Vacation rentals in Plain, WI

Best Vacation rentals and Airbnb offers in Plain, WI

170 Year old countryside cottage with deck - Location near Devil's Lake

Holiday Home, Plain

170 Year old countryside cottage with deck - Location near Devil's Lake is a holiday home in Plain, with outdoor space and kitchen access. This stay gives travelers a comfortable base for…

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About 170 Year old countryside cottage with deck - Location near Devil's Lake

170 Year old countryside cottage with deck - Location near Devil's Lake is a holiday home in Plain, with 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,182.

From$86/night

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Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $739.

From$91/night

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Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $739.

From$91/night

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Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $739.

From$91/night

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Browse Vacation Rentals with a Pool in Plain, WI

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

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $891.

From$110/night

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Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $891.

From$110/night

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Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $891.

From$110/night

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Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 2BR King Suite @ Wyndham Tamarack

Cozy Retreat: 2BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $891.

From$110/night

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Best Plain, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Pinehaven Country Inn

Guest House, Plain

Pinehaven Country Inn is a guest house in Plain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Pinehaven Country Inn

Pinehaven Country Inn is a guest house in Plain, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,142.

From$155/night

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3 Bed, 2 Bath Cozy Home Across from Zoo in the heart of Baraboo.

Holiday Home, Plain

3 Bed, 2 Bath Cozy Home Across from Zoo in the heart of Baraboo. is a holiday home in Plain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 3 Bed, 2 Bath Cozy Home Across from Zoo in the heart of Baraboo.

3 Bed, 2 Bath Cozy Home Across from Zoo in the heart of Baraboo. is a holiday home in Plain, 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 $1,694.

From$167/night

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Serene Mid Century Modern Gem Designed by Frank Lloyd Wright Apprentice

Holiday Home, Plain

Serene Mid Century Modern Gem Designed by Frank Lloyd Wright Apprentice is a holiday home in Plain, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Serene Mid Century Modern Gem Designed by Frank Lloyd Wright Apprentice

Serene Mid Century Modern Gem Designed by Frank Lloyd Wright Apprentice is a holiday home in Plain, 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 $1,791.

From$193/night

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Pinehaven Country Inn

B & B, Plain

Pinehaven Country Inn is a b & b in Plain, with parking. 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 Pinehaven Country Inn

Pinehaven Country Inn is a b & b in Plain, 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, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,142.

From$155/night

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Best Pet-Friendly Vacation Rentals in Plain, WI

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

Peyton's Place at Tamarack - Great Location!

Condo, Plain

Peyton's Place at Tamarack - Great Location! is a condo in Plain, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Peyton's Place at Tamarack - Great Location!

Peyton's Place at Tamarack - Great Location! is a condo in Plain, 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 $1,613.

From$160/night

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Fireside Cabin 15, The Cow Cabin | Pet Friendly | Near Devil's Lake

Cabin, Plain

Fireside Cabin 15, The Cow Cabin · Pet Friendly · Near Devil's Lake is a cabin in Plain, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Fireside Cabin 15, The Cow Cabin | Pet Friendly | Near Devil's Lake

Fireside Cabin 15, The Cow Cabin · Pet Friendly · Near Devil's Lake is a cabin in Plain, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,625.

From$180/night

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Pleasant Place

Holiday Home, Plain

Pleasant Place is a holiday home in Plain, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Pleasant Place

Pleasant Place is a holiday home in Plain, 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 $1,750.

From$197/night

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Charming historic 2-BR cottage with AC, walking distance to downtown Baraboo.

Cottage, Plain

Charming historic 2-BR cottage with AC, walking distance to downtown Baraboo. is a cottage in Plain, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers…

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About Charming historic 2-BR cottage with AC, walking distance to downtown Baraboo.

Charming historic 2-BR cottage with AC, walking distance to downtown Baraboo. is a cottage in Plain, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,919.

From$242/night

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Best Plain, WI vacation rentals with a kitchen

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

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,067.

From$132/night

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Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,059.

From$132/night

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Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,067.

From$132/night

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Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Condo, Plain

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Retreat: 1BR King Suite @ Wyndham Tamarack

Cozy Retreat: 1BR King Suite @ Wyndham Tamarack is a condo in Plain, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,067.

From$132/night

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Our Favorite Family-Friendly Vacation Rentals in Plain, WI

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

A Cozy Cottage Hideaway in the Beautiful Baraboo Bluffs

Holiday Home, Plain

A Cozy Cottage Hideaway in the Beautiful Baraboo Bluffs is a holiday home in Plain, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About A Cozy Cottage Hideaway in the Beautiful Baraboo Bluffs

A Cozy Cottage Hideaway in the Beautiful Baraboo Bluffs is a holiday home in Plain, 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 $1,297.

From$144/night

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Sloane Parkview 7 · Sloane Condo - Families, golfers, girl`s trips!

Condo, Plain

Sloane Parkview 7 · Sloane Condo - Families, golfers, girl`s trips! is a condo in Plain, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sloane Parkview 7 · Sloane Condo - Families, golfers, girl`s trips!

Sloane Parkview 7 · Sloane Condo - Families, golfers, girl`s trips! is a condo in Plain, 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 $1,666.

From$166/night

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Dells Vacations I -Families Hikers Golfers

Condo, Plain

Dells Vacations I -Families Hikers Golfers is a condo in Plain, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Dells Vacations I -Families Hikers Golfers

Dells Vacations I -Families Hikers Golfers is a condo in Plain, 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: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,924.

From$195/night

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Dells Vacations II -Families Hikers Skiers Golfers

Condo, Plain

Dells Vacations II -Families Hikers Skiers Golfers is a condo in Plain, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Dells Vacations II -Families Hikers Skiers Golfers

Dells Vacations II -Families Hikers Skiers Golfers is a condo in Plain, 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, kitchen, with kitchen, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,260.

From$224/night

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