Vacation rentals in Oshkosh, WI

69 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Oshkosh, WI

Downtown Tiny Home - Oshkosh - Oshkosh, WI

Downtown Tiny Home - Oshkosh

Holiday Home, Oshkosh

Downtown Tiny Home - Oshkosh is a holiday home in Oshkosh, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Downtown Tiny Home - Oshkosh

Downtown Tiny Home - Oshkosh is a holiday home in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $784.

From$112/night
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Redbrick Inn Hickory Suite - Oshkosh, WI

Redbrick Inn Hickory Suite

Holiday Home, Oshkosh

Redbrick Inn Hickory Suite is a holiday home in Oshkosh, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Redbrick Inn Hickory Suite

Redbrick Inn Hickory Suite is a holiday home in Oshkosh, 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, free wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,105.

From$158/night
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Redbrick Inn Courtney Suite - Oshkosh, WI

Redbrick Inn Courtney Suite

Holiday Home, Oshkosh

Redbrick Inn Courtney Suite is a holiday home in Oshkosh, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Redbrick Inn Courtney Suite

Redbrick Inn Courtney Suite is a holiday home in Oshkosh, with 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 gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,334.

From$191/night
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5 Min from University of Wisconsin – Oshkosh - Oshkosh, WI

5 Min from University of Wisconsin – Oshkosh

Holiday Home, Oshkosh

5 Min from University of Wisconsin – Oshkosh is a holiday home in Oshkosh, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 5 Min from University of Wisconsin – Oshkosh

5 Min from University of Wisconsin – Oshkosh is a holiday home in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,609.

From$230/night
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Browse Vacation Rentals with a Pool in Oshkosh, WI

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

Single Family House in a quiet, friendly subdivision with a park near. - Oshkosh, WI

Single Family House in a quiet, friendly subdivision with a park near.

Holiday Home, Oshkosh

Single Family House in a quiet, friendly subdivision with a park near. is a holiday home in Oshkosh, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Single Family House in a quiet, friendly subdivision with a park near.

Single Family House in a quiet, friendly subdivision with a park near. is a holiday home in Oshkosh, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,397.

From$628/night
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Beautiful house located 5 minutes drive to EAA AIRVENTUE - Oshkosh, WI

Beautiful house located 5 minutes drive to EAA AIRVENTUE

Holiday Home, Oshkosh

Beautiful house located 5 minutes drive to EAA AIRVENTUE is a holiday home in Oshkosh, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautiful house located 5 minutes drive to EAA AIRVENTUE

Beautiful house located 5 minutes drive to EAA AIRVENTUE is a holiday home in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,950.

From$1,136/night
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Amazing family home on almost 2 acres! - Oshkosh, WI

Amazing family home on almost 2 acres!

Holiday Home, Oshkosh

Amazing family home on almost 2 acres! is a holiday home in Oshkosh, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Amazing family home on almost 2 acres!

Amazing family home on almost 2 acres! is a holiday home in Oshkosh, with pool 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,067.

From$1,295/night
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EAA 2026!! Close to highway, amenities and the EAA airshow grounds. - Oshkosh, WI

EAA 2026!! Close to highway, amenities and the EAA airshow grounds.

Holiday Home, Oshkosh

EAA 2026!! Close to highway, amenities and the EAA airshow grounds. is a holiday home in Oshkosh, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About EAA 2026!! Close to highway, amenities and the EAA airshow grounds.

EAA 2026!! Close to highway, amenities and the EAA airshow grounds. is a holiday home in Oshkosh, with pool 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: pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $14,169.

From$2,024/night
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Best Oshkosh, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Charming Neenah House w/ Porch on Lake Winnebago! - Oshkosh, WI

Charming Neenah House w/ Porch on Lake Winnebago!

Holiday Home, Oshkosh

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Oshkosh, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Charming Neenah House w/ Porch on Lake Winnebago!

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Oshkosh, 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, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,374.

From$127/night
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Charming Neenah House w/ Porch on Lake Winnebago! - Oshkosh, WI

Charming Neenah House w/ Porch on Lake Winnebago!

Holiday Home, Oshkosh

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Oshkosh, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Neenah House w/ Porch on Lake Winnebago!

Charming Neenah House w/ Porch on Lake Winnebago! is a holiday home in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,244.

From$178/night
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Redbrick Inn and Retreat Behringer Suite - Oshkosh, WI

Redbrick Inn and Retreat Behringer Suite

Holiday Home, Oshkosh

Redbrick Inn and Retreat Behringer Suite is a holiday home in Oshkosh, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Redbrick Inn and Retreat Behringer Suite

Redbrick Inn and Retreat Behringer Suite is a holiday home in Oshkosh, with parking, 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, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,604.

From$229/night
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Lakeside- peekaboo views, dock access: ensuite baths, professionally furnished. - Oshkosh, WI

Lakeside- peekaboo views, dock access: ensuite baths, professionally furnished.

Holiday Home, Oshkosh

Lakeside- peekaboo views, dock access: ensuite baths, professionally furnished. is a holiday home in Oshkosh, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Lakeside- peekaboo views, dock access: ensuite baths, professionally furnished.

Lakeside- peekaboo views, dock access: ensuite baths, professionally furnished. is a holiday home in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,266.

