Pickering Vacation Rentals

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Our top choices for Pickering vacation rentals

Vacation Home in Grant City

Grant City Rental- NIGHTLY RATE!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great communication and easy check in. Appreciated my stay."
United States
darin g.
$100 nightly
The price is $100
Jan 1 - Jan 2, 2026
Total with taxes and fees
Grant City Rental- NIGHTLY RATE!

Vacation Home in Grant City

Grant City Nightly Rental
9.0 out of 10, Wonderful, (2)
"Great stay"
United States
Tiffany K.
$144 nightly
The price is $144
Dec 29 - Dec 30
Total with taxes and fees
Grant City Nightly Rental

Apartment in Maryville

Chic 1BR Near University
9.0 out of 10, Wonderful, (2)
"Overall good stay and plan to stay again next week!!"
United States
Jill L.
$163 nightly
The price is $163
Dec 29 - Dec 30
Total with taxes and fees
Chic 1BR Near University
10.0 out of 10, Exceptional, (3)
"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
Lynn M.
$185 nightly
The price is $202
Dec 29 - Dec 30
Total with taxes and fees
The Willow Loft III in Downtown Maryville
9.8 out of 10, Exceptional, (22)
"Overall a very clean and enjoyable stay in a cool piece of History. "
United States
Jason E.
$328 nightly
The price is $346
Dec 29 - Dec 30
Total with taxes and fees
The 1905 - Spacious Downtown Farmhouse - 4bd/2ba

Vacation Home in Maryville

Blue House on Main | *Pet Friendly*
10.0 out of 10, Exceptional, (3)
"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!"
United States
James C.
$316 nightly
The price is $342
Jan 2 - Jan 3, 2026
Total with taxes and fees
Blue House on Main | *Pet Friendly*
10.0 out of 10, Exceptional, (3)
"Awesome property great for our family visit to Maryville."
United States
Dean B.
$325 nightly
The price is $353
Dec 29 - Dec 30
Total with taxes and fees
The Willow Loft * 3 br loft with outdoor living
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 Pickering Hotel Reviews

Find out more about Pickering

Everything you need to know about Pickering vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pickering vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pickering vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pickering vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pickering rentals

At Expedia, we put the best Pickering vacation 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 Pickering 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 Pickering vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pickering. 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 vacation rental in Pickering?

Yes, you can find vacation rentals near popular local attractions in Pickering, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Pickering has to offer?

Grant City Rental- NIGHTLY RATE!: This vacation home rental outside of Pickering has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

What can I see and do in Pickering?

While exploring the area, visit family-friendly sights like Thomson Splash 'N' Play, or get outside and enjoy nature at Nodaway Lake. Northwest Missouri State University and Mozingo Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Pickering?

Vacation rentals are private properties you can stay in for several days or more in Pickering. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.