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, 172 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.

May 20 – 27

G$17,952 GYD per night

Guest favorite

Apartment in Waukegan

5.0 out of 5 average rating, 16 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

Sep 19 – 26

G$28,491 GYD per night

Guest favorite

Home in Beach Park

4.98 out of 5 average rating, 161 reviews

B’s Farmhouse Cottage 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, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

Apr 7 – 14

G$27,234 GYD per night

Guest favorite

Guest suite in Riverwoods

4.95 out of 5 average rating, 300 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.

May 10 – 17

G$29,176 GYD per night

Guest favorite

Home in Waukegan

4.91 out of 5 average rating, 65 reviews

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!

Apr 20 – 27

G$32,777 GYD per night

Superhost

Apartment in Waukegan

4.83 out of 5 average rating, 92 reviews

Cozy Corner, stylish 1bed near Navy Base!

Kick back and relax in this calm, stylish space. This is a newly remodeled 1 bedroom apartment. The Cozy Corner is designed to be a place of peace, for rest and relaxation. Feel right at home in this beautiful apartment. The kitchen is stocked with plenty of utensils and cookware for your favorite meal. Be sure to relax by the indoor fireplace and watch your favorite movies. Dedicated work space with desk and fast wifi perfect for traveling professionals. Longer stays discounted!

Aug 11 – 18

G$18,603 GYD per night

Guest favorite

Apartment in Libertyville

4.9 out of 5 average rating, 87 reviews

131 East Park Ave. #308

Keep it simple at this peaceful and centrally-located apartment walking distance to fantastic downtown Libertyville. Very nicely maintained building with elevator. 7 miles to Great Lakes Naval Base. Super clean unit with all brand new furnishings. HD smart TV's with cable in both the living room and bedroom. Pull out bed in living room good for one person. Fast Wi-Fi with dedicated work desk. Ample free parking right in front of the building. On-site laundry one floor down.

Sep 18 – 25

G$19,239 GYD per night

Guest favorite

Guest suite in Zion

4.89 out of 5 average rating, 138 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.

May 2 – 9

G$16,855 GYD per night

Guest favorite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 226 reviews

Love my guests! Homey Elegant & Lake Michigan!

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.

Sep 15 – 22

G$17,793 GYD per night

Superhost

Apartment in Waukegan

4.8 out of 5 average rating, 5 reviews

Cozy Apartment | Naval Station

Surround yourself with style in this standout space. Our home includes full furnished kitchen, WiFi, and new flooring! BEDROOM / LIVING ROOM 1 Queen size bed 2 Sofa beds TV Shelf Space Dedicated workspace Fresh clean linens KITCHEN & DINING Microwave Oven Stove Refrigerator/Freezer Coffee Maker + Coffee essentials Sink Trays Glasses Silverware Pots BATHROOM Bath with a Shower Mirror Toilet Towels Essentials Toiletries

Oct 1 – 8

G$23,133 GYD per night

Guest favorite

Apartment in Kenosha

4.98 out of 5 average rating, 114 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.

Nov 6 – 13

G$24,692 GYD per night

Guest favorite

Home in Lake Bluff

4.92 out of 5 average rating, 102 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.

Mar 22 – 29

G$29,496 GYD per night

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

Guest favorite

Home in Waukegan

4.95 out of 5 average rating, 40 reviews

*Spacious 3bdr near 6 Flags/Naval Base/Casino*

Jan 21 – 28

G$36,097 GYD per night

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 44 reviews

528 Bungaloo 1 | 1 Bedroom | 1 Bath | Sleeps 2-4

Oct 13 – 20

G$34,931 GYD per night

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 99 reviews

Round Lake Getaway Retreat

Apr 13 – 18

G$38,508 GYD per night

Guest favorite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 96 reviews

The Green Door - safe and calm with walkability

Oct 4 – 11

G$20,485 GYD per night

Superhost

Apartment in North Chicago

4.91 out of 5 average rating, 11 reviews

Lovely and Cozy updated one bedroom apartment. 2R

Dec 13 – 20

G$17,598 GYD per night

Guest favorite

Apartment in Waukegan

4.9 out of 5 average rating, 10 reviews

Cozy 2 Bedroom Apartment | 8 mins to Navy Base!

May 23 – 30

G$30,507 GYD per night

Superhost

Home in Waukegan

4.86 out of 5 average rating, 35 reviews

* Cozy Wauk-Townhse near navy base

Dec 17 – 24

G$25,531 GYD per night

Guest favorite

Cottage in Libertyville

5.0 out of 5 average rating, 23 reviews

Woodland Guest House-Vintage Libertyville Chicago

Sep 29 – Oct 6

G$16,778 GYD per night

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
G$6,255 GYD before taxes and fees

Frequently Asked Questions

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 house rentals in Waukegan have free parking?
Absolutely! We offer over 60 house rentals with free parking in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Waukegan have air conditioning?
Absolutely! We offer over 30 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.
Are there family-friendly vacation rentals in Waukegan?
Waukegan has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Waukegan?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with a kitchen, over 40 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Waukegan have wifi?
Absolutely! We offer over 60 house rentals with wifi in Waukegan. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Waukegan have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Waukegan. Enjoy a tailored experience with all the comforts you desire.

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

Apartment in Libertyville

Home in Round Lake Beach

Guesthouse in Lake Forest

Apartment in North Chicago

Apartment in Waukegan

Home in Waukegan

Cottage in Libertyville

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

Are there pet-friendly vacation rentals in Waukegan?

Do house rentals in Waukegan have free parking?

Do apartment rentals in Waukegan have air conditioning?

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

Are there family-friendly vacation rentals in Waukegan?

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

Do house rentals in Waukegan have wifi?

Do house rentals in Waukegan have a kitchen?

Destinations to explore