Woodlands Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Holiday Rentals Destinations in Woodlands

Luxury Cabin with Private Beach... Right on the water!
10.0 out of 10, Exceptional, (10)
"Beautiful property right on the beach. Comfortable beds and everything you need to make your stay amazing. We would definitely stay here again."
Canada
charla b.
Luxury Cabin with Private Beach... Right on the water!
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
9.8 out of 10, Exceptional, (8)
"Great proximity to nice restaurants"
United States
Steve H.
The price is AU$441
includes taxes & fees
4 Nov - 5 Nov
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
Cheerful Tuxedo House with Hot Tub
9.6 out of 10, Exceptional, (24)
"Fantastic place. Plenty of room, comfortable beds and great neighborhood. Hot tub was a perfect way to end the day. I’d definitely stay here again next time"
Canada
Mike
The price is AU$760
includes taxes & fees
5 Nov - 6 Nov
Cheerful Tuxedo House with Hot Tub
2 Br/ 3 beds with free parking, wifi and much more
9.2 out of 10, Wonderful, (26)
"Great over all location"
Canada
Sherry M.
2 Br/ 3 beds with free parking, wifi and much more
Luxury skyline entire condo in downtown with FREE 24/7 parking
9.6 out of 10, Exceptional, (18)
"We loved our stay at this beautiful property and will definitely be returning."
Canada
Janine B.
Luxury skyline entire condo in downtown with FREE 24/7 parking
Maryland Homestay - Downtown Apartment
6.0 out of 10, (1)
The price is AU$206
includes taxes & fees
4 Nov - 5 Nov
Maryland Homestay - Downtown Apartment
🌎Modern 3 bedroom home w/street park’n close to ✈️
10.0 out of 10, Exceptional, (3)
"Nice n quiet good night sleep "
Canada
Joseph
The price is AU$821
includes taxes & fees
4 Nov - 5 Nov
🌎Modern 3 bedroom home w/street park’n close to ✈️
Maryland Homestay - Downtown Apartment
6.0 out of 10, (4)
"It should state there are just two rooms and the kitchen, location was good everything was walking distance. Was ok for our first time. "
Canada
Jessica M.
The price is AU$206
includes taxes & fees
4 Nov - 5 Nov
Maryland Homestay - Downtown Apartment
The Wooden Nest | Your Comfy Relaxing Escape
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. It had everything we needed and was close to amenities. The host was very response with all questions Would definitely book again."
Canada
Linda L.
The price is AU$317
includes taxes & fees
4 Nov - 5 Nov
The Wooden Nest | Your Comfy Relaxing Escape
FREE PARKING NY Style Condo in Exchange District
10.0 out of 10, Exceptional, (67)
"The location of this condo was excellent. Within walking distance of many restaurants, bars, museums, and other local attractions. Check-in was easy and convenient and parking was wonderful. Thanks for a great stay!"
United States
Amber R.
The price is AU$233
includes taxes & fees
11 Nov - 12 Nov
FREE PARKING NY Style Condo in Exchange District
Modern Luxury 2 bed sleeps 5 wifi laundry king bed
8.2 out of 10, Very good, (17)
"Perfect for what we needed!"
United States
Jennifer K.
Modern Luxury 2 bed sleeps 5 wifi laundry king bed
Maryland Homestay - Downtown Apartment #1
7.2 out of 10, Good, (5)
"such a cozy little stay. the oven and 2 out of 4 stovetops didn’t work, but we made do!!"
Canada
Maddox M.
The price is AU$188
includes taxes & fees
4 Nov - 5 Nov
Maryland Homestay - Downtown Apartment #1
Maryland Homestay - Downtown Apartment
7.4 out of 10, Good, (3)
"We spent ten minutes at the property, saw that it's no homestay and it's unfit for a family with children (broken window in ground floor anybody could climb in, 'zero tolerance for human trafficking' sign where somebody erased 'zero' with a marker, surveillance cameras all around..). Since then, we begged vrbo and owner to pay us back, even in part. No help. Our money, more than 2000, was practically stolen. "
United States
Shirley R.
Maryland Homestay - Downtown Apartment
Best Place in Winnipeg'
10.0 out of 10, Exceptional, (4)
"Nice house, great location in a good neighbourhood with easy walk to playgrounds. Needs a few finishing touches - e.g. patio access to backyard, hood vent, exhaust fans in bathrooms, etc., to elevate the full experience. Owner was very helpful and responsive. Overall, a good place to stay. "
United States
Bob D.
Best Place in Winnipeg'
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre
9.6 out of 10, Exceptional, (28)
"Very nice little condo downtown. Perfect for 2 people and very affordable. "
Canada
Kathy
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre
2 bed downtown sleeps 5 across jets arena king bed
8.8 out of 10, Excellent, (27)
"Exactly what we needed for a group of four"
Canada
Larry R.
2 bed downtown sleeps 5 across jets arena king bed
Executive Luxury 2 bed Spacious Downtown WIFI laundry
7.2 out of 10, Good, (17)
"Communication was spotty - similar to other reviews. Good location, apartment was nice and fairly clean. "
United States
June H.
Executive Luxury 2 bed Spacious Downtown WIFI laundry
$200 Winter Refund Guaranteed - Max Relax - Stay & Play in the Lap of Luxury
9.6 out of 10, Exceptional, (35)
"Clean place, nice location. We stayed there"
United States
Jodi P.
$200 Winter Refund Guaranteed - Max Relax - Stay & Play in the Lap of Luxury
Chesskings Guest House - Unit 2 Notredame Avenue
2.0 out of 10, (1)
"Overall a really unpleasant experience. The unit that is pictured is not what was received. the host messaged me the day of check in to let me know he moved me to unit 1, not 2 as originally booked. I was fine with that, assuming it would be in the same shape as unit 2. It was not! It was not clean, it was unfinished, doors hanging on by 1 screw etc. Very misleading! "
Canada
Meghan L.
The price is AU$165
includes taxes & fees
16 Nov - 17 Nov
Chesskings Guest House - Unit 2 Notredame Avenue
Downtown luxury 1 bedroom sleeps 3 wifi and laundry
8.4 out of 10, Very good, (11)
"The photos are pretty accurate, liked my stay here and the property manager replies quick if you need help. The door can be a bit finicky to lock when you are leaving but other than that it was nice."
Canada
H
Downtown luxury 1 bedroom sleeps 3 wifi and laundry
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Woodlands Hotel Reviews

Find out more about Woodlands

Everything you need to know about Woodlands 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 Woodlands 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 Woodlands holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodlands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodlands. 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 Woodlands 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 Woodlands holiday rentals we have chosen for you start as low as AU$165 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Woodlands rentals

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