Best Family Escapes - Vacation Rentals in Winnipeg

3 floors character house From US $90
         

9.6 (73 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Winnipeg From US $81
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
Spacious 2 BR 1 BATH - NEAR DOWNTOWN From US $294
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Embassy Suites. From US $128
         

6.0 (5 Reviews)
House
  • Parking
  • TV
  • Security/Safety
CABANA 1 bedroom. From US $223
         

New
House
  • Pool
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Winnipeg

Over 1075+ Luxury Places to Stay in or Near Winnipeg
Suite with facilities to make you feel at home From US $11,154
         

New
House
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  • Security/Safety
  • Bedding/Linens
Nice 2 bed basement + private entrance From US $4,329
         

New
House
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities
Little Piece of Heaven Cozy Retro Suite - Separate entrance From US $4,068
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Magnificent Stylish Escape From US $1,181
         

New
House
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  • Parking
  • TV
Magnificent Stylish Escape From US $1,177
         

2.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Winnipeg

Over 96+ Top-Rated Vacation Rentals with a Pool in or Near Winnipeg
Entire Basement Suite - Lovely & Close to Stores From US $120
         

10.0 (1 Review)
Apartment
  • Pool
  • Security/Safety
  • Child Friendly
Hyatt House Winnipeg-South/Outlet Collection From US $179
         

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9.4 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Stay549 From US $102
         

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9.4 (206 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Super 8 by Wyndham Winnipeg East MB From US $96
         

9.2 (1266 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Motel 6 Headingley, MB - Winnipeg West From US $82
         

9.2 (1246 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Canalta Selkirk From US $156
         

9.2 (1001 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Best Western Plus Pembina Inn & Suites From US $136
         

9.2 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winnipeg

Over 268+ 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
Best Western Premier Winnipeg East From US $120
         

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9.0 (1033 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Place in Winnipeg' From US $198
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Trendy & Central | New Home From US $175
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Winnipeg Getaway - Near The Forks & Hospital From US $195
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish & Spacious | Minutes from Downtown From US $189
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunny in St. James! From US $145
         

10.0 (3 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 51+ Large Vacation Homes & Villas in or Near Winnipeg
Bonavista LightHouse Deluxe Max From US $324
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
No. 5 East From US $117
         

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9.7 (328 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Golden Eagle From US $118
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Marvelous Bedroom House on Comdale From US $293
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
2500 sq ft 5 beds 3.5 bath New Home (2021) From US $214
         

9.2 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Home away from home - 6 bedroom fantastic bungalow From US $286
         

Wheelchair Accessible Vacation Homes in Winnipeg

Over 177+ Wheelchair Accessible Vacation Homes in or Near Winnipeg
Aspen Woodlands Bed and Breakfast From US $126
         

New
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Hampton Inn by Hilton Winnipeg Downtown From US $104
         

9.4 (521 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Stylish 1BR Suite with Gym, Near Outlet Collection From US $73
         

7.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
2BR Retreat with Gym, near Assiniboine Park Trails From US $125
         

6.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
3BR Retreat with Gym, near Assiniboine Park Trails From US $88
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Corporate Stays Elegant & Comfortable 3BR From US $111
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Winnipeg Varoom and Airbnb Places to Stay Under $200

Over 931+ Winnipeg Varoom and Airbnb Places to Stay Under $200
1 Bedroom in the Heart of Osborne Village From US $75
         

8.9 (12 Reviews)
Apartment
  • Air Conditioner
  • Child Friendly
No.5 East From US $129
         

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10.0 (5 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Bar
Bonavista Light House; a 2 bedroom Serene Suite From US $119
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Exceptional 2 Bedroom Basement Suite From US $88
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
One-bedroom guest suite with private entry From US $83
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
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
Bonavista Light House Deluxe From US $188
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Winnipeg

Over 512+ Instantly Bookable Vacation Homes in or Near Winnipeg
Luxurious House in a Desired Location, King Bed From US $211
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Entire home - Roomy 4 bedroom House From US $255
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
🌎Modern 3 bedroom home w/street park’n close to ✈️ From US $539
         

Luxury 4 Bedroom Home From US $487
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Winnipeg Vacation Rentals

With more than 1084 Winnipeg vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bestfamilyescapes 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 Bestfamilyescapes 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 534.72 ft² on average, with prices averaging $148 a night.

Bestfamilyescapes 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
Vacation Homes 535
Holiday Apartments 269
Hotels with Suites 134
B&B 17
Cabin Rentals 4
Villas 3
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winnipeg

Pro Tip: Bestfamilyescapes makes it easy to compare the best listings on Bestfamilyescapes homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bestfamilyescapes 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