Holiday Rentals in Woodlands

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Our top choices for Woodlands holiday rentals

Exterior
Spacious Century Gem in Downtown Winnipeg with parking

Spacious Century Gem in Downtown Winnipeg with parking

Spacious Century Gem in Downtown Winnipeg with parking
2.0 star property
Winnipeg
The price is €98
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Century Gem in Downtown Winnipeg with parking
Pool
Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG

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

Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG
2.0 star property
Deer Lodge
The price is €170
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG
Dining
FREE PARKING NY Style Condo in Exchange District

FREE PARKING NY Style Condo in Exchange District

FREE PARKING NY Style Condo in Exchange District
Exchange District
10.0 out of 10, Exceptional, (73)
"Neat and tidy; well appointed; very comfortable; lovely location"
Canada
Maryke W.
The price is €141
includes taxes & fees
5 Jan - 6 Jan 2026
FREE PARKING NY Style Condo in Exchange District
Lobby
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
Downtown Winnipeg
9.8 out of 10, Exceptional, (12)
"Quick trip to Winnepeg and an overnight stay. Cozy apartment and suited our needs just fine for 2 adults. Close walking distance to Burton Cummings Theatre and Life Center. Yellow Dog Tavern was great for delicious dinner and drinks. Would definitely stay again. "
United States
JaNan
The price is €117
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
Fridge, microwave, oven, stovetop
*Shop & Dine | Free Parking | 7 min to Airport*

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

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

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

🌎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.
The price is €474
includes taxes & fees
30 Jan - 31 Jan 2026
🌎Modern 3 bedroom home w/street park’n close to ✈️
Outdoor dining
Maryland Homestay - Downtown Apartment

Maryland Homestay - Downtown Apartment

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.
The price is €118
includes taxes & fees
28 Jan - 29 Jan 2026
Maryland Homestay - Downtown Apartment
Fridge, microwave, oven, stovetop
Cozy 2BR in Winnipeg. Near airport, food, bus, hospital. Home away from home.

Cozy 2BR in Winnipeg. Near airport, food, bus, hospital. Home away from home.

Cozy 2BR in Winnipeg. Near airport, food, bus, hospital. Home away from home.
Weston
The price is €136
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2BR in Winnipeg. Near airport, food, bus, hospital. Home away from home.
Pool
The Wooden Nest | Your Comfy Relaxing Escape

The Wooden Nest | Your Comfy Relaxing Escape

The Wooden Nest | Your Comfy Relaxing Escape
King Edward
9.8 out of 10, Exceptional, (6)
"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 €183
includes taxes & fees
1 Jan - 2 Jan 2026
The Wooden Nest | Your Comfy Relaxing Escape
Pool
Cozy Stay Near Airport|Bright, Clean and Peaceful!

Cozy Stay Near Airport|Bright, Clean and Peaceful!

Cozy Stay Near Airport|Bright, Clean and Peaceful!
King Edward
9.6 out of 10, Exceptional, (11)
"Very clean, comfortable home. "
United States
Chantal c.
Cozy Stay Near Airport|Bright, Clean and Peaceful!
Smart TV
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

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.
The price is €236
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
Pool
Prime Location | Near Airport & Shopping Malls

Prime Location | Near Airport & Shopping Malls

Prime Location | Near Airport & Shopping Malls
King Edward
9.4 out of 10, Exceptional, (3)
"Comfortable, clean and conveniently located to the airport. "
Canada
Andrea A.
Prime Location | Near Airport & Shopping Malls
Pool
Perfect Comfy Retreat | Premium Location Home Stay

Perfect Comfy Retreat | Premium Location Home Stay

Perfect Comfy Retreat | Premium Location Home Stay
King Edward
8.0 out of 10, Very good, (2)
"Great house, owner always responded very quick."
United States
Kai M.
Perfect Comfy Retreat | Premium Location Home Stay
Fridge, microwave, oven, stovetop
Cozy 3BR near Airport/DTown/Mall

Cozy 3BR near Airport/DTown/Mall

Cozy 3BR near Airport/DTown/Mall
King Edward
9.2 out of 10, Wonderful, (19)
"Lovely accommodations."
Canada
Justina M.
The price is €225
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 3BR near Airport/DTown/Mall
Smart TV, fireplace, table football, books
Cheerful Tuxedo House with Hot Tub

Cheerful Tuxedo House with Hot Tub

Cheerful Tuxedo House with Hot Tub
Tuxedo
9.8 out of 10, Exceptional, (33)
"Amazing stay, beautiful area, house had everything you need and more! "
United States
Ashley and H.
Cheerful Tuxedo House with Hot Tub
Fridge, coffee/tea maker, cookware/dishes/utensils
Chesskings Guest House - Unit 1 Notredame Avenue

Chesskings Guest House - Unit 1 Notredame Avenue

Chesskings Guest House - Unit 1 Notredame Avenue
West Alexander
4.0 out of 10, (2)
"Was ok"
Canada
Ted M.
Chesskings Guest House - Unit 1 Notredame Avenue
Private kitchen
Beautiful Home In A Prime Location

Beautiful Home In A Prime Location

Beautiful Home In A Prime Location
King Edward
6.0 out of 10, (1)
"The house itself is a bit rundown which you can’t really tell from the online pictures. Broken towel hangers, broken toilet roll, unpatched wall where thermostat was replaced, ceiling fans difficult to use (remote batteries not working?), etc…these impacted our overall satisfaction with the rental. The location is convenient to the airport.Communication with the host was timely and they did get us extra towels when requested. Check-in was easy. Ample parking on the street. The rental met our...
Canada
Lindsay B.
The price is €238
includes taxes & fees
8 Jan - 9 Jan 2026
Beautiful Home In A Prime Location
Fridge, microwave, oven, stovetop
*Spacious w/ Style | Free Parking | 7 min Airport*

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

*Spacious w/ Style | Free Parking | 7 min Airport*
King Edward
9.6 out of 10, Exceptional, (7)
"Great place with a great location, lots of things in walking distance. "
United States
Tyler s.
The price is €177
includes taxes & fees
29 Jan - 30 Jan 2026
*Spacious w/ Style | Free Parking | 7 min Airport*
Outdoor dining
Maryland Homestay - Downtown Apartment #1

Maryland Homestay - Downtown Apartment #1

Maryland Homestay - Downtown Apartment #1
Winnipeg
7.2 out of 10, Good, (5)
"Great communication with host. Addressed any questions promptly. Good location and rental."
Canada
Carl L.
Maryland Homestay - Downtown Apartment #1
Exterior
Spacious 2 BR 1 BATH - NEAR DOWNTOWN

Spacious 2 BR 1 BATH - NEAR DOWNTOWN

Spacious 2 BR 1 BATH - NEAR DOWNTOWN
Winnipeg
4.0 out of 10, (3)
"Don't rent from this property. Less than 1 day before we were to check-in I received a message from the host saying they no longer own or rent this property through VRBO. We were unable to find another accommodation on VRBO in such a short notice and had to pay double to stay in a hotel instead. Since this property is still on VRBO, I suspect they privately found a renter willing to pay more and thus cancelled us."
Canada
Morley C.
The price is €267
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious 2 BR 1 BATH - NEAR DOWNTOWN
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

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

10/10 Excellent
"Everything "
charles 1-night trip
Posted 15 hours ago
Motel 6 Headingley, MB - Winnipeg West

Find out more about Woodlands

Holiday Homes in Woodlands

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