Vacation rentals in Midland

54 available vacation rental offers

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Best vacation rentals and Airbnb offers in Midland

Entire Home in Midland with seasonal Cottage Patio Suite - Midland

Entire Home in Midland with seasonal Cottage Patio Suite

Holiday Home, Midland

Entire Home in Midland with seasonal Cottage Patio Suite is a holiday home in Midland, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Entire Home in Midland with seasonal Cottage Patio Suite

Entire Home in Midland with seasonal Cottage Patio Suite is a holiday home in Midland, with outdoor space, 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 $1,503.

From$215/night
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The Little Lake House-Cozy 2Bdrm - Midland

The Little Lake House-Cozy 2Bdrm

Holiday Home, Midland

The Little Lake House-Cozy 2Bdrm is a holiday home in Midland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Little Lake House-Cozy 2Bdrm

The Little Lake House-Cozy 2Bdrm is a holiday home in Midland, 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 $1,581.

From$226/night
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Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20% - Midland

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20%

Cabin, Midland

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20% is a cabin in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20%

Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20% is a cabin in Midland, with easy beach access, 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 $1,648.

From$235/night
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walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets - Midland

walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets

Cabin, Midland

walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets is a cabin in Midland, with easy beach access, kitchen access, and room for a group. This stay gives…

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About walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets

walk to private beach across the street -2BR Cozy Forest Cabin -amazing sunsets is a cabin in Midland, with easy beach 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 wifi, kitchen, with kitchen, and beachfront.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,725.

From$246/night
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Family-friendly vacation rentals in Midland

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

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI - Midland

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

Cottage, Midland

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Midland, with easy beach access, 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 ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,267.

From$324/night
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Cozy Beachside Getaway – Steps from Balm Beach! - Midland

Cozy Beachside Getaway – Steps from Balm Beach!

Cottage, Midland

Cozy Beachside Getaway – Steps from Balm Beach! is a cottage in Midland, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Beachside Getaway – Steps from Balm Beach!

Cozy Beachside Getaway – Steps from Balm Beach! is a cottage in Midland, with easy beach access 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 kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,599.

From$371/night
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Beachside Bungalow – Steps from Balm Beach! - Midland

Beachside Bungalow – Steps from Balm Beach!

Cottage, Midland

Beachside Bungalow – Steps from Balm Beach! is a cottage in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beachside Bungalow – Steps from Balm Beach!

Beachside Bungalow – Steps from Balm Beach! is a cottage in Midland, with easy beach access, 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 $2,628.

From$375/night
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Water Access Only Cottage on Georgian Bay - Midland

Water Access Only Cottage on Georgian Bay

Cottage, Midland

Water Access Only Cottage on Georgian Bay is a cottage in Midland, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Water Access Only Cottage on Georgian Bay

Water Access Only Cottage on Georgian Bay is a cottage in Midland, with pet-friendly space, easy beach access, 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, hot tub, pet friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,910.

From$416/night
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Pet-friendly vacation rentals in Midland

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

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort! - Midland

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort!

Holiday Home, Midland

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort! is a holiday home in Midland, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort!

Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort! is a holiday home in Midland, 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 $1,712.

From$245/night
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Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto - Midland

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto

Cottage, Midland

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto is a cottage in Midland, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto

Classic Muskoka Family Cottage - Less Than 2 hrs From Toronto is a cottage in Midland, 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 cancellation, pet friendly, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,255.

From$322/night
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Looking for Happy People!! Fun to be had, just show up. - Midland

Looking for Happy People!! Fun to be had, just show up.

Holiday Home, Midland

Looking for Happy People!! Fun to be had, just show up. is a holiday home in Midland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Looking for Happy People!! Fun to be had, just show up.

Looking for Happy People!! Fun to be had, just show up. is a holiday home in Midland, 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 $2,886.

From$412/night
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Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail - Midland

Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail

Holiday Home, Midland

Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail is a holiday home in Midland, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail

Modern 4BR Cottage, Hot Tub & Sauna on Tay Trail is a holiday home in Midland, with pet-friendly space 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, hot tub, free wifi, and pet friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,079.

From$484/night
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Vacation rentals with a pool in Midland

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

Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland

Spacious -Custom Build Lakehouse-strtt-2026-127

Cottage, Midland

Spacious -Custom Build Lakehouse-strtt-2026-127 is a cottage in Midland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Spacious -Custom Build Lakehouse-strtt-2026-127

Spacious -Custom Build Lakehouse-strtt-2026-127 is a cottage in Midland, 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, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,635.

