Vacation rentals in Waukegan

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Top-rated vacation rentals in Waukegan

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Guest favorite

Condo in Kenosha

4.93 out of 5 average rating, 175 reviews

Inviting, spacious apt! Ideal for stay & work

This brand new basement apartment is an amazingly pleasant, spacious and private unit (over 950 sq. ft). Whatever the motive of your trip is —work from home, business, family function, wedding, graduation, friends, or simply a vacation escapade — you will enjoy the freedom this space provides. This residential, private neighborhood apartment is carefully designed. The full kitchen, classy bathroom, plush and extra-comfortable king size bed, the TV and all the amenities will fulfill your needs.

Guest favorite

Apartment in Waukegan

5.0 out of 5 average rating, 18 reviews

Apt Minutes from Naval Station

Welcome to our cozy 2-bedroom apartment, conveniently located just minutes away from Naval Station Great Lakes. Whether you're visiting for military duties or simply exploring the beautiful Great Lakes region, our comfortable and well-appointed apartment is your ideal stay. Additionally, easy access to nearby attractions, including: - Great Lakes Naval Museum - Six Flags Great America - Gurnee Mills Shopping Mall - Lake Michigan's beautiful beaches - Numerous dining options and local breweries

Guest favorite

Guest suite in Riverwoods

4.95 out of 5 average rating, 304 reviews

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.

Guest favorite

Apartment in Beach Park

4.98 out of 5 average rating, 363 reviews

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.

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 102 reviews

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!

Guest favorite

Guest suite in Zion

4.9 out of 5 average rating, 144 reviews

Non-smoking, attached mother-in-law suite.

30 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour to O’Hare Airport and downtown Chicago. 1 hour to Milwaukee 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 7PM.

Superhost

Apartment in Waukegan

4.9 out of 5 average rating, 71 reviews

Luxury 2 BDR Downtown Waukegan | Pool Table

We are excited to welcome you to this charming and spacious apartment if you're visiting Northern Illinois/Chicago. We are very close to Six Flags, Great Lakes Naval Base and Lake Michigan. Working, relaxing, living. Our space has all the other essentials you need for your stay. - Contact-free check-in - 24/7 virtual support - Xfinity Wi-Fi - Fresh towels and bathroom essentials - Pre-cleaning before your arrival - Fully equipped kitchen - NETFLIX and HDMI for streaming

Guest favorite

Home in Waukegan

4.87 out of 5 average rating, 71 reviews

Great Lakes Naval Station-Waukegan- Gurnee-6 Flags

Under 10 minutes to RTC Great Lakes (Graduations) Under 10 minutes Rosalind Franklin University 15 minutes to Six Flags Affordable, private and comfortable... These are just a couple reasons why this is the ideal room for you to settle into during your stay in the area! Whether it be for boot camp graduation, the medical schools in the area or maybe you’re just passing through; book your stay while its still available!

Guest favorite

Apartment in Kenosha

4.98 out of 5 average rating, 117 reviews

Downtown-Treetop Deck-2Bd/2Bth

This one-of-a-kind, shabby-chic second floor apartment is in the heart of Downtown Kenosha, walking distance to coffee shops, restaurants, museums, and Lake Michigan beaches. Enjoy the large, completely secluded back deck equipped to grill, dine, and relax tucked amongst neighborhood buildings with a tree top view. The apartment is great for a romantic rendezvous, a girlfriend getaway, or for an extended stay.

Guest favorite

Home in Lake Bluff

4.92 out of 5 average rating, 104 reviews

Home Sweet Home, minutes to Great Lakes Naval Base

Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.

Guest favorite

Apartment in Waukegan

4.94 out of 5 average rating, 109 reviews

*2brApt near Naval Base-6 Flags-Casino*

Private Entrance...No contact/Self check in (smart locks). The home is located on a quiet single family neighborhood, it is a two story brick house and the apartment is on the second floor with it's own two private entrances. There is No Smoking allowed on the property and No Pets, failure to abide by the rules will result in a $200 charge for extra cleaning personnel, also No Parties or Events allowed.

Guest favorite

Cabin in Kenosha

4.81 out of 5 average rating, 543 reviews

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! Fully remodeled. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Massive deck overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Waukegan vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Waukegan's top sights

Gurnee Mills47 locals recommend

Genesee Theatre16 locals recommend

Walmart Supercenter9 locals recommend

Cracker Barrel Old Country Store3 locals recommend

The Shanty Restaurant10 locals recommend

Olive Garden Italian Restaurant8 locals recommend

Other great vacation rentals in Waukegan

Superhost

Home in Waukegan

4.84 out of 5 average rating, 38 reviews

* Cozy Wauk-Townhse near navy base

Guest favorite

Home in Waukegan

4.91 out of 5 average rating, 68 reviews

The Indigo Cottage

Guest favorite

Apartment in Libertyville

4.9 out of 5 average rating, 93 reviews

131 East Park Ave. #308

Guest favorite

Home in North Chicago

4.94 out of 5 average rating, 34 reviews

Spacious 2-br, 1 bath home w/AC near Naval Base

Guest favorite

Home in Waukegan

5.0 out of 5 average rating, 8 reviews

Charming oasis in Waukegan near Naval base Casino

Guest favorite

Home in Waukegan

4.99 out of 5 average rating, 81 reviews

Charming Brick Tudor with Modern Upgrades

Guest favorite

Apartment in Grayslake

5.0 out of 5 average rating, 10 reviews

Apartment in Downtown Grayslake

Guest favorite

Home in Waukegan

5.0 out of 5 average rating, 37 reviews

Large Updated Home | Minutes from Naval Base(4 mi)

Show all

Quick stats about vacation rentals in Waukegan

Total rentals
150 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
$30 before taxes and fees

Frequently Asked Questions

Do apartment rentals in Waukegan have a kitchen?
Absolutely! We offer over 40 apartment rentals with a kitchen in Waukegan. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Waukegan?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with free parking, over 60 homes with a kitchen, over 60 homes with wifi, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Waukegan?
Yes! Work meets play with ease at over 100 vacation rentals in Waukegan featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do serviced apartment rentals in Waukegan have wifi?
Absolutely! We offer over 10 serviced apartment rentals with wifi in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Waukegan?
Four-legged friends are welcome in Waukegan. Choose from more than 70 vacation rentals for guests traveling with pets.
Do apartment rentals in Waukegan have free parking?
Absolutely! We offer over 30 apartment rentals with free parking in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Waukegan have air conditioning?
Absolutely! We offer over 10 serviced apartment rentals with air conditioning in Waukegan. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Waukegan?
Experience the best of Waukegan with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Waukegan

Top-rated vacation rentals in Waukegan

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Waukegan vacation rentals

Stay near Waukegan's top sights

Other great vacation rentals in Waukegan

Home in Waukegan

Home in Waukegan

Apartment in Libertyville

Home in North Chicago

Home in Waukegan

Home in Waukegan

Apartment in Grayslake

Home in Waukegan

Quick stats about vacation rentals in Waukegan

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do apartment rentals in Waukegan have a kitchen?

What are the most popular amenities for House Rentals in Waukegan?

Are there vacation rentals with a dedicated workspace in Waukegan?

Do serviced apartment rentals in Waukegan have wifi?

Are there pet-friendly vacation rentals in Waukegan?

Do apartment rentals in Waukegan have free parking?

Do serviced apartment rentals in Waukegan have air conditioning?

How much does it cost to stay in apartment rentals in Waukegan?

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