Title: Gary Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6338845&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6338845&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6338845&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6338845&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Gary%2C+South+Dakota%2C+United+States+of+America&regionId=6338845&latLong=44.792464%2C-96.455885&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Gary%2C+South+Dakota%2C+United+States+of+America&regionId=6338845&latLong=44.792464%2C-96.455885&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Gary%2C+South+Dakota%2C+United+States+of+America&regionId=6338845&latLong=44.792464%2C-96.455885&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

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## Top Gary Hotel Reviews

![Canby Inn And Suites](https://images.trvl-media.com/lodging/5000000/4560000/4557400/4557339/887eed80_y.jpg)

### Canby Inn And Suites

10/10 Excellent

"Spotless room, fabulous breakfast, and courteous staff!"

[](https://expedia.ca/Montevideo-Hotels-Canby-Inn-And-Suites.h4557339.Hotel-Information)

![3-bedroom apartment downtown Madison](https://images.trvl-media.com/lodging/121000000/120190000/120182600/120182551/5fa1553a_y.jpg)

### 3-bedroom apartment downtown Madison

10/10 Excellent

"We had an absolutely amazing stay and enjoyed every minute of it! The rental was exactly as described—clean, comfortable, and beautifully maintained. Everything we needed was provided, which made the stay completely stress-free. The location was perfect, and the space itself felt welcoming and relaxing from the moment we arrived. It was clear the hosts put a lot of care into creating a great experience. We truly couldn’t have asked for a better stay and would 100% recommend this Vrbo to anyone. We’d love to come back!"

[](https://expedia.ca/Madison-Hotels-3-Bedroom-Apartment-Downtown-Madison.h120182551.Hotel-Information)

![Walk to Restaurant & Bar: Home w/ Deck in Gary](https://images.trvl-media.com/lodging/123000000/122110000/122105500/122105421/20172cbe_y.jpg)

### Walk to Restaurant & Bar: Home w/ Deck in Gary

6/10 Okay

"The home is old, and while this isnt necessarily bad, in this case it works against the property. Some minor updates have been made to improve the guest experience, but more should be considered. Pros include newer appliances in the kitchen, a Roku TV and wi-fi, seating for six in the living room, laminate flooring in the kitchen, and good central heating and water heater. The cons include: 1\. an unpleasant smell throughout the home that is common in older houses, 2\. a worn out and damaged screen on the exterior door off the kitchen, 3\. peeling faux marble covering on the kitchen counter, kitchen knives and cooking utensils that are in need of replacement, stained and dingy kitchen towels and dish cloths, 4\. several burned out and missing light bulbs in light fixtures, 5\. a broken drain stopper in the bathroom sink that makes the sink unusable. Addressing these issues could improve the guest experience quite a bit. I would also recommend adding bedside tables and lamps in the main floor bedrooms, adding a headboard to the queen-size bed on the main floor, providing a real dining table and chairs instead of the tiny foldable plastic table that is currently there, and replacing the toilet seat in the upstairs bathroom with one that matches the size of the bowl. The entire basement comes straight out of a horror film. Nothing short of a complete remodeling w/lighting upgrade would make this area even remotely usable."

[](https://expedia.ca/Gary-Hotels-Walk-To-Restaurant-Bar-Home-W-Deck-In-Gary.h122105421.Hotel-Information)

![Large Private Lodge located in the middle of a hunters paradise](https://images.trvl-media.com/lodging/56000000/55410000/55409300/55409230/5c635bb6_y.jpg)

### Large Private Lodge located in the middle of a hunters paradise

10/10 Excellent

"Great hosts!! Fantastic place."

[](https://expedia.ca/Montevideo-Hotels-Large-Private-Lodge-Located-In-The-Middle-Of-A-Hunters-Paradise.h55409230.Hotel-Information)

![Americas Best Value Inn & Suites Clear Lake](https://images.trvl-media.com/lodging/2000000/1070000/1060700/1060692/a8e0160b_y.jpg)

### Americas Best Value Inn & Suites Clear Lake

10/10 Excellent

"New management and trying to improve things, definitely on the upswing."

[](https://expedia.ca/Clear-Lake-Hotels-Americas-Best-Value-Inn-Suites-Clear-Lake.h1060692.Hotel-Information)

![Escape to this peaceful lakefront getaway on Lake Hendricks](https://images.trvl-media.com/lodging/104000000/103920000/103918700/103918691/94c896e8_y.jpg)

### Escape to this peaceful lakefront getaway on Lake Hendricks

10/10 Excellent

"Fun girls weekend. Thank you."

[](https://expedia.ca/Hendricks-Hotels-Escape-To-This-Peaceful-Lakefront-Getaway-On-Lake-Hendricks.h103918691.Hotel-Information)

## Find out more about Gary

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Gary. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Cottages in Gary ](https://expedia.ca/Gary-Cottages.d6338845-aaCottages.Travel-Guide-Accommodation)
- [Vacation Homes in Gary ](https://expedia.ca/Gary-Private-Vacation-Homes.d6338845-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Frequently asked questions

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