Pleasant Prairie Vacation Rentals

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Browse Select Pleasant Prairie Vacation Homes

Modern 3Bd Townhome Near Beach & Base

9.8 out of 10, Exceptional, (18)
"This property was exactly what we were needing! Cute house, very well maintained and the leasing agents were responsive to any concerns. "
Modern 3Bd Townhome Near Beach & Base

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (199)
"My family and I had a wonderful time at this property. Plenty of space for everyone to spread out, comfortable couches and beds, great hot tub and beautiful private property. My kids enjoyed the game room and we loved relaxing by the fire. It was also nice being able to have the dog along with us. The host was responsive and we had no issues. My kids have already asked to go back! "
The price is CA $286
CA $768 total
includes taxes & fees
Apr 1 - Apr 2
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Modern 4 bed Lake House Steps from Browns Lake w. Arcade Room + Private Beach

9.8 out of 10, Exceptional, (37)
"Great family location near lake - perfect for meetup with friends with little kids. House nicely renovated. Would come again!"
Modern 4 bed Lake House Steps from Browns Lake w. Arcade Room + Private Beach

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

9.6 out of 10, Exceptional, (15)
"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "
The price is CA $133
CA $307 total
includes taxes & fees
Apr 5 - Apr 6
3-bedroom vacation home just a short walk to Lake Michigan

Family frndly TwnHm by navy base

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

Riverfront Libertyville Retreat w/ Outdoor Kitchen

9.0 out of 10, Wonderful, (22)
"The house was so cozy and Fun. Perfect space for our family gathering and less then 15 minutes form the Navy base. Our guest host Coco was so great and personable. "
Riverfront Libertyville Retreat w/ Outdoor Kitchen

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (53)
"Had a wonderful time at this property over President's Day weekend. It was cozy and well-appointed, and the view is amazing, even if it was mostly a snowy frozen lake! We got a nice sunset the last evening. We were provided many amenities like coffee and some snacks, and we had what we needed in the kitchen to make yummy meals. The beds and pillows were great, and the bathrooms were nice. The ice maker line might have been frozen, but there were ice cube trays and it was fine. Having the...
Enjoy Spectacular Sunset Views ☀️ On True Lakefront

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

9.6 out of 10, Exceptional, (81)
"Exactly as desribed. Very clean and quiet. Easy to find and very good good communication"
The price is CA $93
CA $158 total
includes taxes & fees
Apr 1 - Apr 2
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

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

9.2 out of 10, Wonderful, (23)
"Is about 2 miles from great lakes for graduation. Layout is different. Sleeps 11 seats 5 or 6 in the living room, big table...half bath in kitchen...is cold in the winter...have to park in the back...walk around to front.can parknon the street but not overnight. The main bathroom with tyb sbower is high but has handrail. It snowed while we were there...owner shoveled sidewalk once. Overall it suit our need..its not high end but it was nice. Plenty of towels...no wash clothes...clean.."
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (43)
"Hubby and I were looking for a peaceful getaway and this home didnt disappoint. Would definitely book again."
Beautiful and spacious lakefront home! Close to everything!

Cozy Getaway by the Lake

10.0 out of 10, Exceptional, (13)
"We stayed here to spend time with a friend from out of state. The place was clean and cozy. The host was amazing. He communicated quickly when we had any questions. And the thing we appreciated the most was, my friend has a service dog for a medical condition and they used pet friendly salt on the porch.10/10 would highly recommend. "
Cozy Getaway by the Lake

Entire 3 Bedroom Cozy Unit

9.2 out of 10, Wonderful, (11)
"This was perfect for our adult family of 5. We had only intended to stay until saturday however my son's liberty got extended and we were easily able to stay the additional time. Everything we needed was there. We were about 15 min from base. It was really a 15 min drive to almost anything we needed to go to. We did have our own vehicle. Rooms were bigger than pictured. It was cold when we got there and since it is radiant heat it did take some time to warm up. Once during our stay the heat went...
The price is CA $222
CA $388 total
includes taxes & fees
Apr 7 - Apr 8
Entire 3 Bedroom Cozy Unit

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!

