Headingley Vacation Rentals
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48 rentals in Headingley.
Romantic villa in 10 acres
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 32 kms of Headingley match all your filters:
Premium Modern Condo Top Location 2Bed
Condo/Apartment in Wolseley
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Corporate Stays | LXTX | Modern 1BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Academy (Suite 2) Sleeps 10 (six beds) on Academy & Wellington
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Relax to the Max - Stay & Play in the Lap of Luxury
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Whole Property 2 Adjoining Townhouses
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Private Room and Bathroom in a Tuxedo Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Unique 3BR & 2bath quadplex. Free parking& laundry
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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4 Bdrm River Heights Farmhouse w/2 King Beds!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious, Spotless, Central, 3 Bedroom Apartment in central Wolseley
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Exquisitely furnished 2-bed condo * Bridgwater!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1908 Hummingbird's , Unique Apartment in the Wolseley area of Winnipeg
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sweet one bedroom suite in the heart of the city ! Unique Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Wolseley Home!!!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Corporate Stays | LXTX | Bright 1BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Wolseley Studio Oasis in beautiful forrest canopy setting With Hot Tub and Pool
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Walkout Basement Suite - Private Entrance
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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King Bed Astounding Cinematic Sunset in trendy location, South City
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Corporate Stays | LXTX | Modern 1BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Corporate Stays | LXTX | Cozy 1BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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3 bedroom Westwood gem for your family stay
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Home In Central River Heights
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 bedroom Westwood gem for your family stay
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Bright and Spacious Home near U of W, HSC Hospital, downtown, and airport
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Walkout Basement Suite in Bridgewater - Private Entrance
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Corporate Stays | The Spot | Comfortable 2 BR
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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South Winnipeg + Beautiful 4 Bed 3 Bath + Street Parking (251W)
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 4 bedroom with free on-site parking
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Corporate Stays | LXTX | Beautiful 2 BR
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful basement suite in bi-level house
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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❤️ Fast CHECK-IN ❤️ 4 Bedrooms & 4 Beds, Luxury House.
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Corporate Stays | LXTX | Cozy 1BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Corporate Stays | LXTX | Spectacular 1 BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stylish Modern & Unique Property: A Chic Haven for Discerning Guests
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxurious House in a Desired Location, King Bed
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Super luxury & brand new condo * Bridgwater.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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(A+496)River Heights Area+ Spacious & Cozy 2 Bdr+Parking
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Corydon Village+Rich 3 Bdr+Parking (890)
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Corporate Stays | LXTX | Modern 1BR
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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CABANA 1 bedroom....
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Corporate Stays | The Spot | Spacious 3BR
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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McMillan Masterpiece - MM Properties Wpg - (Sleeps 8) McMillan & Stafford
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The Academy - 5 beds, big TV’s, comfy beds, parking
Holiday Rental House in Wolseley
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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River Heights+Striking 4 Bdr Home+Parking(759)
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cheerful family friendly house w/ hot tub and large yard
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Private room near Assiniboine Park And Polo Park
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*Bali-Peg* Luxury Accommodation
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Cozy Home - Winnipeg Airport, Downtown & Polo Park
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Headingley
- Yes, here are some popular vacation rentals in Headingley that have a pool:
- Romantic villa in 10 acres
- 4 Bdrm River Heights Farmhouse w/2 King Beds!
- Unique 3BR & 2bath quadplex. Free parking& laundry
- Yes, here are some popular vacation rentals in Headingley that have internet access:
- Romantic villa in 10 acres
- 4 Bdrm River Heights Farmhouse w/2 King Beds!
- Unique 3BR & 2bath quadplex. Free parking& laundry
- Some of the most popular kid friendly rentals in Headingley are:
- Romantic villa in 10 acres
- 4 Bdrm River Heights Farmhouse w/2 King Beds!
- Unique 3BR & 2bath quadplex. Free parking& laundry
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