Search Vacation Homes in Pleasant Prairie

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Compare 281 Vacation Homes in Pleasant Prairie with updated reviews, rates, and availability.

New Humble Home! - Near Six Flags & Naval Base!!
8.8 out of 10, Excellent, (22)
"The home is very close to base and was clean. The stairs to the second floor are old and not straight which can be a hazard. It worked for what we needed."
New Humble Home! - Near Six Flags & Naval Base!!
Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills
9.8 out of 10, Exceptional, (9)
"It was a quiet and cozy home near Great Lakes RTC. Great location. "
Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills
New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.2 out of 10, Wonderful, (15)
"Close to everything for My Son Graduation . We where less then 5 Miles from the Navy Station. I like that We had 6 Beds for everyone could sleep. The Kitchen was perfect for cooking meals. "
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Entire Beautiful Grove Home
10.0 out of 10, Exceptional, (4)
"The house was perfect. Family was content with location to base which allowed our soldier to spend more time with us and not have to worry about leaving us too soon to be back on base on time. "
Entire Beautiful Grove Home
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.0 out of 10, Wonderful, (20)
"The home is exactly as described…VERY comfortable beds and living room. Bed linens and towels are a great quality. Clean all around. I can tell great effort has been made to make our stay comfortable. Great location, as the home is just minutes away from the Great Lakes Navy Base where we attended Bootcamp Graduation for my daughter, as well as taking her back and forth from Base for her Liberty time. Close to shopping and dining.Only 35 minutes to O’Hare Airport, which was an easy commute. The...
The price is AED 588
AED 1,025 total
includes taxes & fees
18 Nov - 19 Nov
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Roxan Corner
8.6 out of 10, Excellent, (27)
"The pics did not mislead. It was nice and roomy for my guests and I. It could’ve been cleaner but overall enjoyed the house"
Roxan Corner
Fox Lake "Funcation" ★ 3 King Beds ★ Chain O Lakes
9.4 out of 10, Exceptional, (60)
"This was the perfect spot to celebrate with family. The beds were comfortable, the kitchen had everything we needed, the bath towels were super soft, and the sitting area at the lake was peaceful....great for long conversations. "
Fox Lake "Funcation" ★ 3 King Beds ★ Chain O Lakes
Enchanting Lake Woods Retreat |Near Water Access |Fire Pit |Deck |Screened-in Gazebo |Tranquil Stay
8.0 out of 10, Very Good, (1)
"The home was very cozy nice environment and area . Beds were very comfortable couch was very comfortable. I have little complaints. The washer machine didn’t work it didn’t spin all the way out. The property manager being on site is good and weird at the same time, but he didn’t bother us it was just a little odd. I would recommend this canin stay "
Enchanting Lake Woods Retreat |Near Water Access |Fire Pit |Deck |Screened-in Gazebo |Tranquil Stay
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
9.8 out of 10, Exceptional, (193)
"Me and girlies all had a fantastic stay at "the retreat" The space was amazing for a large group. Communication was open, easy, and friendly. The hosts accommodated our needs for extra tables as well. I definitely see us renting this space again in the warmer months because the property was beautiful and also had a lot of outdoor features. Thank you for such a comfortable stay and memorable weekend "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (230)
"Lovely well appointed home. Very functional kitchen. Great lakefront outdoor area w commanding views"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Quaint Bungalow, near Great Lakes Naval Base
10.0 out of 10, Exceptional, (56)
"Got to stay in this wonderful home while visiting my son and his family. I loved it!"
The price is AED 496
AED 1,146 total
includes taxes & fees
10 Nov - 11 Nov
Quaint Bungalow, near Great Lakes Naval Base
Entire 3 Bedroom Cozy Unit
8.0 out of 10, Very Good, (5)
"The rental was ok the host was really nice but if you plan on going out to downtown Chicago or any attractions the drive to get around the city will take about an hour and a half every day unless it’s nighttime… only thing u are close to at this location is six flags but other than that safe quiet area an the host lives down stairs from where u will be staying don’t know if that’s a good or bad for you an your guess but hey.. but it was cool for my first time in Chicago but I wouldn’t go back to...
The price is AED 716
AED 1,175 total
includes taxes & fees
6 Nov - 7 Nov
Entire 3 Bedroom Cozy Unit
Lake/Beach Getaway (Remodeled)
9.8 out of 10, Exceptional, (25)
"The house was perfect for us as we were visiting family in the area. House was very clean and comfortable and had everything we needed for our stay. Lake view in the morning was quite relaxing. Would stay here again. "
The price is AED 441
AED 815 total
includes taxes & fees
10 Nov - 11 Nov
Lake/Beach Getaway (Remodeled)
Dog-friendly lakefront home with water toys, firepit, 2 kitchens, & 2 W/Ds
9.0 out of 10, Wonderful, (6)
"Perfect location and weather. "
Dog-friendly lakefront home with water toys, firepit, 2 kitchens, & 2 W/Ds
New Construction! Community beach access on beautiful Lake Elizabeth!
10.0 out of 10, Exceptional, (22)
"The house was perfect with plenty of room and bathrooms! The family room and screened in porch with fireplaces were awesome! A great place to stay near Lake Geneva"
The price is AED 588
AED 1,500 total
includes taxes & fees
6 Nov - 7 Nov
New Construction! Community beach access on beautiful Lake Elizabeth!
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
9.8 out of 10, Exceptional, (19)
"Everything was great! Would definently stay here again!!"
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Riverfront Libertyville Retreat w/ Outdoor Kitchen
8.8 out of 10, Excellent, (13)
"Great property, home was perfect for our family and backyard was great for enjoying the sunshine!"
Riverfront Libertyville Retreat w/ Outdoor Kitchen
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
9.6 out of 10, Exceptional, (8)
"Host was awesome to deal with and very attentive. "
Modern living & Walk to downtown Libertyville ★ Great for Navy Graduations
Fisherman's Net Beachouse - Steps from the Lake!
9.8 out of 10, Exceptional, (9)
"5/5 would recommend. Host is very nice and responsive. The beach is amazing and very close "
Fisherman's Net Beachouse - Steps from the Lake!
great home in Waukegan for navy graduate families close distance to navy base!!
9.8 out of 10, Exceptional, (9)
"Very clean. Owner responsiveness very fast!"
great home in Waukegan for navy graduate families close distance to navy base!!
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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Other property types in Pleasant Prairie

Modern Lakeside Villa
10.0 out of 10, Exceptional, (14)
"A truly amazing, beautiful, and peaceful place to vacation! Would highly recommend; great experience for the price. "
Modern Lakeside Villa
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (55)
"The location was absolutely beautiful, and the property was clean and well-maintained. The host was very responsive, making the whole experience smooth and enjoyable. Highly recommend!"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
9.8 out of 10, Exceptional, (193)
"Me and girlies all had a fantastic stay at "the retreat" The space was amazing for a large group. Communication was open, easy, and friendly. The hosts accommodated our needs for extra tables as well. I definitely see us renting this space again in the warmer months because the property was beautiful and also had a lot of outdoor features. Thank you for such a comfortable stay and memorable weekend "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
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.