Title: Pickering Vacation Rentals from CA $200: Short-Term Rentals for 2026 | Expedia.ca

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# Pickering Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000349497&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000349497&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000349497&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 four months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000349497&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)

## Our top choices for Pickering vacation rentals

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/5de6ab1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w379h683x323y0-d28718c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/91d2eb4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w389h683x312y0-9f65aadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grant City Nightly Rental 

[](https://www.expedia.ca/Grant-City-Hotels-Grant-City-Nightly-Rental.h109356252.Hotel-Information)

Grant City

9.0/10

Wonderful

(2 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany K.

CA $137

CA $200 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Grant-City-Hotels-Grant-City-Nightly-Rental.h109356252.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123760000/123756800/123756754/718e5486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123760000/123756800/123756754/2b30b338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123760000/123756800/123756754/9ce6b6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123760000/123756800/123756754/c3662916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic loft next to restaurant, tavern, and shopping right outside your door!

[](https://www.expedia.ca/Bedford-Hotels-Historic-Loft-Next-To-Restaurant.h123756754.Hotel-Information)

Bedford

CA $87

CA $168 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Bedford-Hotels-Historic-Loft-Next-To-Restaurant.h123756754.Hotel-Information)

![Studio, 1 Queen Bed, Non Smoking, Kitchenette](https://images.trvl-media.com/lodging/125000000/124510000/124504800/124504733/d72f019c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124510000/124504800/124504733/3823783f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop](https://images.trvl-media.com/lodging/125000000/124510000/124504800/124504733/52818164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Non Smoking, Kitchenette | Interior](https://images.trvl-media.com/lodging/125000000/124510000/124504800/124504733/30fe46a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Maryville Extended Stay

[](https://www.expedia.ca/Maryville-Hotels-Maryville-Extended-Stay.h124504733.Hotel-Information)

Maryville

CA $132

CA $150 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Maryville-Hotels-Maryville-Extended-Stay.h124504733.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/118000000/117760000/117758300/117758266/c461bc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117760000/117758300/117758266/02cb8437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/118000000/117760000/117758300/117758266/8666dbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117760000/117758300/117758266/55de1df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 1BR Near University

[](https://www.expedia.ca/Maryville-Hotels-Chic-1BR-Near-University.h117758266.Hotel-Information)

Maryville

9.0/10

Wonderful

(2 reviews)

"Overall good stay and plan to stay again next week!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jill L.

CA $101

CA $226 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Maryville-Hotels-Chic-1BR-Near-University.h117758266.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649763/1c6237be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649763/71d7b9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649763/52010416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649763/4ee86f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Willow Loft III in Downtown Maryville

[](https://www.expedia.ca/Maryville-Hotels-The-Willow-Loft-III-In-Downtown-Maryville.h118649763.Hotel-Information)

Maryville

10/10

Exceptional

(3 reviews)

"Such a pretty and well maintained home away from home located in the center of town and quick walk or ride to everywhere we needed to visit owners answered alll questions and apartment was exactly as described and very well maintained we will be back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn M.

CA $159

CA $282 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Maryville-Hotels-The-Willow-Loft-III-In-Downtown-Maryville.h118649763.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649769/483d701e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649769/4ea07df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649769/57a802e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649769/100fab8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Willow Loft \* 3 br loft with outdoor living

[](https://www.expedia.ca/Maryville-Hotels-The-Willow-Loft-3-Br-Loft-With-Outdoor-Living.h118649769.Hotel-Information)

Maryville

10/10

Exceptional

(3 reviews)

"Awesome property great for our family visit to Maryville."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dean B.

CA $275

CA $494 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Maryville-Hotels-The-Willow-Loft-3-Br-Loft-With-Outdoor-Living.h118649769.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/f39dd08a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/5624f640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/e81673b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/30845ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue House on Main | \*Pet Friendly\*

[](https://www.expedia.ca/Maryville-Hotels-Blue-House-On-Main-Pet-Friendly.h113586121.Hotel-Information)

Maryville

10/10

Exceptional

(3 reviews)

"It was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanette W.