From$324/night
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Best Pet-Friendly Vacation Rentals in Oshkosh, WI

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

Charming 3-bedroom lake house between Oshkosh and Omro - Oshkosh, WI

Charming 3-bedroom lake house between Oshkosh and Omro

Holiday Home, Oshkosh

Charming 3-bedroom lake house between Oshkosh and Omro is a holiday home in Oshkosh, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Charming 3-bedroom lake house between Oshkosh and Omro

Charming 3-bedroom lake house between Oshkosh and Omro is a holiday home in Oshkosh, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,564.

From$366/night
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Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh. - Oshkosh, WI

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Holiday Home, Oshkosh

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh. is a holiday home in Oshkosh, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh.

Charming 3-bedroom house on a farmette with AC and WiFi in delightful Oshkosh. is a holiday home in Oshkosh, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,898.

From$414/night
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House blocks from the Fox River with access to Lake Winnebago. Easy I41 access. - Oshkosh, WI

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

Holiday Home, Oshkosh

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access. is a holiday home in Oshkosh, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About House blocks from the Fox River with access to Lake Winnebago. Easy I41 access.

House blocks from the Fox River with access to Lake Winnebago. Easy I41 access. is a holiday home in Oshkosh, with pet-friendly 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,146.

From$449/night
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3 bedroom/2 bath home; close to EAA. Large kitchen and outside deck area. - Oshkosh, WI

3 bedroom/2 bath home; close to EAA. Large kitchen and outside deck area.

Holiday Home, Oshkosh

3 bedroom/2 bath home; close to EAA. Large kitchen and outside deck area. is a holiday home in Oshkosh, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers…

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About 3 bedroom/2 bath home; close to EAA. Large kitchen and outside deck area.

3 bedroom/2 bath home; close to EAA. Large kitchen and outside deck area. is a holiday home in Oshkosh, with pet-friendly space, outdoor 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, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,710.

From$816/night
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Best Oshkosh, WI vacation rentals with a kitchen

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

Retreat on Lake Winnebago - Oshkosh, WI

Retreat on Lake Winnebago

Holiday Home, Oshkosh

Retreat on Lake Winnebago is a holiday home in Oshkosh, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Retreat on Lake Winnebago

Retreat on Lake Winnebago is a holiday home in Oshkosh, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,284.

From$326/night
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Great for EAA rental! Less than 2.5 miles from EAA grounds! - Oshkosh, WI

Great for EAA rental! Less than 2.5 miles from EAA grounds!

Holiday Home, Oshkosh

Great for EAA rental! Less than 2.5 miles from EAA grounds! is a holiday home in Oshkosh, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Great for EAA rental! Less than 2.5 miles from EAA grounds!

Great for EAA rental! Less than 2.5 miles from EAA grounds! is a holiday home in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,193.

From$599/night
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EAA Only a Mile Away - Oshkosh, WI

EAA Only a Mile Away

Holiday Home, Oshkosh

EAA Only a Mile Away is a holiday home in Oshkosh, 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 EAA Only a Mile Away

EAA Only a Mile Away is a holiday home in Oshkosh, 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, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,116.

From$874/night
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Three Bedroom House One Half Mile From EAA Grounds - Oshkosh, WI

Three Bedroom House One Half Mile From EAA Grounds

Holiday Home, Oshkosh

Three Bedroom House One Half Mile From EAA Grounds is a holiday home in Oshkosh, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Three Bedroom House One Half Mile From EAA Grounds

Three Bedroom House One Half Mile From EAA Grounds is a holiday home in Oshkosh, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,439.

From$920/night
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Our Favorite Family-Friendly Vacation Rentals in Oshkosh, WI

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

Charming Neenah House w/ Porch on Lake Winnebago! - Oshkosh, WI

Charming Neenah House w/ Porch on Lake Winnebago!

Cottage, Oshkosh

Charming Neenah House w/ Porch on Lake Winnebago! is a cottage in Oshkosh, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Neenah House w/ Porch on Lake Winnebago!

Charming Neenah House w/ Porch on Lake Winnebago! is a cottage in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,421.

From$159/night
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Quiet 5min from lake; near boat launches, bike trails, 45 min to Green Bay - Oshkosh, WI

Quiet 5min from lake; near boat launches, bike trails, 45 min to Green Bay

Cottage, Oshkosh

Quiet 5min from lake; near boat launches, bike trails, 45 min to Green Bay is a cottage in Oshkosh, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Quiet 5min from lake; near boat launches, bike trails, 45 min to Green Bay

Quiet 5min from lake; near boat launches, bike trails, 45 min to Green Bay is a cottage in Oshkosh, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,733.

From$248/night
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1910 Family Home near Lake Winnebago, available for EAA - Oshkosh, WI

1910 Family Home near Lake Winnebago, available for EAA

Holiday Home, Oshkosh

1910 Family Home near Lake Winnebago, available for EAA is a holiday home in Oshkosh, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1910 Family Home near Lake Winnebago, available for EAA

1910 Family Home near Lake Winnebago, available for EAA is a holiday home in Oshkosh, with 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.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,598.

From$514/night
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Home in Oshkosh near EAA Air Venture - 5 blocks away from Wittman Airport - Oshkosh, WI

Home in Oshkosh near EAA Air Venture - 5 blocks away from Wittman Airport

Holiday Home, Oshkosh

Home in Oshkosh near EAA Air Venture - 5 blocks away from Wittman Airport is a holiday home in Oshkosh, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Home in Oshkosh near EAA Air Venture - 5 blocks away from Wittman Airport

Home in Oshkosh near EAA Air Venture - 5 blocks away from Wittman Airport is a holiday home in Oshkosh, with 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,436.

From$777/night
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