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.

Sep 20 – 27

$73 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.

Jun 12 – 19

$118 per night

Guest favorite

Townhouse in Gurnee

4.87 out of 5 average rating, 23 reviews

Charming 2Bd Townhome Near Beach & Base

Let your worries drift into the sunset at this bright duplex vacation rental close to beautiful Lake Michigan beaches & Great Lakes Naval Base. There are nature preserves nearby for hiking, golf courses so you can practice your swing, lots of amusement parks, and shopping at Gurnee Mills Mall. Once you’ve hit up your choice of big city attractions in Chicago, seen Navy Pier & the Bean, relax on the deck while the grill sizzles or play board games with loved ones at this 2-bed, 1.5-bath abode.

Apr 22 – 29

$126 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.

Apr 27 – May 4

$121 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!

Oct 1 – 8

$136 per night

Guest favorite

Cottage in Libertyville

5.0 out of 5 average rating, 23 reviews

Woodland Guest House-Vintage Libertyville Chicago

The Woodland Guest House is uniquely located within a forest setting, and on a major road a 10-minute drive to downtown Libertyville and the Chicago train line. The modern apartment suite has four rooms, and was built onto an adjacent 1908 farmhouse. It combines peaceful silence with modern amenities, and is full of character. On three acres of oak savannah and trails, it is a certified Open Lands Property. Come to explore this exciting area, while staying in a charming forest suite!

Sep 15 – 22

$70 per night

Superhost

Apartment in Waukegan

4.82 out of 5 average rating, 91 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!

Sep 4 – 11

$104 per night

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 85 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.

Dec 25 – Jan 1

$80 per night

Guest favorite

Guest suite in Zion

4.9 out of 5 average rating, 135 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 7 – 14

$70 per night

Guest favorite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 224 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.

Jun 16 – 23

$85 per night

Guest favorite

Home in Lake Bluff

4.92 out of 5 average rating, 100 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.

Oct 5 – 12

$122 per night

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.

Jan 10 – 17

$145 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

Apartment in Waukegan

5.0 out of 5 average rating, 15 reviews

Apt Minutes from Naval Station

Aug 5 – 12

$146 per night

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 43 reviews

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

May 30 – Jun 6

$129 per night

Guest favorite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 95 reviews

The Green Door - safe and calm with walkability

Mar 16 – 23

$85 per night

Guest favorite

Home in Waukegan

4.99 out of 5 average rating, 77 reviews

Charming Brick Tudor with Modern Upgrades

Nov 28 – Dec 5

$224 per night

Superhost

Apartment in North Chicago

4.91 out of 5 average rating, 11 reviews

Lovely and Cozy updated one bedroom apartment. 2R

Jun 11 – 18

$87 per night

Guest favorite

Apartment in Grayslake

5.0 out of 5 average rating, 9 reviews

Apartment in Downtown Grayslake

Mar 6 – 13

$120 per night

Guest favorite

Home in North Chicago

4.97 out of 5 average rating, 31 reviews

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

Jan 16 – 23

$147 per night

Guest favorite

Home in Waukegan

4.88 out of 5 average rating, 34 reviews

* Cozy Wauk-Townhse near navy base

Nov 24 – Dec 1

$106 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	$30 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 house rentals in Waukegan have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Waukegan. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in serviced apartment rentals in Waukegan?
Experience the best of Waukegan with our serviced apartment rentals, starting at about $990 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 House Rentals in Waukegan?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 60 homes with wifi, over 60 homes with a kitchen, over 60 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Waukegan have wifi?
Absolutely! We offer over 40 apartment rentals with wifi in Waukegan. Enjoy a tailored experience with all the comforts you desire.
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.

Vacation rentals in Waukegan

Top-rated vacation rentals in Waukegan

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Waukegan vacation rentals

Stay near Waukegan's top sights

Other great vacation rentals in Waukegan

Apartment in Waukegan

Apartment in Libertyville

Guesthouse in Lake Forest

Home in Waukegan

Apartment in North Chicago

Apartment in Grayslake

Home in North Chicago

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

Are there pet-friendly vacation rentals in Waukegan?

Do house rentals in Waukegan have free parking?

Do house rentals in Waukegan have air conditioning?

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

Are there family-friendly vacation rentals in Waukegan?

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

Do apartment rentals in Waukegan have wifi?

Do apartment rentals in Waukegan have a kitchen?

Destinations to explore