From$662/night
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Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails - Midland

Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails

Cottage, Midland

Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails is a cottage in Midland, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails

Sandy Beach/Boating/Swimming/Hot Tub/Marina/Trails is a cottage in Midland, with pool access, easy beach access, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,906.

From$701/night
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Cottage on quiet lake, great for swimming, fishing, boating - Midland

Cottage on quiet lake, great for swimming, fishing, boating

Cottage, Midland

Cottage on quiet lake, great for swimming, fishing, boating is a cottage in Midland, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable…

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About Cottage on quiet lake, great for swimming, fishing, boating

Cottage on quiet lake, great for swimming, fishing, boating is a cottage in Midland, with pet-friendly space, pool 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, pool, free wifi, and pet friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,670.

From$810/night
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Luxury Home on Gloucester Pool, 7 BDRMS - Midland

Luxury Home on Gloucester Pool, 7 BDRMS

Holiday Home, Midland

Luxury Home on Gloucester Pool, 7 BDRMS is a holiday home in Midland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxury Home on Gloucester Pool, 7 BDRMS

Luxury Home on Gloucester Pool, 7 BDRMS is a holiday home in Midland, with pool access, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $10,976.

From$1,568/night
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Vacation rentals with parking in Midland

Find vacation rentals that make arriving by car easier.

Cottage on Georgian Bay, Severn, Honey Horbour - Midland

Cottage on Georgian Bay, Severn, Honey Horbour

Holiday Home, Midland

Cottage on Georgian Bay, Severn, Honey Horbour is a holiday home in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Cottage on Georgian Bay, Severn, Honey Horbour

Cottage on Georgian Bay, Severn, Honey Horbour is a holiday home in Midland, with easy beach access, 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 $2,643.

From$378/night
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3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI - Midland

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

Cottage, Midland

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

3 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI is a cottage in Midland, with easy beach access, 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 ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,751.

From$393/night
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Lakeside Escape: Cozy Family Cottage Retreat - Midland

Lakeside Escape: Cozy Family Cottage Retreat

Cottage, Midland

Lakeside Escape: Cozy Family Cottage Retreat is a cottage in Midland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Lakeside Escape: Cozy Family Cottage Retreat

Lakeside Escape: Cozy Family Cottage Retreat is a cottage in Midland, 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 $2,992.

From$427/night
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Paradise Point Cottage Retreat - Midland

Paradise Point Cottage Retreat

Cottage, Midland

Paradise Point Cottage Retreat is a cottage in Midland, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Paradise Point Cottage Retreat

Paradise Point Cottage Retreat is a cottage in Midland, with parking 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, parking, onsite parking, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,207.

From$458/night
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Vacation rentals with a kitchen in Midland

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

Los Pinos - Spacious 3 Bedroom Cottage - Midland

Los Pinos - Spacious 3 Bedroom Cottage

Holiday Home, Midland

Los Pinos - Spacious 3 Bedroom Cottage is a holiday home in Midland, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Los Pinos - Spacious 3 Bedroom Cottage

Los Pinos - Spacious 3 Bedroom Cottage is a holiday home in Midland, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,972.

From$425/night
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5 Bedroom Cottage on Georgian Bay - The Grisé - Midland

5 Bedroom Cottage on Georgian Bay - The Grisé

Holiday Home, Midland

5 Bedroom Cottage on Georgian Bay - The Grisé is a holiday home in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 5 Bedroom Cottage on Georgian Bay - The Grisé

5 Bedroom Cottage on Georgian Bay - The Grisé is a holiday home in Midland, with easy beach access, 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 $3,021.

From$432/night
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5 Bedroom Cottage on Georgian Bay - The Victoria - Midland

5 Bedroom Cottage on Georgian Bay - The Victoria

Holiday Home, Midland

5 Bedroom Cottage on Georgian Bay - The Victoria is a holiday home in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 5 Bedroom Cottage on Georgian Bay - The Victoria

5 Bedroom Cottage on Georgian Bay - The Victoria is a holiday home in Midland, with easy beach access, 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 $3,021.

From$432/night
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4BR Cottage-Private Sandy Beach across the street - amazing sunsets - Midland

4BR Cottage-Private Sandy Beach across the street - amazing sunsets

Cottage, Midland

4BR Cottage-Private Sandy Beach across the street - amazing sunsets is a cottage in Midland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About 4BR Cottage-Private Sandy Beach across the street - amazing sunsets

4BR Cottage-Private Sandy Beach across the street - amazing sunsets is a cottage in Midland, with easy beach access, 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 $3,098.

From$443/night
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