Sun Peaks Rentals - Vacation Rentals in Winnipeg

3 floors character house From US $119
         

9.4 (79 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A quiet cozy 1 Bedroom at Prairie Point From US $93
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
No.5 East From US $176
         

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9.8 (36 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Embassy Suites. From US $108
         

6.8 (6 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 1259+ Luxury Places to Stay in or Near Winnipeg
Suite with facilities to make you feel at home From US $10,421
         

New
House
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  • Security/Safety
  • Bedding/Linens
Nice 2 bed basement + private entrance From US $4,326
         

New
House
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens
Little Piece of Heaven Cozy Retro Suite - Separate entrance From US $4,109
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Romantic villa in 10 acres From US $1,467
         

New
Villa
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Cozy 3-Bed Home in Winnipeg From US $1,230
         

2.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Greenview Paradise - Worlds away, Yet minutes apart From US $945
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Lake's Front Suite Hotel From US $923
         

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New
Hotel
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Winnipeg

Over 98+ Top-Rated Vacation Rentals with a Pool in or Near Winnipeg
Relax to the Max + Stay & Play in the Lap of Luxury From US $196
         

9.6 (36 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt House Winnipeg-South/Outlet Collection From US $202
         

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9.4 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Stay549 From US $177
         

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9.4 (223 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Super 8 by Wyndham Winnipeg East MB From US $118
         

9.2 (1431 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Premier Winnipeg East From US $155
         

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9.2 (1075 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Plus Pembina Inn & Suites From US $137
         

9.2 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Canalta Selkirk From US $136
         

9.2 (1008 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Sandman Signature Winnipeg Airport Hotel & Suites From US $203
         

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9.2 (373 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winnipeg

Over 326+ Pet-Friendly Vacation Rentals in or Near Winnipeg
Home From US $193
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Inn At The Forks From US $198
         

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9.0 (1016 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Trendy & Central | New Home From US $235
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish & Spacious | Minutes from Downtown From US $152
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Winnipeg Getaway - Near The Forks & Hospital From US $180
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
HOME AWAY FROM HOME From US $104
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern, Prime Location & Comfort From US $145
         

10.0 (2 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 $330
         

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

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9.7 (373 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Cheerful Tuxedo House with Hot Tub From US $597
         

9.8 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Marvelous Bedroom House on Comdale From US $294
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
2500 sq ft Home (2021) From US $278
         

9.4 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Home away from home - 6 bedroom fantastic bungalow From US $309
         

Wheelchair Accessible Vacation Homes in Winnipeg

Over 195+ Wheelchair Accessible Vacation Homes in or Near Winnipeg
Downtown Glasshouse Condo - 1 BR/1 Bath From US $48
         

Aspen Woodlands Bed and Breakfast From US $126
         

10.0 (4 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
2 bed downtown across jets arena king bed wifi From US $160
         

8.8 (28 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Stylish 1BR Suite with Gym, Near Outlet Collection From US $99
         

8.0 (8 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
2BR Retreat with Gym, near Assiniboine Park Trails From US $139
         

6.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Winnipeg Vacation Rentals and Airbnb Places to Stay Under $200

Over 1084+ Winnipeg Vacation Rentals and Airbnb Places to Stay Under $200
Bonavista Light House; a 2 bedroom Serene Suite From US $143
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
A feel of home in Fort Garry From US $178
         

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10.0 (6 Reviews)
Apartment
  • Air Conditioner
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  • Security/Safety
Winnipeg Holiday From US $99
         

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7.4 (97 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
#6 (5 STAR PRIVATE ROOM) CALIFORNIAN NEST{5kms 4m Airport} From US $56
         

10.0 (14 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Exceptional 2 Bedroom Basement Suite From US $86
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Prairie Luxury 1 Bedrooms Home From US $83
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Winnipeg

Over 645+ Instantly Bookable Vacation Homes in or Near Winnipeg
Luxurious House in a Desired Location, King Bed From US $262
         

10.0 (49 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Entire home - Roomy 4 bedroom House From US $267
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Best Place in Winnipeg' From US $230
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Bright & Convenient b/w 2 Parks From US $164
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Nordic Style | Trendy & Central From US $148
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
RelaxInn Home From US $141
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Winnipeg Vacation Rentals

With more than 1268 Winnipeg vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sunpeaksrentals 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 Sunpeaksrentals 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 556.08 ft² on average, with prices averaging US $147 a night.

Sunpeaksrentals 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 633
Holiday Apartments 321
Hotels 138
B&B 18
Cabin Rentals 6
Villas 4
Hostels 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winnipeg

Pro Tip: Sunpeaksrentals makes it easy to compare the best listings on Sunpeaksrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sunpeaksrentals 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 1268 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.