakeview from the wide open windows. This all season cabin is perfect for a variety of occasions. Whether it's a small family get-away or a romantic weekend escape, there are endless activities to do and enjoy on Rush Lake!

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Other great holiday rentals in Chisago County

4.92 out of 5 average rating, 97 reviews

Cottage in Taylors Falls

Grove Cottage walkable retreat in St. Croix Valley

JamesRating, 5 stars1 month ago

Perfect for our family! Loved the curated book selection, the fully stocked kitchen, and the comfortable beds and crisp linens.

5 out of 5 average rating, 36 reviews

Cabin in Lindstrom

Lake Days & Game Nights – 4BR Lakefront Cabin

Gary FRating, 5 stars1 week ago

Oh my, what a wonderful stay! We stayed here with family for our daughter's wedding weekend. We had such a lovely time here. I was a little concerned about the price as it is more than we usually spend, but, goodness, the house was huge. The game room alone was 1,400 square feet! There are wonderful outdoor spaces and amenities and the views are marvelous. The house is perfectly set up for a large family gathering with lots of space for folks to get together while still allowing some privacy if needed. The house's amenities were just stellar, better than any Airbnb we've been in. Lot's of games, children's toys and books, and a fabulous "cinema" room. We had an outstanding stay and highly recommend this Airbnb. I think we'll try to rent it again this fall for a family reunion.

4.99 out of 5 average rating, 69 reviews

Home in Chisago City

Beachfront Lake Home with Jacuzzi Hot Tub

ElizabethRating, 5 stars3 weeks ago

We stayed at this house for a long weekend at the end of May. The weather was beautiful and we were able to enjoy time outside. The extra items inside the house were above and beyond (laundry soap, coffee beans, phone chargers connected in the bedrooms. The house was very clean and looked like the photos. There was also a double washer/dryer and lots of pool towels. Zach & Betsy were very responsive from the time we booked the rental until the time we checked out. We can’t wait to visit again and would highly recommend to anyone looking to stay in or around Chisago City.

4.74 out of 5 average rating, 34 reviews

Cabin in Stanchfield

Goose Lake relax and enjoy fishing and wildlife

PaulRating, 5 stars9 months ago

Nice place to stay.

4.99 out of 5 average rating, 74 reviews

Cottage in Chisago City

Cozy cabin on Green Lake

SaraRating, 5 stars8 months ago

We enjoyed our Minimoon here. Was great. Nothing bad to say, other than we clearly didn’t thoroughly read the posting because we were shocked that it was a guest house! Our fault. But anyway, very clean and nice! Would for sure recommend.

5 out of 5 average rating, 18 reviews

Home in Center City

Nordic Harbor Haus - Lake living!

AmyRating, 5 stars4 months ago

Just beautiful and cozy. Felt right at home and comfortable in this gorgeous house. Was bigger than expected. Kitchen was fully stocked and easy to make a meal. Beds were really comfortable. My kids loved the bunk and arcade games. Would love to come backs in the summer.

4.84 out of 5 average rating, 64 reviews

Home in Taylors Falls

Wild Mountain Retreat

JenniferRating, 5 stars3 weeks ago

We absolutely loved our short break at The Havens. The house layout functions brilliantly with lots of communal areas and spaces to relax. It feels newly finished, clean, contemporary and comfortable. We loved discussing evenings in getting of the fire in the porch, using the sauna and taking the kayaks out on the river. Lots to do in the area. we hope to visit again.