Vacation Rentals in Woodlands

Top cities in Woodlands

Vacation Rentals

Warren

Warren

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Woodlands vacation rentals

Terrace/patio

1. Incredible Waterfront Cottage with Hot-tub, Barbecue and Fire Pit in Portage la Prairie, Manitoba

Incredible Waterfront Cottage with Hot-tub, Barbecue and Fire Pit in Portage la Prairie, Manitoba
Portage la Prairie
$139 nightly
The price is $140
Nov 9 - Nov 10
Total with taxes and fees
Incredible Waterfront Cottage with Hot-tub, Barbecue and Fire Pit in Portage la Prairie, Manitoba
A hot tub with a wooden deck, surrounded by outdoor furniture and a view of trees and a lake.

2. The Ox + Bow in Portage la Prairie

The Ox + Bow in Portage la Prairie
Portage la Prairie
10.0 out of 10, Exceptional, (14 reviews)
"Great experience, amazing place, everything was spotless."
Canada
Michail
$131 nightly
The price is $132
Nov 9 - Nov 10
Total with taxes and fees
The Ox + Bow in Portage la Prairie
A spacious indoor area with high ceilings, exposed brick walls, and a central wooden table.

3. FREE PARKING NY Style Condo in Exchange District

FREE PARKING NY Style Condo in Exchange District
Exchange District
10.0 out of 10, Exceptional, (97 reviews)
"Lovely stay - very spacious, secure and clean! Would recommend"
Canada
Alyssa
$122 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
FREE PARKING NY Style Condo in Exchange District
A compact kitchen with a central island, a dining area with bar stools, and a black leather sofa.

4. Serene 3 Bed Room Near Airport/Polo Park Main Floor Bedroom

Serene 3 Bed Room Near Airport/Polo Park Main Floor Bedroom
Weston
9.2 out of 10, Wonderful, (5 reviews)
"It was so nice and quite, forgot I was in Winnipeg for a second"
Canada
Charmaine
$144 nightly
The price is $169
Nov 29 - Nov 30
Total with taxes and fees
Serene 3 Bed Room Near Airport/Polo Park Main Floor Bedroom
Living area

5. Northside Comfort! Pet Friendly Budget Rental close to HSC and The Forks!!!

Northside Comfort! Pet Friendly Budget Rental close to HSC and The Forks!!!
Winnipeg
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was excellent, the house was clean and the owner was responsive and great to deal with. Location was great for us."
United States
Brenda R.
$149 nightly
The price is $176
Nov 12 - Nov 13
Total with taxes and fees
Northside Comfort! Pet Friendly Budget Rental close to HSC and The Forks!!!
A modern two-story house with a garage, numbered 821, in a snowy setting.

6. Cozy newly furnished 2-bedroom basement suite in West St. Paul.

Cozy newly furnished 2-bedroom basement suite in West St. Paul.
West Saint Paul
8.0 out of 10, Very good, (1 review)
$180 nightly
The price is $201
Nov 16 - Nov 17
Total with taxes and fees
Cozy newly furnished 2-bedroom basement suite in West St. Paul.
A narrow pathway leading to a gated entrance, flanked by two buildings with a clear sky above.

7. Cozy 1 bedroom basement suite with private entrance from the side of the house

Cozy 1 bedroom basement suite with private entrance from the side of the house
Winnipeg
9.0 out of 10, Wonderful, (2 reviews)
"I was visiting Winnipeg with my father for a funeral. We wanted to be able to cook some of our own meals and have places to walk to.The neighborhood was great, nice walks, including to basic shopping - a small east Indian grocery store and other amenities were close by. The people we met while walking were lovely, the neighborhood is multi cultural - which we love!The place itself seems like a fairly new place and is sparsely furnished, the kitchen had minimal possibilities for cooking - no...
United States
Kim H.
$96 nightly
The price is $114
Nov 15 - Nov 16
Total with taxes and fees
Cozy 1 bedroom basement suite with private entrance from the side of the house
A hotel room with a bed, a desk, a chair, a lamp, a TV, and a window with curtains.

8. Affordable Bachelor Near HSC & Downtown

Affordable Bachelor Near HSC & Downtown
West Alexander
8.0 out of 10, Very good, (1 review)
"No bathtub. Parking was a headache as others kept parking in my spot."
Canada
MARIO
$114 nightly
The price is $134
Nov 17 - Nov 18
Total with taxes and fees
Affordable Bachelor Near HSC & Downtown
A modern lobby with leather sofas, a glass coffee table, and abstract wall art.

9. Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
Downtown Winnipeg
9.6 out of 10, Exceptional, (20 reviews)
"Clean and easy to access"
Canada
Tina
$112 nightly
The price is $117
Nov 9 - Nov 10
Total with taxes and fees
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
A modern interior with a wooden staircase, a dining area with a chandelier, and a white cabinet.

10. Upscale Tuxedo Family Retreat with Hot Tub

Upscale Tuxedo Family Retreat with Hot Tub
Tuxedo
9.8 out of 10, Exceptional, (48 reviews)
"Great house in a great location! Host was very responsive. Would highly recommend!"
United States
Kayla G.
$645 nightly
The price is $761
Nov 9 - Nov 10
Total with taxes and fees
Upscale Tuxedo Family Retreat with Hot Tub
A living room with a sofa, a coffee table, a fireplace, and a television.

