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Compare 275 Vacation Homes in Pleasant Prairie with updated reviews, rates, and availability.

3-bedroom house WiFi in lovely Waukegan Near Gurnee

2.0 star property
4.4 out of 10, (13)
"Cute little house at all the necessities convenient to Naval base where we spent most of our time"
3-bedroom house WiFi in lovely Waukegan Near Gurnee

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (195)
"Was the perfect winter getaway at the Retreat.Would love to stay ln summer with grand kids, it has soooo much to offer. Robert is was an excellent host. I have been telling everyone about it "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

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

9.4 out of 10, Exceptional, (19)
"Was a little worried at first! Little minor things that could get fixed or be better, but grows on you after a day of being there.I loved how it was so close to the Navy Base! Big bonus if you have a a recruit "
New Your Home Away From Home! - Near Great Lakes Naval Base!!

IVP Manor House Close to Lake Beach & Naval Base

9.6 out of 10, Exceptional, (51)
"We needed a good centralized location for Thanksgiving with our relatives. This house was the perfect location, was very spacious, very clean, and comfortable beds and pillows. Would definitely stay again, thank you for your hospitality! "
IVP Manor House Close to Lake Beach & Naval Base

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

9.6 out of 10, Exceptional, (80)
"Exactly as desribed. Very clean and quiet. Easy to find and very good good communication"
The price is SAR 218
SAR 375 total
includes taxes & fees
28 Feb - 1 Mar
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Roxan Corner

8.4 out of 10, Very Good, (30)
"Came to see my son graduate bootcamp"
Roxan Corner

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (20)
"Great place! Plenty of room. It was convenient and a nice community. It was cold while we were there and were not able to use outdoor kitchen.Our son was graduating from Navy Bootcamp and it was a very short drive to graduation. Plenty of restaurants close by."
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Family frndly TwnHm by navy base

2.0 star property
9.6 out of 10, Exceptional, (5)
"We stayed here when our daughter graduated from the Navy. House is as described and sticked/furnished with all you need or would expect. House was clean. Neighborhood seemed a little "sketchy" but we had zero issues or concerns while we were there. If you are coming for a Navy graduation location is good. Less than 10 mintues to base except on graduatiin morning. Traffic is horrendous but were still able to get from home and in our seats in less than 90 minutes. Would recommend and stay again"
Family frndly TwnHm by navy base

Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

10.0 out of 10, Exceptional, (36)
"My family and I stayed at English Prarie BNB for Christmas in 2024 (i.e., 11 adults, 4 kids, 2 dogs). It was perfect!!! The host Mike was quite communicative and his attention to detail was second-to-none. The property felt like a home away from home. It was fully decorated for the holidays, complete with a tree and holiday lights and red table runners and cute little candy cane drawer pulls and a hundred other small holiday-themed details all over the home which were so thoughtful!!! The host...
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

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

10.0 out of 10, Exceptional, (232)
"Property was very clean on arrival. Views were amazing. Property was exactly as pictured and stated. Kitchen stocked well with proper equipment and high end appliances. "
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 SAR 506
SAR 1,163 total
includes taxes & fees
23 Feb - 24 Feb
Quaint Bungalow, near Great Lakes Naval Base

Modern Lakeside Villa

10.0 out of 10, Exceptional, (15)
"Great home and beautiful location. Thank you!"
Modern Lakeside Villa

Entire Lake Villa Home!

9.4 out of 10, Exceptional, (37)
"We stayed over the weekend to attend family events. The location is very near where we needed it to be. If you are here to go to Six Flags or Great Lakes Naval Base. You should be good as it’s about 20 minutes out. Quiet neighborhood"
Entire Lake Villa Home!

Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat

10.0 out of 10, Exceptional, (9)
"Mario and Katie have a beautiful home with all the bells and whistles. We enjoyed the home, the hot tub, multiple patios, the lake and the low key vibe. The introduction to Luke at Luke's Float and Boat for our pontoon was a great add! Enjoy your time at the lake!"
Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat

3-bedroom vacation home just a short walk to Lake Michigan

9.8 out of 10, Exceptional, (12)
"Great stay by the snow covered beach great communication"
The price is SAR 349
SAR 801 total
includes taxes & fees
29 Jan - 30 Jan
3-bedroom vacation home just a short walk to Lake Michigan

Adorable 2-bedroom home near downtown Grayslake!

10.0 out of 10, Exceptional, (21)
"Cute and cozy. Very clean. Hosted a successful Thanksgiving dinner with local family. Had everything we needed (we didn't cook a turkey, though). Also spent quality time with our Navy boot camp graduate! Great house!"
Adorable 2-bedroom home near downtown Grayslake!

Riverside Retreat-Hot tub, Kayaks, firepit

9.6 out of 10, Exceptional, (10)
"We enjoyed a quiet weekend on the river with lots of options inside and out for relaxing and spending time with family!"
Riverside Retreat-Hot tub, Kayaks, firepit

Newly Remodeled in Pistakee Bay on the Chain O' Lakes

9.0 out of 10, Wonderful, (22)
"We had a group of friends stay at this property and overall really enjoyed the relaxation of the large pool, the availability of the boat dock, and the spaciousness of the house. Great time!"
Newly Remodeled in Pistakee Bay on the Chain O' Lakes

2bed /1bath TH - 7min Six Flags, 14min Navy Base

10.0 out of 10, Exceptional, (1)
"We stayed for a Navy Bootcamp graduation weekend. The house is even better than pictured! The house is very clean and it’s a great use of space. Having access to the laundry room in the basement is such a bonus. The host is extremely responsive and very kind. House is well stocked. The linens and towels are soft and clean. We really enjoyed our stay and it felt like home for a few days which is exactly what our son needed after 11 weeks at Navy Boot Camp.! we came during winter and had zero...
The price is SAR 383
SAR 980 total
includes taxes & fees
1 Feb - 2 Feb
2bed /1bath TH - 7min Six Flags, 14min Navy Base

Huge 6-bedroom house with WiFi, fitness, Games and Comfort in Great Lake

10.0 out of 10, Exceptional, (1)
"We stayed here for our son's Navy graduation. It was very clean and very, very comfortable. The beds, linens, and towels were all high quality. There was lots of space to hang out in multiple living rooms, and the bedrooms were great with extra blankets that were super soft! We did not cook much, but the kitchen was very well stocked with brand-new items and a very nice coffee/tea bar was made available. Thank you so much for sharing your home with our family!"
Huge 6-bedroom house with WiFi, fitness, Games and Comfort in Great Lake
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, (15)
"Great home and beautiful location. Thank you!"
Modern Lakeside Villa

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (195)
"Was the perfect winter getaway at the Retreat.Would love to stay ln summer with grand kids, it has soooo much to offer. Robert is was an excellent host. I have been telling everyone about it "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

3-bedroom house WiFi in lovely Waukegan Near Gurnee

2.0 star property
4.4 out of 10, (13)
"Cute little house at all the necessities convenient to Naval base where we spent most of our time"
3-bedroom house WiFi in lovely Waukegan Near Gurnee
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.