Vacation rentals in Pleasant Prairie, WI

31 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Pleasant Prairie, WI

2-bedroom house in peaceful Waukegan with WiFi, AC - Pleasant Prairie, WI

2-bedroom house in peaceful Waukegan with WiFi, AC

Holiday Home, Pleasant Prairie

2-bedroom house in peaceful Waukegan with WiFi, AC is a holiday home in Pleasant Prairie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About 2-bedroom house in peaceful Waukegan with WiFi, AC

2-bedroom house in peaceful Waukegan with WiFi, AC is a holiday home in Pleasant Prairie, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $969.

From$108/night
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Charming farmhouse in the country - Pleasant Prairie, WI

Charming farmhouse in the country

Holiday Home, Pleasant Prairie

Charming farmhouse in the country is a holiday home in Pleasant Prairie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming farmhouse in the country

Charming farmhouse in the country is a holiday home in Pleasant Prairie, 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 $1,277.

From$132/night
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Walkable Racine Retreat! 1 Mi to Lake Michigan - Pleasant Prairie, WI

Walkable Racine Retreat! 1 Mi to Lake Michigan

Apartment, Pleasant Prairie

Walkable Racine Retreat! 1 Mi to Lake Michigan is a apartment in Pleasant Prairie, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Walkable Racine Retreat! 1 Mi to Lake Michigan

Walkable Racine Retreat! 1 Mi to Lake Michigan is a apartment in Pleasant Prairie, 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 $1,667.

From$143/night
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Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental - Pleasant Prairie, WI

Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental

Holiday Home, Pleasant Prairie

Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental is a holiday home in Pleasant Prairie, with pet-friendly space, outdoor space, and kitchen access. This stay…

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About Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental

Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental is a holiday home in Pleasant Prairie, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,519.

From$164/night
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Best Pleasant Prairie, WI vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Tiny Home Retreat with hot tub - Pleasant Prairie, WI

Tiny Home Retreat with hot tub

Cabin, Pleasant Prairie

Tiny Home Retreat with hot tub is a cabin in Pleasant Prairie, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub is a cabin in Pleasant Prairie, 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: hot tub, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,829.

From$220/night
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*King bed/3bds house Near Naval Base & 6Flags* - Pleasant Prairie, WI

*King bed/3bds house Near Naval Base & 6Flags*

Apartment, Pleasant Prairie

*King bed/3bds house Near Naval Base & 6Flags* is a apartment in Pleasant Prairie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About *King bed/3bds house Near Naval Base & 6Flags*

*King bed/3bds house Near Naval Base & 6Flags* is a apartment in Pleasant Prairie, 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 $2,355.

From$265/night
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Steps to the Lake- Cozy 2 Bedroom Retreat - Pleasant Prairie, WI

Steps to the Lake- Cozy 2 Bedroom Retreat

Holiday Home, Pleasant Prairie

Steps to the Lake- Cozy 2 Bedroom Retreat is a holiday home in Pleasant Prairie, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Steps to the Lake- Cozy 2 Bedroom Retreat

Steps to the Lake- Cozy 2 Bedroom Retreat is a holiday home in Pleasant Prairie, with easy beach access, 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, free wifi, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,195.

From$273/night
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Center Lake Cape Cod Escape Waterfront Home with Dock, Scenic Views, and Pet Friendly - Pleasant Prairie, WI

Center Lake Cape Cod Escape Waterfront Home with Dock, Scenic Views, and Pet Friendly

Holiday Home, Pleasant Prairie

Center Lake Cape Cod Escape Waterfront Home with Dock, Scenic Views, and Pet Friendly is a holiday home in Pleasant Prairie, with pet-friendly space, easy beach access, and parking. This…

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About Center Lake Cape Cod Escape Waterfront Home with Dock, Scenic Views, and Pet Friendly

Center Lake Cape Cod Escape Waterfront Home with Dock, Scenic Views, and Pet Friendly is a holiday home in Pleasant Prairie, with pet-friendly space, easy beach access, and 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,816.

From$306/night
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Best Pet-Friendly Vacation Rentals in Pleasant Prairie, WI

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

Quiet Lakefront Retreat with Pontoon and Paddle Boat to Rent in summer - Pleasant Prairie, WI

Quiet Lakefront Retreat with Pontoon and Paddle Boat to Rent in summer

Holiday Home, Pleasant Prairie

Quiet Lakefront Retreat with Pontoon and Paddle Boat to Rent in summer is a holiday home in Pleasant Prairie, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Quiet Lakefront Retreat with Pontoon and Paddle Boat to Rent in summer

Quiet Lakefront Retreat with Pontoon and Paddle Boat to Rent in summer is a holiday home in Pleasant Prairie, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,059.