11. Wolseley Charmer- Main unit

Wolseley Charmer- Main unit
Winnipeg
10.0 out of 10, Exceptional, (2 reviews)
"It was a very nice place to stay."
Canada
Andrew
$152 nightly
The price is $180
Nov 14 - Nov 15
Total with taxes and fees
Wolseley Charmer- Main unit
A resort with a central pool, wooden cabins, and a mountainous backdrop.

12. Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG

Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG
Deer Lodge
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, got ready for my wedding with my bridesmaids and there was more than enough room for all 8 of us and 2 hair and 2 makeup girls!Would recommend"
Canada
Renee A.
$239 nightly
The price is $282
Nov 9 - Nov 10
Total with taxes and fees
Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG
A modern kitchen with white cabinets, a dining table with chairs, a chandelier, and a window with blinds.

13. Northside Comfort 2 !!! Pet Friendly Budget Rental Close to HSC and The Forks

Northside Comfort 2 !!! Pet Friendly Budget Rental Close to HSC and The Forks
Winnipeg
6.8 out of 10, (3 reviews)
"The front steps are very steep - would be a challenge for anyone with a physical disability. There was also the smell of smoke throughout- someone has definitely smoked there in the past although the signs said ‘non smoking’ space. The host was excellent."
Canada
Elizabeth F.
$139 nightly
The price is $164
Nov 10 - Nov 11
Total with taxes and fees
Northside Comfort 2 !!! Pet Friendly Budget Rental Close to HSC and The Forks
A covered patio area with a wooden deck, a white lounge chair, a table, and a hanging flower basket.

14. Maryland Homestay - Downtown Apartment #1

Maryland Homestay - Downtown Apartment #1
Winnipeg
8.0 out of 10, Very good, (7 reviews)
"Yes, you can walk to get everything you need. "
Canada
Allen
$86 nightly
The price is $106
Nov 9 - Nov 10
Total with taxes and fees
Maryland Homestay - Downtown Apartment #1
A living room with a brown sofa, a round mirror, and decorative vases on a wooden console.

15. Cozy 2Br Home near Downtown WPG | Free Parking

Cozy 2Br Home near Downtown WPG | Free Parking
Winnipeg
$182 nightly
The price is $183
Nov 9 - Nov 10
Total with taxes and fees
Cozy 2Br Home near Downtown WPG | Free Parking
A kitchen with a wooden shelf, a black faucet, a sink, and a bottle of olive oil.

16. Cozy Home in Downtown Winnipeg-Free Gated Parking

Cozy Home in Downtown Winnipeg-Free Gated Parking
Winnipeg
$161 nightly
The price is $166
Nov 22 - Nov 23
Total with taxes and fees
Cozy Home in Downtown Winnipeg-Free Gated Parking
A living room with a brown sofa, a round mirror, and decorative vases on a wooden console.

17. Cozy 1Br Home near Downtown WPG | Free Parking

Cozy 1Br Home near Downtown WPG | Free Parking
Winnipeg
$148 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
Cozy 1Br Home near Downtown WPG | Free Parking
A hallway with wooden flooring, white walls, and a door leading to a kitchen area.

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

🌎Modern 3 bedroom home w/street park’n close to ✈️
Weston
8.0 out of 10, Very good, (4 reviews)
"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.
$407 nightly
The price is $481
Nov 9 - Nov 10
Total with taxes and fees
🌎Modern 3 bedroom home w/street park’n close to ✈️
A hallway with a wall-mounted shelf holding a decorative deer head, a string of lights, and a small plant.

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

Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
Exchange District
9.2 out of 10, Wonderful, (19 reviews)
"nice secure building - comfortable"
United States
linda S.
$202 nightly
The price is $239
Nov 9 - Nov 10
Total with taxes and fees
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
A two-story house with a blue door, a number '260' on the wall, and a wooden fence in the foreground.

20. Winnipeg Centre Main Floor Apartment #1. Pet Friendly!

Winnipeg Centre Main Floor Apartment #1. Pet Friendly!
Winnipeg
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed the quaint atmosphere and proximity to downtown. The mattresses were GREAT! The steps were difficult as they narrowed as you climbed, handrail to the side."
United States
Anonymous traveler
$112 nightly
The price is $132
Nov 10 - Nov 11
Total with taxes and fees
Winnipeg Centre Main Floor Apartment #1. Pet Friendly!
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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Find vacation rentals that suit your style

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Condos
Condos

Top Woodlands Hotel Reviews

A modern indoor space with grey sofas, white armchairs, and a central coffee table. Large windows provide natural light and a view of greenery outside.
Barker Suites Southport, an Ascend Collection Hotel

Barker Suites Southport, an Ascend Collection Hotel

Barker Suites Southport, an Ascend Collection Hotel
Portage La Prairie

10/10 Excellent

Loved the Barker! Suites are more like apartments with separate bedroom, living room, and full kitchen. Free laundry and breakfast. Not your normal hotel, decor is minimalist but clean and relaxing. Will definitely stay again and recommend.
United States
Peter
Reviewed September 19, 2025
Barker Suites Southport, an Ascend Collection Hotel

Frequently Asked Questions

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.