CA $277

CA $478 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Maryville-Hotels-Blue-House-On-Main-Pet-Friendly.h113586121.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-24&endDate=2026-01-25&regionId=3000349497&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America&regionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America&regionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America&regionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America&regionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Pickering%2C+Missouri%2C+United+States+of+America&regionId=3000349497&latLong=40.450823%2C-94.842192&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=VACATION_HOME)

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## Top Pickering Hotel Reviews

![Cobblestone Inn & Suites - Maryville](https://images.trvl-media.com/lodging/18000000/17160000/17150500/17150423/94382a5b_y.jpg)

### Cobblestone Inn & Suites - Maryville

10/10 Excellent

"Room was very clean and very comfortable. I would come back again. "

[](https://expedia.ca/St-Joseph-Hotels-Cobblestone-Inn-Suites-Maryville.h17150423.Hotel-Information)

![Holiday Inn Express & Suites Maryville by IHG](https://images.trvl-media.com/lodging/2000000/1180000/1178400/1178384/9800f98a_y.jpg)

### Holiday Inn Express & Suites Maryville by IHG

10/10 Excellent

"Breakfast was very good. The staff was super friendly and helpful. Lobby atmosphere was great. "

[](https://expedia.ca/St-Joseph-Hotels-Holiday-Inn-Express-Suites-Maryville.h1178384.Hotel-Information)

![Cobblestone Inn & Suites - Clarinda](https://images.trvl-media.com/lodging/24000000/23390000/23380100/23380024/48b6995b_y.jpg)

### Cobblestone Inn & Suites - Clarinda

10/10 Excellent

"Very nice check in process, nice amenities and very helpful. Room is very clean as well."

[](https://expedia.ca/Shenandoah-Hotels-Cobblestone-Inn-Suites-Clarinda.h23380024.Hotel-Information)

![Celebrity Inn](https://images.trvl-media.com/lodging/96000000/95830000/95827400/95827322/3104b529_y.jpg)

### Celebrity Inn

10/10 Excellent

"Great deal for the price"

[](https://expedia.ca/Clarinda-Hotels-1323-S-16th-St.h95827322.Hotel-Information)

![The Willow Loft * 3 br loft with outdoor living](https://images.trvl-media.com/lodging/119000000/118650000/118649800/118649769/483d701e_y.jpg)

### The Willow Loft \* 3 br loft with outdoor living

10/10 Excellent

"The Willow Loft was such a nice place to stay. We had to book last minute because of a funeral and the owners were so nice and accommodating! The whole loft was decorated nicely and we had plenty of room to stretch out after being in the car all day. The kitchen is well equipped and there are plenty of little extras, like cozy blankets, plenty of coffee pods, and even super soft robes to use. The only negative is that this is a loft, so there are a good amount of stairs. There is a front and back staircase and the back ones are much more manageable. I would highly recommend staying here if you need to visit Maryville. "

[](https://expedia.ca/Maryville-Hotels-The-Willow-Loft-3-Br-Loft-With-Outdoor-Living.h118649769.Hotel-Information)

![Saunders Place](https://images.trvl-media.com/lodging/101000000/100790000/100787000/100786919/6d861780_y.jpg)

### Saunders Place

10/10 Excellent

"beautiful old er home, beautiful woidwork, beautuful kitchen"

[](https://expedia.ca/Maryville-Hotels-Saunders-Place.h100786919.Hotel-Information)

![Blue House on Main | *Pet Friendly*](https://images.trvl-media.com/lodging/114000000/113590000/113586200/113586121/9612a9e6_y.jpg)

### Blue House on Main | \*Pet Friendly\*

10/10 Excellent

"The house was amazing and it was decorated for the holiday season! Everything was easy to find and when we had an issue with the locks the host got back to us immediately. Thank you for making my graduation day so special!"

[](https://expedia.ca/Maryville-Hotels-Blue-House-On-Main-Pet-Friendly.h113586121.Hotel-Information)

![Grant City Nightly Rental

](https://images.trvl-media.com/lodging/110000000/109360000/109356300/109356252/w378h683x323y0-d51b702f_y.jpg)

### Grant City Nightly Rental 

10/10 Excellent

"Great stay"

[](https://expedia.ca/Grant-City-Hotels-Grant-City-Nightly-Rental.h109356252.Hotel-Information)

![Americas Best Value Inn & Suites Maryville](https://images.trvl-media.com/lodging/1000000/530000/523200/523135/07263475_y.jpg)

### Americas Best Value Inn & Suites Maryville

10/10 Excellent

"It was comfy and cozy. The beds were soft enough and it was quiet. Bargain for the price!"

[](https://expedia.ca/St-Joseph-Hotels-Americas-Best-Value-Inn-Suites-Maryville.h523135.Hotel-Information)

## Find out more about Pickering

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 Pickering. 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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- [Vacation Homes in Pickering ](https://expedia.ca/Pickering-Private-Vacation-Homes.d3000349497-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Pickering ](https://expedia.ca/Pickering-Apartments.d3000349497-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Pickering ](https://expedia.ca/Pickering-Cottages.d3000349497-aaCottages.Travel-Guide-Accommodation)
- [Villas in Pickering ](https://expedia.ca/Pickering-Villas.d3000349497-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

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## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app