Lake/Beach Getaway (Remodeled)

9.8 out of 10, Exceptional, (30)
"Loved the view of the lake out the big front window. Perfect place for a family getaway. Apple play on tv worked great. We set up 5 yoga mats in living room and did yoga. Great full length mirror. Cute decor. Couch was comfy and bigger than I thought it would be from the pics. Wish the bunk bed had comfier mattresses - our teen girls were complaining - but they’ll survive lol! Bring coffee for standard coffee maker if you drink coffee. And have fun! Can’t wait to go back this summer. :) "
The price is CA $215
CA $388 total
includes taxes & fees
Apr 1 - Apr 2
Lake/Beach Getaway (Remodeled)

Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!

9.8 out of 10, Exceptional, (10)
"Our family came to visit for our son's Navy Bootcamp Graduation. This house was very comfortable. There were plenty of spaces to relax & visit with each other. The house was well equipped. The host was extremely helpful & friendly. We highly recommend this home!"
Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!

Escape to Tranquility: Lovely Oasis 20 Minutes from Downtown Milwaukee

10.0 out of 10, Exceptional, (11)
"The house was perfect for our family get together. Thank you "
Escape to Tranquility: Lovely Oasis 20 Minutes from Downtown Milwaukee

Lakefront Home w/ Game Room, Theater & Dock!

10.0 out of 10, Exceptional, (22)
"Great house for friends and kids for a new years stay!"
Lakefront Home w/ Game Room, Theater & Dock!

Home in DT Libertyville near Corp HQs & Naval Base

9.6 out of 10, Exceptional, (7)
"Our oldest son graduated from Navy bootcamp and we needed a place to stay. We had a total of 8 family members that made to trip to watch the ceremony. Having a 4 bedroom house somewhat close to the base as well as really close a beautiful little downtown, with shopping and dining was incredible.The only issue we had was parking. We did have 3 vehicles, which worked out, but we weren't sure if there was on-street parking since literally not one car was parked on the street. If that's the worst...
Home in DT Libertyville near Corp HQs & Naval Base

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (58)
"We drove up from Florida for our son’s Navy graduation. After 2 days on the road, the second day mostly in the freezing ice & snow, it was wonderful to come into this cozy, warm home. I loved the details & character of this older home. The floors squeak a little & there’s some clanging as the heater turns on, but I loved those little bits. It made it feel so much more like a home rather than a hotel. The location was perfect for travel to & from Naval Station Great Lakes. There are plenty of...
The price is CA $193
CA $444 total
includes taxes & fees
Apr 5 - Apr 6
Quaint Bungalow, near Great Lakes Naval Base

🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲

9.2 out of 10, Wonderful, (48)
"The house on Lake Elizabeth was wonderful. We had a total of 12 family members join us for a mini-vacation. We rented a pontoon boat from Twin Lakes Boat Rental, which added to the fun. The house was very nice with plenty of room for all of us and plenty of extra "toys," such as bikes, paddle boards, kayaks, pool table, etc. Jeff was very responsive to my questions and he gave us good suggestions on things to do and places to visit. "
🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲
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

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (66)
"We stayed here while skiing in Wilmot. Easy drive there and back. Plenty of room upstairs and down stairs to hang out. "
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (199)
"My family and I had a wonderful time at this property. Plenty of space for everyone to spread out, comfortable couches and beds, great hot tub and beautiful private property. My kids enjoyed the game room and we loved relaxing by the fire. It was also nice being able to have the dog along with us. The host was responsive and we had no issues. My kids have already asked to go back! "
The price is CA $286
CA $768 total
includes taxes & fees
Apr 1 - Apr 2
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

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

9.6 out of 10, Exceptional, (15)
"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "
The price is CA $133
CA $307 total
includes taxes & fees
Apr 5 - Apr 6
3-bedroom vacation home just a short walk to Lake Michigan
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.