Vacation rentals in Headingley

107 available vacation rental offers

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Best vacation rentals and Airbnb offers in Headingley

Cozy Studio - Headingley

Cozy Studio

Holiday Home, Headingley

Cozy Studio is a holiday home in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Cozy Studio

Cozy Studio is a holiday home in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $504.

From$72/night
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Maryland Homestay in Winnpeg downtown - Headingley

Maryland Homestay in Winnpeg downtown

Apartment, Headingley

Maryland Homestay in Winnpeg downtown is a apartment in Headingley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Maryland Homestay in Winnpeg downtown

Maryland Homestay in Winnpeg downtown is a apartment in Headingley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $626.

From$73/night
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Maryland Homestay in Winnpeg downtown - Headingley

Maryland Homestay in Winnpeg downtown

Apartment, Headingley

Maryland Homestay in Winnpeg downtown is a apartment in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Maryland Homestay in Winnpeg downtown

Maryland Homestay in Winnpeg downtown is a apartment in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $626.

From$73/night
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Modern & cozy basement suite with private entrance in Prairie Pointe - Winnipeg! - Headingley

Modern & cozy basement suite with private entrance in Prairie Pointe - Winnipeg!

Holiday Home, Headingley

Modern & cozy basement suite with private entrance in Prairie Pointe - Winnipeg! is a holiday home in Headingley, with parking. This stay gives travelers a comfortable base for exploring…

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About Modern & cozy basement suite with private entrance in Prairie Pointe - Winnipeg!

Modern & cozy basement suite with private entrance in Prairie Pointe - Winnipeg! is a holiday home in Headingley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $608.

From$87/night
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Family-friendly vacation rentals in Headingley

Plan a trip with stays that give families more room to spread out.

Spacious & Beautiful 2 bdrm Suite in family friendly, quiet & safe neighborhood - Headingley

Spacious & Beautiful 2 bdrm Suite in family friendly, quiet & safe neighborhood

Apartment, Headingley

Spacious & Beautiful 2 bdrm Suite in family friendly, quiet & safe neighborhood is a apartment in Headingley, with kitchen access, room for a group, and a quieter setting. This stay gives…

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About Spacious & Beautiful 2 bdrm Suite in family friendly, quiet & safe neighborhood

Spacious & Beautiful 2 bdrm Suite in family friendly, quiet & safe neighborhood is a apartment in Headingley, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, fireplace, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $728.

From$104/night
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Home-Style 1BR Near HSC | Free Parking - Headingley

Home-Style 1BR Near HSC | Free Parking

Apartment, Headingley

Home-Style 1BR Near HSC · Free Parking is a apartment in Headingley, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Home-Style 1BR Near HSC | Free Parking

Home-Style 1BR Near HSC · Free Parking is a apartment in Headingley, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kids friendly, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $887.

From$127/night
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Central-Peg The Heart of It All - Headingley

Central-Peg The Heart of It All

Apartment, Headingley

Central-Peg The Heart of It All is a apartment in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Central-Peg The Heart of It All

Central-Peg The Heart of It All is a apartment in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,308.

From$187/night
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Banff-Themed King Size Retreat - Headingley

Banff-Themed King Size Retreat

Holiday Home, Headingley

Banff-Themed King Size Retreat is a holiday home in Headingley, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Banff-Themed King Size Retreat

Banff-Themed King Size Retreat is a holiday home in Headingley, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,599.

From$228/night
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Pet-friendly vacation rentals in Headingley

Bring your pet along with stays that welcome four-legged travelers.

Winnipeg Airport & Polo Park Suites - Headingley

Winnipeg Airport & Polo Park Suites

Apartment, Headingley

Winnipeg Airport & Polo Park Suites is a apartment in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Winnipeg Airport & Polo Park Suites

Winnipeg Airport & Polo Park Suites is a apartment in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,048.

From$115/night
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HOME AWAY FROM HOME - Headingley

HOME AWAY FROM HOME

Apartment, Headingley

HOME AWAY FROM HOME is a apartment in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About HOME AWAY FROM HOME

HOME AWAY FROM HOME is a apartment in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $860.

From$123/night
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Bali-Peg Luxury Accommodation - Headingley

Bali-Peg Luxury Accommodation

Holiday Home, Headingley

Bali-Peg Luxury Accommodation is a holiday home in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bali-Peg Luxury Accommodation

Bali-Peg Luxury Accommodation is a holiday home in Headingley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,426.

