Little Chicago Holiday Rentals

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Holiday Rentals in Little Chicago

Super spacious cabin. Simple layout and great views overlooking the lake!

10.0 out of 10, Exceptional, (21)
"The boathouse is a cozy cabin with everything you need for a comfortable stay. The kayaks, hammock, and chair swings are perfect for relaxation. Kristy and Casey are wonderful hosts, they made us feel very welcome."
Super spacious cabin. Simple layout and great views overlooking the lake!

Paradise Found! Beautiful Lake Home with Private Heated Pool on Cannon Lake!

10.0 out of 10, Exceptional, (9)
"The house has everything you need for a family gathering. We will definitely stay there again. "
Paradise Found! Beautiful Lake Home with Private Heated Pool on Cannon Lake!

Paradise Perch-Cozy 1-bedroom apartment in downtown Faribault with Arcades.

10.0 out of 10, Exceptional, (5)
"One of the best VRBO’s I’ve stayed at. Chic design, elegant, clean, and excellent location. The hosts were friendly and responsive. Great place to stay! "
The price is AU$376
includes taxes & fees
31 Aug - 1 Sept
Paradise Perch-Cozy 1-bedroom apartment in downtown Faribault with Arcades.

Country setting close to the cities

9.2 out of 10, Wonderful, (15)
"This was our second time staying with Karen, and we love this home! It is cozy, comfortable, and has all of the accommodations we need to have a great stay while visiting family. We would recommend, and would stay again!"
Country setting close to the cities

Lux Retreat on 5 Wooded Acres-Pool/Hot Tub/Tiki Bar/Game Room- Great for Groups!

10.0 out of 10, Exceptional, (1)
"Fabulous property and it had everything someone could possibly need. Host was helpful and responsive. Perfect spot for a large family get together with so many outdoor activities and indoor fun with the game room. If I could give this 10 stars, I honestly would. If you’re thinking about it, just book it!"
Lux Retreat on 5 Wooded Acres-Pool/Hot Tub/Tiki Bar/Game Room- Great for Groups!

Lake Home for Family Gathering

9.8 out of 10, Exceptional, (82)
"It was a great stay, no complaints!"
Lake Home for Family Gathering

Pondhaven Rereat Fully furnished house with fun and convenience for all ages

9.0 out of 10, Wonderful, (9)
"Perfect for 8 of us to have some beds and some games after a long day of golf nearby. "
The price is AU$1,046
includes taxes & fees
7 Sept - 8 Sept
Pondhaven Rereat Fully furnished house with fun and convenience for all ages

Lake Byllesby Paradise: Serene Lakefront Non-Smoking Home

10.0 out of 10, Exceptional, (13)
"Great property, beautiful setting, well-appointed, with helpful owners. "
Lake Byllesby Paradise: Serene Lakefront Non-Smoking Home

Hidden Northfield Cottage

9.4 out of 10, Exceptional, (12)
"Amazing, attentive hosts, immediate response to all inquiries The beds are comfortable, everything we needed at our fingertips Perfect!!! "
Hidden Northfield Cottage

The Poppy Seed Inn -Rose Suite

10.0 out of 10, Exceptional, (2)
"Perfect place for my short visit."
The price is AU$214
includes taxes & fees
11 Sept - 12 Sept
The Poppy Seed Inn -Rose Suite

Minnesota Oak Ridge Estate: Burnsville and Apple Valley near Mall of America

10.0 out of 10, Exceptional, (15)
"The property was beautiful and the accessibility was wonderful! Nancy is a spectacular host, and responded immediately to any questions we had. Highly recommend!"
The price is AU$1,160
includes taxes & fees
11 Sept - 12 Sept
Minnesota Oak Ridge Estate: Burnsville and Apple Valley near Mall of America

Spacious 5-bedroom historic house in Montgomery, MN

10.0 out of 10, Exceptional, (2)
"Really enjoyed the stay. Property is really nice an open concept with plenty of room for all of us. We will definitely look at rent it again. "
The price is AU$1,331
includes taxes & fees
7 Sept - 8 Sept
Spacious 5-bedroom historic house in Montgomery, MN

5- Bedroom Private Home- Quiet Neighborhood- Pet Friendly

10.0 out of 10, Exceptional, (68)
"Everything was clean and perfect!"
5- Bedroom Private Home- Quiet Neighborhood- Pet Friendly

Spacious Historic Bottling Department Loft with Taproom Perks

The price is AU$667
includes taxes & fees
1 Sept - 2 Sept
Spacious Historic Bottling Department Loft with Taproom Perks

The Poppy seed Inn -The Anna Suite

9.8 out of 10, Exceptional, (6)
"This was a nice place to stay!"
The price is AU$230
includes taxes & fees
2 Sept - 3 Sept
The Poppy seed Inn -The Anna Suite

Historic Home By Carleton College; Perfect for Visiting Families & Faculty

10.0 out of 10, Exceptional, (19)
"Clean cozy house, great location."
Historic Home By Carleton College; Perfect for Visiting Families & Faculty

French Lake Escape

10.0 out of 10, Exceptional, (6)
French Lake Escape

10-acre Plot: Peaceful Getaway in Webster!

3.0 star property
10-acre Plot: Peaceful Getaway in Webster!

Cozy, year-round lake home with magnificent sunset views, lake access and dock.

10.0 out of 10, Exceptional, (20)
"There is something so relaxing about sitting in the sunroom watching the lake. Amazing hosts!"
Cozy, year-round lake home with magnificent sunset views, lake access and dock.

2 Mi to Cedar Lake: Quiet Home w/ Fire Pit + Deck

2.0 out of 10, (1)
"First I am normally not a complainer. I have also stayed in many VRBOs. All very positive experiences.I was expecting rustic because this place looked dated. However upon arrival there is an odor in the home that could not clearly be explained. We bought candles to help with the smell. It is supposed to be supplied with enough towels and wash clothes for 13 guests. It is not. They are working on flooring up stairs so one room was subfloor. Not completed. The bedroom closets were filled with...
2 Mi to Cedar Lake: Quiet Home w/ Fire Pit + Deck
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Little Chicago Hotel Reviews

Find out more about Little Chicago

Find out more about Little Chicago

Everything you need to know about Little Chicago holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Little Chicago holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Little Chicago holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Little Chicago holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Chicago. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Little Chicago holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Little Chicago holiday rentals we have selected for you start as low as AU$214 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Little Chicago rentals

At Expedia, we put the best Little Chicago holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Little Chicago rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Little Chicago holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Little Chicago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Little Chicago?

Yes, there are holiday rentals close to the most popular sights in Little Chicago, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Little Chicago has to offer?

Lux Retreat on 5 Wooded Acres-Pool/Hot Tub/Tiki Bar/Game Room- Great for Groups!: This holiday home rental outside Little Chicago offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Little Chicago?

While exploring the area, visit family-friendly sights like Faribault Family Aquatic Center, or get outside and enjoy nature at Vermillion River. Elko Speedway & Drive-in Theater and St. Olaf College are a couple of places you'll find in the wider area.

What are holiday rentals like in Little Chicago?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Little Chicago. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.