Unplugged Weekend - Vacation Rentals in Winnipeg

3 floors character house From US $93
         

9.6 (74 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay549 From US $104
         

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9.4 (210 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Le Chalet: Stylish 4bdrm Getaway w/ Hot Tub, Pool From US $230
         

9.6 (4 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pool
South Wpg+ Beautiful 4 Bdr 3 Bath+Garage From US $307
         

6.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Winnipeg

Over 1163+ Luxury Places to Stay in or Near Winnipeg
Suite with facilities to make you feel at home From US $8,758
         

New
House
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Nice 2 bed basement + private entrance From US $4,464
         

New
House
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  • Designated Smoking Area
  • Bedding/Linens
Little Piece of Heaven Cozy Retro Suite - Separate entrance From US $4,127
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Romantic villa in 10 acres From US $1,455
         

New
Villa
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Magnificent Stylish Escape From US $1,212
         

New
House
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Magnificent Stylish Escape From US $1,026
         

2.0 (1 Review)
House
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  • Parking
  • TV
Cheerful Tuxedo House with Hot Tub From US $691
         

9.8 (38 Reviews)
House
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  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Winnipeg

Over 98+ Top-Rated Vacation Rentals with a Pool in or Near Winnipeg
Hyatt House Winnipeg-South/Outlet Collection From US $220
         

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9.4 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Motel 6 Headingley, MB - Winnipeg West From US $99
         

9.2 (1367 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Super 8 by Wyndham Winnipeg East MB From US $106
         

9.2 (1366 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Pembina Inn & Suites From US $119
         

9.2 (1010 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Canalta Selkirk From US $144
         

9.2 (1005 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Hyatt House Winnipeg South Outlet Collection From US $204
         

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9.1 (367 Reviews)
Hotel
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  • Parking
  • Pet Friendly
Best Western Premier Winnipeg East From US $130
         

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9.0 (1083 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Winnipeg

Over 279+ Pet-Friendly Vacation Rentals in or Near Winnipeg
Luxurious 2 bed 2 bath penthouse PH1 downtown From US $179
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Inn At The Forks From US $165
         

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9.0 (1017 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Place in Winnipeg' From US $174
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Trendy & Central | New Home From US $184
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish & Spacious | Minutes from Downtown From US $181
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Winnipeg on PetFriendly.io

Large Vacation Homes & Villas in Winnipeg

Over 59+ Large Vacation Homes & Villas in or Near Winnipeg
Bonavista LightHouse Deluxe Max From US $311
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Home From US $193
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 5 Bed 2.5 Bath near U of M & Princess A Stadium From US $231
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Marvelous Bedroom House on Comdale From US $272
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
2500 sq ft 5 beds 3.5 bath New Home (2021) From US $268
         

9.4 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Home away from home - 6 bedroom fantastic bungalow From US $284
         

Wheelchair Accessible Vacation Homes in Winnipeg

Over 187+ Wheelchair Accessible Vacation Homes in or Near Winnipeg
Aspen Woodlands Bed and Breakfast From US $126
         

10.0 (2 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Hampton Inn by Hilton Winnipeg Downtown From US $128
         

9.4 (636 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Downtown Glasshouse Condo - 1 BR/1 Bath From US $49
         

Stylish 1BR Suite with Gym, Near Outlet Collection From US $70
         

8.0 (8 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Winnipeg Vacation Rentals and Airbnb Places to Stay Under $200

Over 1005+ Winnipeg Vacation Rentals and Airbnb Places to Stay Under $200
Embassy Suites. From US $131
         

6.0 (5 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Winnipeg From US $81
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
No.5 East From US $132
         

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9.8 (21 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Bonavista Light House; a 2 bedroom Serene Suite From US $121
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
#6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport} From US $61
         

10.0 (9 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Exceptional 2 Bedroom Basement Suite From US $95
         

10.0 (7 Reviews)
House
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  • Parking
  • TV
Bright & Convenient b/w 2 Parks From US $163
         

10.0 (3 Reviews)
House
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  • Parking
  • TV

Instantly Bookable Vacation Homes in Winnipeg

Over 565+ Instantly Bookable Vacation Homes in or Near Winnipeg
CABANA 1 bedroom. From US $223
         

New
House
  • Pool
  • TV
  • Balcony/Terrace
Luxurious House in a Desired Location, King Bed From US $380
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Entire home - Roomy 4 bedroom House From US $249
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
🌎Modern 3 bedroom home w/street park’n close to ✈️ From US $530
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Cozy 2-Bedroom Home in St-Boniface – 5 Min Walk to Food, Fuel & More From US $139
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Winnipeg Vacation Rentals

With more than 29 Winnipeg vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Unpluggedweekend and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winnipeg.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Winnipeg, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winnipeg. Places to stay near Winnipeg are 695.41 ft² on average, with prices averaging $159 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Winnipeg with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winnipeg

Type Count
Hotels with Suites 11
Vacation Homes 11
Holiday Apartments 3
B&B 2
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winnipeg

Pro Tip: Unpluggedweekend makes it easy to compare the best listings on Unpluggedweekend homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Unpluggedweekend homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winnipeg.

Weather in Winnipeg

View the weather forecast for Winnipeg before booking your Winnipeg Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Winnipeg Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Winnipeg?
How many vacation rentals are available in Winnipeg?

Currently, the total number of properties listed in 2026 is over 29 in the Winnipeg area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winnipeg.