From$204/night
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Fast CHECK-IN 3 Bedrooms & 3 Beds, Luxury House. - Headingley

Fast CHECK-IN 3 Bedrooms & 3 Beds, Luxury House.

Holiday Home, Headingley

Fast CHECK-IN 3 Bedrooms & 3 Beds, Luxury House. is a holiday home in Headingley, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Fast CHECK-IN 3 Bedrooms & 3 Beds, Luxury House.

Fast CHECK-IN 3 Bedrooms & 3 Beds, Luxury House. is a holiday home in Headingley, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,587.

From$227/night
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Vacation rentals with a pool in Headingley

Add a pool to the search when you want an easy place to cool off between outings.

Stay549 - Headingley

Stay549

Homestay, Headingley

Stay549 is a homestay in Headingley, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Stay549

Stay549 is a homestay in Headingley, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,305.

From$157/night
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CABANA 1 bedroom.... - Headingley

CABANA 1 bedroom....

Holiday Home, Headingley

CABANA 1 bedroom.... is a holiday home in Headingley, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About CABANA 1 bedroom....

CABANA 1 bedroom.... is a holiday home in Headingley, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and tv.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,154.

From$308/night
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Stay549 - Headingley

Stay549

Bed And Breakfast, Headingley

Stay549 is a bed and breakfast in Headingley, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Stay549

Stay549 is a bed and breakfast in Headingley, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,060.

From$128/night
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Vacation rentals with parking in Headingley

Find vacation rentals that make arriving by car easier.

Home away from home! Entire basement suite with privacy and driveway parking! - Headingley

Home away from home! Entire basement suite with privacy and driveway parking!

Apartment, Headingley

Home away from home! Entire basement suite with privacy and driveway parking! is a apartment in Headingley, with parking. This stay gives travelers a comfortable base for exploring the…

Read more

About Home away from home! Entire basement suite with privacy and driveway parking!

Home away from home! Entire basement suite with privacy and driveway parking! is a apartment in Headingley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, gym, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $616.

From$88/night
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Cozy 1BR Suite at Winnipeg South - Headingley

Cozy 1BR Suite at Winnipeg South

Apartment, Headingley

Cozy 1BR Suite at Winnipeg South is a apartment in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy 1BR Suite at Winnipeg South

Cozy 1BR Suite at Winnipeg South is a apartment in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $675.

From$96/night
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Charming and Cozy Private 2-Bedroom Suite - Headingley

Charming and Cozy Private 2-Bedroom Suite

Apartment, Headingley

Charming and Cozy Private 2-Bedroom Suite is a apartment in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming and Cozy Private 2-Bedroom Suite

Charming and Cozy Private 2-Bedroom Suite is a apartment in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $683.

From$98/night
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Maryland Homestay - Downtown Apartment - Headingley

Maryland Homestay - Downtown Apartment

Apartment, Headingley

Maryland Homestay - Downtown Apartment is a apartment in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Maryland Homestay - Downtown Apartment

Maryland Homestay - Downtown Apartment is a apartment in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $694.

From$99/night
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Vacation rentals with a kitchen in Headingley

Compare stays with kitchen access for longer trips and easier meals.

Duniques unique home Fully furnished 2 bedroom basement suite - Headingley

Duniques unique home Fully furnished 2 bedroom basement suite

Holiday Home, Headingley

Duniques unique home Fully furnished 2 bedroom basement suite is a holiday home in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Duniques unique home Fully furnished 2 bedroom basement suite

Duniques unique home Fully furnished 2 bedroom basement suite is a holiday home in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $700.

From$100/night
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Cozy 1 bedroom basement suite with private entrance from the side of the house - Headingley

Cozy 1 bedroom basement suite with private entrance from the side of the house

Apartment, Headingley

Cozy 1 bedroom basement suite with private entrance from the side of the house is a apartment in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a…

Read more

About Cozy 1 bedroom basement suite with private entrance from the side of the house

Cozy 1 bedroom basement suite with private entrance from the side of the house is a apartment in Headingley, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $702.

From$100/night
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Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg. - Headingley

Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.

Holiday Home, Headingley

Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg. is a holiday home in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.

Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg. is a holiday home in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $728.

From$104/night
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Gull lake - Headingley

Gull lake

Bed And Breakfast, Headingley

Gull lake is a bed and breakfast in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Gull lake

Gull lake is a bed and breakfast in Headingley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $895.

From$102/night
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