From$231/night
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Waterfront house to enjoy with screen room - Pleasant Prairie, WI

Waterfront house to enjoy with screen room

Holiday Home, Pleasant Prairie

Waterfront house to enjoy with screen room is a holiday home in Pleasant Prairie, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Waterfront house to enjoy with screen room

Waterfront house to enjoy with screen room is a holiday home in Pleasant Prairie, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,168.

From$250/night
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Cute 3-bedroom house near Naval base & Six Flags - Pleasant Prairie, WI

Cute 3-bedroom house near Naval base & Six Flags

Holiday Home, Pleasant Prairie

Cute 3-bedroom house near Naval base & Six Flags is a holiday home in Pleasant Prairie, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Cute 3-bedroom house near Naval base & Six Flags

Cute 3-bedroom house near Naval base & Six Flags is a holiday home in Pleasant Prairie, 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 $2,270.

From$257/night
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Harbor Haven/Game Room/Gym - Pleasant Prairie, WI

Harbor Haven/Game Room/Gym

Holiday Home, Pleasant Prairie

Harbor Haven/Game Room/Gym is a holiday home in Pleasant Prairie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Harbor Haven/Game Room/Gym

Harbor Haven/Game Room/Gym is a holiday home in Pleasant Prairie, 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, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,734.

From$292/night
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Best Pleasant Prairie, WI vacation rentals with a kitchen

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

Charming Big 4 Bedroom Home In Lake Villa - Pleasant Prairie, WI

Charming Big 4 Bedroom Home In Lake Villa

Holiday Home, Pleasant Prairie

Charming Big 4 Bedroom Home In Lake Villa is a holiday home in Pleasant Prairie, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming Big 4 Bedroom Home In Lake Villa

Charming Big 4 Bedroom Home In Lake Villa is a holiday home in Pleasant Prairie, 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, kitchen, with kitchen, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,781.

From$310/night
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Spacious 4 Bed Retreat W/ back Porch and large Primary, Near Navy Base! - Pleasant Prairie, WI

Spacious 4 Bed Retreat W/ back Porch and large Primary, Near Navy Base!

Holiday Home, Pleasant Prairie

Spacious 4 Bed Retreat W/ back Porch and large Primary, Near Navy Base! is a holiday home in Pleasant Prairie, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Spacious 4 Bed Retreat W/ back Porch and large Primary, Near Navy Base!

Spacious 4 Bed Retreat W/ back Porch and large Primary, Near Navy Base! is a holiday home in Pleasant Prairie, 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 $3,199.

From$346/night
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5-Bedroom Sleeps up to 12 + Spacious! - Pleasant Prairie, WI

5-Bedroom Sleeps up to 12 + Spacious!

Holiday Home, Pleasant Prairie

5-Bedroom Sleeps up to 12 + Spacious! is a holiday home in Pleasant Prairie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 5-Bedroom Sleeps up to 12 + Spacious!

5-Bedroom Sleeps up to 12 + Spacious! is a holiday home in Pleasant Prairie, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,745.

From$370/night
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Beautiful homes a - Pleasant Prairie, WI

Beautiful homes a

Holiday Home, Pleasant Prairie

Beautiful homes a is a holiday home in Pleasant Prairie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Beautiful homes a

Beautiful homes a is a holiday home in Pleasant Prairie, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $148,824.

From$17,798/night
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Our Favorite Family-Friendly Vacation Rentals in Pleasant Prairie, WI

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

Family&Friends Relax Here 3BR/2BA Near Naval Base - Pleasant Prairie, WI

Family&Friends Relax Here 3BR/2BA Near Naval Base

Holiday Home, Pleasant Prairie

Family&Friends Relax Here 3BR/2BA Near Naval Base is a holiday home in Pleasant Prairie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Family&Friends Relax Here 3BR/2BA Near Naval Base

Family&Friends Relax Here 3BR/2BA Near Naval Base is a holiday home in Pleasant Prairie, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,139.

From$256/night
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Chic Oasis/Game Room/Near Base/5 Bedroom - Pleasant Prairie, WI

Chic Oasis/Game Room/Near Base/5 Bedroom

Holiday Home, Pleasant Prairie

Chic Oasis/Game Room/Near Base/5 Bedroom is a holiday home in Pleasant Prairie, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Chic Oasis/Game Room/Near Base/5 Bedroom

Chic Oasis/Game Room/Near Base/5 Bedroom is a holiday home in Pleasant Prairie, 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, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,162.

From$559/night
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Driftwood, Cozy Waterfront Cottage, Separate Unit - Pleasant Prairie, WI

Driftwood, Cozy Waterfront Cottage, Separate Unit

Cottage, Pleasant Prairie

Driftwood, Cozy Waterfront Cottage, Separate Unit is a cottage in Pleasant Prairie, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Driftwood, Cozy Waterfront Cottage, Separate Unit

Driftwood, Cozy Waterfront Cottage, Separate Unit is a cottage in Pleasant Prairie, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,487.

From$720/night
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