Vacation Rentals in Woodlands

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Top Vacation Rentals in Woodlands

Luxury Cabin with Private Beach... Right on the water!

Woolands
10.0 out of 10, Exceptional, (10)
"We had a great few days at the cabin. Amazing location! "
Canada
Ainsley S.
Luxury Cabin with Private Beach... Right on the water!

FREE PARKING NY Style Condo in Exchange District

Exchange District
10.0 out of 10, Exceptional, (71)
"Neat and tidy; well appointed; very comfortable; lovely location"
Canada
Maryke W.
$135 nightly
The price is $158
Dec 9 - Dec 10
Total with taxes and fees
FREE PARKING NY Style Condo in Exchange District

3 floors character house

Winnipeg
9.6 out of 10, Exceptional, (72)
"Got everything you need for your stay in Winnipeg and can’t beat the price! "
Canada
Francois C.
3 floors character house

Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

Exchange District
9.4 out of 10, Exceptional, (10)
"We stayed here for a few days and really enjoyed it. The old time freight elevator at the back entrance was so cool to ride in!"
Canada
Jennifer D.
$242 nightly
The price is $284
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

🌎Modern 3 bedroom home w/street park’n close to ✈️

Weston
10.0 out of 10, Exceptional, (3)
"This property is beautiful. The owner is top hostess she went above and beyond for us. Will definitely being staying here again"
Canada
Aldeana L.
$454 nightly
The price is $533
Dec 4 - Dec 5
Total with taxes and fees
🌎Modern 3 bedroom home w/street park’n close to ✈️

Chesskings Guest House - Unit 2 Notredame Avenue

West Alexander
2.0 out of 10, (2)
"They cancelled on me the day i was spose to check in so i dont recommended anyone staying here ever!!!"
Canada
Rick .j.
$92 nightly
The price is $106
Dec 2 - Dec 3
Total with taxes and fees
Chesskings Guest House - Unit 2 Notredame Avenue

Cheerful Tuxedo House with Hot Tub

Tuxedo
9.8 out of 10, Exceptional, (28)
"Amazing stay, beautiful area, house had everything you need and more! "
United States
Ashley and H.
$558 nightly
The price is $656
Dec 2 - Dec 3
Total with taxes and fees
Cheerful Tuxedo House with Hot Tub

*Spacious w/ Style | Free Parking | 7 min Airport*

King Edward
9.4 out of 10, Exceptional, (6)
"Great place with a great location, lots of things in walking distance. "
United States
Tyler s.
$182 nightly
The price is $204
Dec 2 - Dec 3
Total with taxes and fees
*Spacious w/ Style | Free Parking | 7 min Airport*

Maryland Homestay - Downtown Apartment

Winnipeg
4.0 out of 10, (2)
"The place was really dirty. It looked nothing like the photo"
Canada
Teresa B.
$113 nightly
The price is $133
Dec 2 - Dec 3
Total with taxes and fees
Maryland Homestay - Downtown Apartment

Maryland Homestay - Downtown Apartment #1

Winnipeg
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.
$104 nightly
The price is $121
Dec 2 - Dec 3
Total with taxes and fees
Maryland Homestay - Downtown Apartment #1

Maryland Homestay - Downtown Apartment

Winnipeg
7.4 out of 10, Good, (3)
"Mr Huan To is an amazing host. Enjoyed the stay.Thank you"
Canada
Daniel Z.
$107 nightly
The price is $125
Dec 2 - Dec 3
Total with taxes and fees
Maryland Homestay - Downtown Apartment

2 bed downtown sleeps 5 across jets arena king bed

Downtown Winnipeg
8.8 out of 10, Excellent, (27)
"Great location. Host is excellent "
Canada
Kari
2 bed downtown sleeps 5 across jets arena king bed

2 Br/ 3 beds with free parking, wifi and much more

Winnipeg
9.2 out of 10, Wonderful, (26)
"Great location in a heritage building, comfortable and clean."
Canada
Marlena W.
2 Br/ 3 beds with free parking, wifi and much more

Maryland Homestay - Downtown Apartment

Winnipeg
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.
$113 nightly
The price is $133
Dec 2 - Dec 3
Total with taxes and fees
Maryland Homestay - Downtown Apartment

Comfortable home near airport

King Edward
9.8 out of 10, Exceptional, (9)
"Very bright, clean and well equipped rental with many extra welcoming touches. Would happily stay here again. Good value for all the space."
Canada
Scott T.
Comfortable home near airport

$200 Winter Refund Guaranteed - Max Relax - Stay & Play in the Lap of Luxury

Tuxedo
9.6 out of 10, Exceptional, (36)
"Lovely - unit was exceptionally clean and well equipped. Host communicated quickly to any questions or concerns. Excellent location."
Canada
Craig G.
$200 Winter Refund Guaranteed - Max Relax - Stay & Play in the Lap of Luxury

Executive Luxury 2 bed Spacious Downtown WIFI laundry

Downtown Winnipeg
7.2 out of 10, Good, (19)
"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

*Shop & Dine | Free Parking | 7 min to Airport*

King Edward
10.0 out of 10, Exceptional, (2)
"Newer development, clean, beautifully designed. Comforts of home. Host replies in a timely matter. Enjoyed my stay with no hassle. "
Canada
Lori
*Shop & Dine | Free Parking | 7 min to Airport*

Perfect Comfy Retreat | Premium Location Home Stay

King Edward
10.0 out of 10, Exceptional, (1)
"Great house, owner always responded very quick."
United States
Kai M.
$184 nightly
The price is $206
Dec 7 - Dec 8
Total with taxes and fees
Perfect Comfy Retreat | Premium Location Home Stay

The Wooden Nest | Your Comfy Relaxing Escape

King Edward
9.6 out of 10, Exceptional, (5)
"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.
$184 nightly
The price is $206
Dec 7 - Dec 8
Total with taxes and fees
The Wooden Nest | Your Comfy Relaxing Escape
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 Woodlands Hotel Reviews

Find out more about Woodlands

Discover your perfect Woodlands vacation rental with Expedia

How many vacation rentals are available in Woodlands?


Expedia has plenty of vacation rentals to choose from in and around  Woodlands, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Woodlands?


The selection of Woodlands vacation rentals we have selected for you start as low as $106 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Woodlands?


Vacation rentals in Woodlands come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Woodlands vacation rentals to suit everyone. 


Why should I choose a vacation rental in Woodlands?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Woodlands vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Woodlands?


Find vacation rentals in Woodlands by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Woodlands.  


What amenities are available in a vacation rental in Woodlands?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Woodlands vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Woodlands?   


Everytime is a great time to head to Woodlands! Staying in a Woodlands vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Woodlands. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Woodlands vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Woodlands, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Woodlands vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


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