Book Holiday Homes in Pleasant Prairie

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Featured Holiday Homes in Pleasant Prairie

Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool

Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool

Caledonia
The price is AU$781 per night from 10 Mar to 11 Mar
AU$781
includes taxes & fees
10 Mar - 11 Mar
With a stay at this vacation home in Caledonia, you'll be on the beach, within a 15-minute drive of Lake Michigan and Ascension SE Wisconsin Hospital - Franklin ...
Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool
New Your Home Away From Home! - Near Great Lakes Naval Base!!

New Your Home Away From Home! - Near Great Lakes Naval Base!!

North Chicago
When you stay at this vacation home in North Chicago, you'll be on a lake, within a 5-minute drive of Naval Base Great Lakes and Lake Michigan.
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Kenosha
The price is AU$164 per night from 14 Mar to 15 Mar
AU$164
includes taxes & fees
14 Mar - 15 Mar
With a stay at this vacation home in Kenosha, you'll be on a lake, within a 5-minute drive of Lake Michigan and Froedtert Kenosha Hospital.
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
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IVP Manor House Close to Lake Beach & Naval Base

IVP Manor House Close to Lake Beach & Naval Base

Grayslake
When you stay at this vacation home in Grayslake, you'll be on a lake, within a 15-minute drive of Six Flags Great America and Naval Base Great Lakes.
IVP Manor House Close to Lake Beach & Naval Base
Roxan Corner

Roxan Corner

Mundelein
With a stay at this vacation home in Mundelein, you'll be within a 15-minute drive of Naval Base Great Lakes and Pine Meadow Golf Club.
Roxan Corner
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Riverfront Libertyville Retreat w/ Outdoor Kitchen

Libertyville
Located in Libertyville, this vacation home is within a 15-minute drive of Naval Base Great Lakes and Lake Michigan.
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Family frndly TwnHm by navy base

Family frndly TwnHm by navy base

2 out of 5
Waukegan
With a stay at this vacation home in Waukegan, you'll be a 2-minute drive from Lake Michigan and 7 minutes from Naval Base Great Lakes.
Family frndly TwnHm by navy base
Indoor Kidquariam,  Large Group Equipped, EnglishPrairieBnB

Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

Twin Lakes
A stay at this vacation home places you in the heart of Twin Lakes, within a 15-minute walk of Lake Elizabeth and Lake Mary.
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Kenosha
When you stay at this vacation home in Kenosha, you'll be on the waterfront, just steps from Lake Michigan and a 3-minute drive from Carthage College.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pleasant Prairie Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pleasant Prairie vacation homes are the perfect way for you to wing it.

Holiday houses in Pleasant Prairie let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pleasant Prairie in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pleasant Prairie adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pleasant Prairie with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pleasant Prairie vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pleasant Prairie Holiday Homes essential information

Accommodation
275 Holiday Homes
Lowest Price
AU$98
Highest Price
AU$781
Popular accommodation
Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool, New Your Home Away From Home! - Near Great Lakes Naval Base!!, Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View, IVP Manor House Close to Lake Beach & Naval Base, Roxan Corner, Riverfront Libertyville Retreat w/ Outdoor Kitchen, Family frndly TwnHm by navy base , Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB, The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Top trending hotels in Pleasant Prairie

Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4 out of 5
11800 108th St, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 23 Mar to 24 Mar
AU$200
includes taxes & fees
23 Mar - 24 Mar
Located in Pleasant Prairie, Doubletree by Hilton Pleasant Prairie Kenosha is in a shopping district, a 3-minute walk from Pleasant Prairie Premium Outlets and ...
Doubletree by Hilton Pleasant Prairie Kenosha
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
7540 118th Ave, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 16 Mar to 17 Mar
AU$108
includes taxes & fees
16 Mar - 17 Mar
With a stay at Days Inn by Wyndham Pleasant Prairie Kenosha in Pleasant Prairie, you'll be near the airport, within a 15-minute drive of Lake Michigan and America's ...
Days Inn by Wyndham Pleasant Prairie Kenosha
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

2.5 out of 5
10601 120TH AVENUE, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 18 Mar to 19 Mar
AU$186
includes taxes & fees
18 Mar - 19 Mar
With a stay at Fairfield Inn & Suites Kenosha Pleasant Prairie in Pleasant Prairie, you'll be a 3-minute walk from Pleasant Prairie Premium Outlets and within ...
Fairfield Inn & Suites Kenosha Pleasant Prairie
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Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

2 out of 5
7601 118th Ave, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 11 Mar to 12 Mar
AU$98
includes taxes & fees
11 Mar - 12 Mar
With a stay at Super 8 by Wyndham Kenosha/Pleasant Prairie, you'll be centrally located in Pleasant Prairie, within a 15-minute drive of Lake Michigan and America's ...
Super 8 by Wyndham Kenosha/Pleasant Prairie
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See all available properties in Pleasant Prairie
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.