Pleasant Prairie Vacation Rentals

Name: Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Price range: $110 total

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Vacation Rentals in Pleasant Prairie

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

Burlington WI

$857 nightly

$904 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Located in Burlington, this vacation home is on the waterfront, within a 5-minute drive of Powers Lake Park and Lakeside Park.

Kitchen

Washer

Beautiful and spacious lakefront home! Close to everything!

Antioch IL

A stay at this vacation home places you in the heart of Antioch, steps from Lake Antioch and a 2-minute drive from Antioch Village Hall.

Kitchen

Washer

Lakefront home with firepit, 2 kitchens, & 2 W/Ds

Antioch IL

Located in Antioch, this vacation home is on the waterfront, within a 5-minute drive of Channel Lake-Lake Marie Channel Park and Parrot's Cove Marina.

Kitchen

Washer

Family frndly TwnHm by navy base

Waukegan IL

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.

Kitchen

Washer

Beautiful Updated Home near Great Lakes Naval Base

Waukegan IL

With a stay at this vacation home in Waukegan, you'll be a 3-minute drive from Lake Michigan and 8 minutes from Naval Base Great Lakes.

Kitchen

Washer

Charming 3-bedroom house in Grayslake

Grayslake IL

With a stay at this vacation home in Grayslake (Gages Lake), you'll be within a 15-minute drive of Naval Base Great Lakes and Gurnee Mills.

Hot Tub

Kitchen

Quaint Bungalow, near Great Lakes Naval Base

Mundelein IL

$313 nightly

$332 total

Dec 15 - Dec 16

Total with taxes and fees

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.

Kitchen

Washer

Spacious New 5 Bed Family Retreat Near Naval Base!

Waukegan IL

With a stay at this vacation home in Waukegan, you'll be a 5-minute drive from Lake Michigan and 9 minutes from Naval Base Great Lakes.

Kitchen

Washer

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Caledonia WI

$657 nightly

$693 total

Dec 21 - Dec 22

Total with taxes and fees

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 Campus.

Pool

Hot Tub

🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

Richmond IL

When you a stay at this vacation home in Richmond, you'll be next to a golf course, just steps from Lake Elizabeth and Elizabeth Lake Nature Preserve.

Hot Tub

Kitchen

Value Stay: Home - 2 Bedrooms

Waukegan IL

$226 nightly

$240 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this vacation home in Waukegan, you'll be within a 10-minute drive of Naval Base Great Lakes and Six Flags Great America.

Washer

Dryer

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

Kenosha WI

$97 nightly

$110 total

Dec 7 - Dec 8

Total with taxes and fees

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.

Kitchen

Free WiFi

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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.