
Vacation rentals in Waukegan
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Top-rated vacation rentals in Waukegan
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Tiny Home Retreats
You won’t forget your time in this romantic, memorable space with a hot tub! Relax in this one of a kind tiny home surrounded by trees and nature while enjoying the commodity of close by stores and restaurants. 15 minute drive to Gurnee Mills Mall, Six Flags Great America and Waterparks. Notice the property is a guest home/cabin. The outdoor space is shared but hardly used. Hot tub will be reserved exclusively for guests when booking. Thank you for considering Tiny Home Retreat for your stay 🏕

Nonsmoking, no cleaning fees, mother-in-law suite.
25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Master qtr close to nature & easy urban facilities
This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

305
Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

Tiny home in not so tiny Yard
The house has a Queen bed, a Single bed and a sofa. A tiny home in a peaceful neighborhood. Built on 4 city lots, it has plenty of space and privacy. For families visiting the Naval Academy, we are close enough, yet give you space and privacy. Away from the hustle of North Chicago and Waukegan. Nearby attractions are: Naval Base - 11 miles, 20 minutes Six Flags - 7 miles, 15 minutes Illinois State Beach - 2 miles, 5 minutes Chicago - 46 miles, 60 minutes Milwaukee - 50 miles, 55 minutes

The Indigo Cottage
This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

J’s Farmhouse Cottage. 2 bedroom duplex.
Formerly known as Magnolia Farmhouse inspired. 2 bedroom duplex. Experience the best of the midwest! Enjoy a newly remodeled, "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! We are minutes away from the Great Lakes Naval Station (9 mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge.

Minutes from naval base casino and six flags
Your family will be close to everything when you stay at this centrally-located place. Naval base and six Flags great America and NEW CASINO are just down the road less than 10 minutes . We are only about 45 min from downtown chicago. About 35 from O’Hare. And less than 10 from Gurnee mills. Plenty of restaurants within minutes and Starbucks is only 3 minutes away. 10 mins from Waukegan beach The house sits on 3 property lot, so it’s very private with no real next door neighbors.

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

The Oak Tree Ranch
This Mid-Century Modern Ranch home features a large White Oak Tree that gracefully shades this beautifully updated home! We are located just 13 minutes from the Great Lakes Naval Station and this is the perfect location to celebrate your loved one's graduation from Boot Camp, as well as enjoy all the wonderful places and sights in the Chicagoland area. You'll love the large floor-to-ceiling windows and all the unique MCM furniture in this lovely home.

Calm here! Cozy, spacious, comfortable, lg space
Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

Breezy Vista by Naval Base
We are excited to welcome you to this Charming and Centrally located House if you're visiting Northern illinois / Chicago. we are very close to Genesee theatre. Six flags, Great Lakes Naval Base and Michigan. Working, Living, Our space has all the other essentials you need for your stay- Contact-free Check-in
Popular amenities for Waukegan vacation rentals
Other great vacation rentals in Waukegan

Master Bedroom w/Bathroom - safe and cozy

T - Amazing Open Floor Plan, Across From Lake

Guest suite with separate entrance and cozy gym!

5. Cozy 2-Bedroom Modern Haven

Private Cozy Brm with Bathrm and nearby Lake View

UltraPlush Queen Bed - 2nd Fl. Townhome Near Woods

Beautiful home for Naval families!

This one feels like Home
Quick stats about vacation rentals in Waukegan
Total rentals
240 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
8.8K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
10 properties have a pool
Frequently Asked Questions
Are there pet-friendly hotel rentals in Waukegan?
Four-legged friends are welcome in Waukegan. Choose from more than 10 hotel rentals for guests traveling with pets.
Do house rentals in Waukegan have free parking?
Absolutely! We offer over 100 house rentals with free parking in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Waukegan have air conditioning?
Absolutely! We offer over 10 villa rentals with air conditioning in Waukegan. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in townhouse rentals in Waukegan?
Experience the best of Waukegan with our townhouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly apartment rentals in Waukegan?
Waukegan has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Hotel Rentals in Waukegan?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Waukegan have wifi?
Absolutely! We offer over 50 apartment rentals with wifi in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Waukegan have a kitchen?
Absolutely! We offer over 10 hotel rentals with a kitchen in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Are there Waukegan hotel rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 hotel rentals with pools in Waukegan, available on Airbnb. Make a splash and soak up the sun in style!
Are there hotel rentals with a dedicated workspace in Waukegan?
Yes! Work meets play with ease at over 10 hotel rentals in Waukegan featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Lincoln Park
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- Oak Street Beach
- The Field Museum
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- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Geneva National Resort & Club
- Illinois Beach State Park
- Willis Tower
- The Beverly Country Club
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