Vacation rentals in Chisago County

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Top-rated vacation rentals in Chisago County

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Guest favorite

Guest suite in Osceola

4.95 out of 5 average rating, 208 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!

Aug 8 – 15

$96 per night

Guest favorite

Cottage in Taylors Falls

4.95 out of 5 average rating, 66 reviews

Grove Cottage walkable retreat in St. Croix Valley

Nestled in the St. Croix Valley, this historic cottage is within walking distance of downtown Taylors Falls and Interstate Park. Centrally located between two ski hills, this is a great location for year-round enjoyment. Within minutes of ATV/snowmobile and bike trails, canoeing, kayaking, and gorgeous fall color displays. Within easy distance of Osceola and Stillwater. The charming home includes all the modern comforts with a spacious yard and garden to relax and unwind, including a fire pit

Oct 4 – 11

$154 per night

Guest favorite

Cottage in Chisago City

4.98 out of 5 average rating, 65 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. Easy in and out to the lake for winter activities like snowmobiling or ice fishing. 2 kayaks available for guests. Much more!

Sep 29 – Oct 6

$162 per night

Guest favorite

Cabin in Grantsburg

4.95 out of 5 average rating, 601 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.

Aug 1 – 8

$166 per night

Guest favorite

Cabin in Rush City

4.97 out of 5 average rating, 127 reviews

Pine Lake Lodge - Brand new game room and theater!

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!

Jun 13 – 20

$168 per night

Superhost

Cabin in North Branch

4.89 out of 5 average rating, 71 reviews

Amador Hill Haven

Amador Hill Haven in an extremely private getaway cabin on top of Amador Hill, nestled deep in the woods with a view of the St. Croix River in Wisconsin from the deck. You can find the rest and peace you are looking for or you can enjoy numerous local opportunities in near-by small town rural America, plus many outdoor activities, jogging, hiking, biking, cross-country skiing, canoeing, downhill skiing, water sliding, kayaking, picnicking and amenities offered in Wild River State Park.

Sep 21 – 28

$134 per night

Superhost

Loft in North Branch

4.79 out of 5 average rating, 149 reviews

Nostalgia Room - 1 Bedroom Loft Apartment 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.

Mar 18 – 25

$81 per night

Guest favorite

Cottage in Harris

4.97 out of 5 average rating, 37 reviews

Tranquil lakeside cabin 1 hr from MSP

Looking for a relaxing cabin getaway but not wanting to drive 3-4 hours?! Our spacious lot with a private dock has plenty of room for you to unwind. The screened gazebo can't be beat in lake views or ambiance. In the colder months, cozy up by the fire with puzzles, and games. We have folding tables, chairs, and plenty of space for small crafting retreats too! Though our kitchen is fully stocked, we are also located near 2 wineries and several restaurants - vacation however you choose!

May 24 – 31

$290 per night

Guest favorite

Tiny home in Saint Croix Falls

4.92 out of 5 average rating, 88 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 front deck of our cozy cabin, as well as from the loft or many windows looking out. Enjoy the fire pit, private barrel sauna, gas grill, pond, 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!

Nov 12 – 19

$200 per night

Guest favorite

Guest suite in Lindstrom

4.92 out of 5 average rating, 71 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.

Nov 10 – 17

$144 per night

Guest favorite

Home in Taylors Falls

4.98 out of 5 average rating, 197 reviews

Maple House - Spacious 6 BR home for gatherings

ALL are welcome in private home above quaint village of Taylors Falls. Perfect for family stay-cations, vacations, groups & friends gatherings to relax or work. High speed wifi, cooking facilities, natural setting, fire pit, and private parking for 9 regular size cars. We follow Covid 19 enhanced cleaning guidelines with UV lights and HEPA filters on furnaces/air conditioners. Please reflect total number of guests in reservation.

Apr 22 – 29

$396 per night

Guest favorite

Cabin in Harris

4.99 out of 5 average rating, 67 reviews

Scandinavian Lake Cabin Ideal for Romantic Getaway

Peace and relaxation await at this newly-renovated lake cabin where modern amenities meet Scandinavian simplicity. With 150’ of private lakeshore on Goose Lake, it’s the perfect getaway for couples, small families, or outdoor enthusiasts. After a day of enjoying the lake, spend your evenings listening to records next to the fireplace, or enjoy a bonfire and watch the sunset while roasting S’mores. Only 1-hour from the Twin Cities.

Sep 18 – 25

$172 per night