Pleasant Prairie Vacation Rentals

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Browse Select Pleasant Prairie Vacation Homes

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

10.0 out of 10, Exceptional, (3)
"Very nice and newly remodeled property. Would definitely recommend. Property owner was pleasant and attended to maintenance issues promptly. Pool table and air hockey tables were fun to play on. There is even a sauna on the property but we did not use it. Great location for being near the Naval base."
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (13)
"The house, yard and location were all perfect. "
The price is CA $200
CA $475 total
includes taxes & fees
Aug 11 - Aug 12
Charming 3-bedroom house in Grayslake

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (32)
"Had fun"
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

Roxan Corner

8.6 out of 10, Excellent, (37)
"Close to our family and friends. "
Roxan Corner

Family frndly TwnHm by navy base

2.0 star property
9.6 out of 10, Exceptional, (17)
"Great little place to stay near the base. "
Family frndly TwnHm by navy base

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

10.0 out of 10, Exceptional, (33)
"The view was spectacular!"
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (47)
"Overall nice stay, the master shower didn’t work but there were 2 other bathrooms, "
Beautiful and spacious lakefront home! Close to everything!

Adorable 2-bedroom home near downtown Grayslake!

10.0 out of 10, Exceptional, (33)
"Great location, close enough to shop, eat and visit family."
Adorable 2-bedroom home near downtown Grayslake!

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

9.4 out of 10, Exceptional, (105)
"We had a great stay at the lakehouse! The property was super nice—clean, cozy, and exactly as described. The owner was very communicative and made the entire process smooth. Overall, it was a really good experience. "
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

Entire Beautiful Grove Home

9.0 out of 10, Wonderful, (11)
"The space of the house was great. Didnt use any of the big back yard. Had a lot of loud music the last two nights. Kept us awake . Even heard with earplugs."
Entire Beautiful Grove Home

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (3)
"very roomy nice deck good outside for grilling"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

great home in Waukegan for navy graduate families close distance to navy base!!

9.6 out of 10, Exceptional, (28)
"The home had everything we needed. The host was very attentive to any needs that came up. Neighborhood was close to navy bootcamp graduation. The neighborhood was quiet and we felt very safe being there. Would recommend this home to families that are coming in!"
great home in Waukegan for navy graduate families close distance to navy base!!

Cozy Upper-Level Retreat

Cozy Upper-Level Retreat

Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

2.0 star property
9.6 out of 10, Exceptional, (5)
"Caleb and family were so welcoming and easy to get a hold of if needed. Location was great for Kenosha and Pleasant Prairie. The apartment was perfect size and with all basic amenities needed. Thanks for a great stay! "
Cozy second floor deplex 2-bedroom in peaceful Kenosha with AC, heat and WiFi

Lake/Beach Getaway (Remodeled)

9.8 out of 10, Exceptional, (38)
"Nice and clean"
Lake/Beach Getaway (Remodeled)

Home w/ porch in DT Libertyville Near Naval Base

9.8 out of 10, Exceptional, (11)
"Property has excellent location to downtown Libertyville. Kitchen area is nice and beds were comfortable. Property could use some updates. "
Home w/ porch in DT Libertyville Near Naval Base

Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay at the house. The open spaces and high ceilings made the space feel special. Would love to reserve the space again in the future."
The price is CA $1,512
CA $2,473 total
includes taxes & fees
Aug 18 - Aug 19
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.

Beach Lake Michigan King Bed Pet Friendly

9.0 out of 10, Wonderful, (7)
"Judy's townhouse was a perfect spot for us to visit our family in Kenosha. We were all able to gather here to visit and enjoy the beautiful lakefront setting! "
The price is CA $241
CA $580 total
includes taxes & fees
Aug 11 - Aug 12
Beach Lake Michigan King Bed Pet Friendly

Scenic Waterfront Lake Michigan Escape

10.0 out of 10, Exceptional, (12)
"A small group of friends and I celebrated a birthday for a weekend here, and we loved it! The house is beautifully decorated (great for pictures) and had everything we needed. We loved the record player and backyard space. Thanks Daniel for the great stay!"
Scenic Waterfront Lake Michigan Escape

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

9.2 out of 10, Wonderful, (13)
"Our family gathered to visit our Carthage (Kenosha) student and view a lacrosse game. There was plenty of space for all and the outdoor area was very nice for eating and relaxing. Loved that there were multiple refrigerators, huge islands in the kitchen and a grill. We rented both units and had plenty of space for 12 people."
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
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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Top Pleasant Prairie Hotel Reviews