Winkler Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Winkler

Pine Loft. Quiet place in the Winkler/Morden area and just off Highway 14.
Living area

Pine Loft. Quiet place in the Winkler/Morden area and just off Highway 14.

10.0 out of 10, Exceptional, (8)
"After a month touring Manitoba, this was by far the best place we stayed at (3 nights). It felt like the owners thought about what THEY would appreciate in a home from home & saw to it that they provided the same things for their guests. We really enjoyed our stay. "
$153 nightly
The price is $171
Oct 15 - Oct 16
Total with taxes and fees
Pine Loft. Quiet place in the Winkler/Morden area and just off Highway 14.
Casa Cozy Accomodation Near all shopping centres
Microwave, coffee/tea maker, electric kettle, cookware/dishes/utensils

Casa Cozy Accomodation Near all shopping centres

$86 nightly
The price is $96
Oct 15 - Oct 16
Total with taxes and fees
Casa Cozy Accomodation Near all shopping centres
House of comfort 2bdr basement
Living area

House of comfort 2bdr basement

5.0 out of 10, (2)
"I didn't think the listing matched the reality. There is no door or barrier separating you from the hosts. There were no mugs. And the check in process was confusing. "
$99 nightly
The price is $111
Oct 15 - Oct 16
Total with taxes and fees
House of comfort 2bdr basement
Rural Retreat
Property grounds

Rural Retreat

10.0 out of 10, Exceptional, (7)
"Enjoyed the smell of a wood cabin, the friendly dogs , and the cozy fun decor . Would stay again if in the area ."
Rural Retreat
Prairie Wind Ranch House
Smart TV, DVD player

Prairie Wind Ranch House

Prairie Wind Ranch House
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winkler Hotel Reviews

Days Inn & Suites by Wyndham Winkler

Days Inn & Suites by Wyndham Winkler

10/10 Excellent
"Excellent Accommodations from top to bottom . Friendly front desk staff set the tone for a wonderful stay. See You Next Fall. "
fred 1-night trip
Posted 1 day ago
Days Inn & Suites by Wyndham Winkler

Find out more about Winkler

Find out more about Winkler

Everything you need to know about Winkler 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 Winkler 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 Winkler vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winkler vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winkler. 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 Winkler 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 $96 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 Winkler rentals

At Expedia, we put the best Winkler 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 Winkler 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 Winkler 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 Winkler. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Winkler?

Yes, we have vacation rentals in Winkler close to Winkler Aquatic Centre, or you can go with a more remote option if you want a relaxing stay. Our travelers say Winkler has a good selection of restaurants. Make sure you have time to check out the theme park and golf courses during your trip.

What's the top vacation rental in Winkler?

Pine Loft. Quiet place in the Winkler/Morden area and just off Highway 14. : Visitors like this Winkler vacation home rental. It is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave. Our travelers also rate Casa Cozy Accomodation Near all shopping centres as a favorite home for rent in Winkler.

What can I see and do in Winkler?

Winkler Aquatic Centre and Meadow's Golf and Amusement Park are a couple of family-friendly sights, whereas cultural attractions include PW Enns Centennial Concert Hall. Bethel Heritage Park and Winkler Golf Club are other places to visit while you're in town.

What are vacation rentals like in Winkler?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winkler. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.