Holiday rentals in Waukegan

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Top-rated holiday rentals in Waukegan

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Apartment in Kenosha

4.93 out of 5 average rating, 170 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.

21–28 Jul

€ 102 per night
Guest favourite

Guest suite in Riverwoods

4.95 out of 5 average rating, 298 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.

4–11 Apr

€ 140 per night
Guest favourite

Guest house in Lake Forest

4.95 out of 5 average rating, 93 reviews

The Green Door - safe and calm with walkability

This charming guesthouse in Lake Forest is only steps away from beautiful Market Square — the historic retail center of the community. Inside it features loads of light, in-unit washer and dryer, a well-equipped kitchen and a professionally designed stylish and calming interior. Outside, it has a vintage (ie. older) porch/breezeway with classic outdoor games. Walk to two grocery stores, bars/restaurants and our historic train station that connects to Chicago and various corporate shuttles.

29 Jan – 5 Feb

€ 108 per night

Popular amenities for Waukegan holiday rentals

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 holiday rentals in Waukegan

Superhost

Flat in North Chicago

4.78 out of 5 average rating, 23 reviews

Lovely and Cozy updated one bedroom apartment. 2F

6–13 Aug

€ 90 per night
Guest favourite

Home in Waukegan

4.91 out of 5 average rating, 65 reviews

The Indigo Cottage

13–20 Sep

€ 168 per night
Guest favourite

Home in Waukegan

5.0 out of 5 average rating, 34 reviews

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

18–25 May

€ 244 per night
Superhost

Tiny home in Beach Park

4.82 out of 5 average rating, 61 reviews

Tiny home in not so tiny Yard

25 Jun – 2 Jul

€ 174 per night
Guest favourite

Flat in Libertyville

4.91 out of 5 average rating, 82 reviews

131 East Park Ave. #308

12–19 Sep

€ 100 per night
Guest favourite

Home in Waukegan

5.0 out of 5 average rating, 76 reviews

Charming Brick Tudor with Modern Upgrades

28 Aug – 4 Sep

€ 272 per night
Superhost

Home in Waukegan

4.87 out of 5 average rating, 67 reviews

Great Lakes Naval Station-Waukegan- Gurnee-6 Flags

10–17 Jun

€ 139 per night
Superhost

Home in Waukegan

4.95 out of 5 average rating, 22 reviews

The Navy House

2–9 Mar

€ 481 per night
Guest favourite

Home in North Chicago

5.0 out of 5 average rating, 29 reviews

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

9–16 Oct

€ 179 per night
Guest favourite

Home in North Chicago

4.94 out of 5 average rating, 51 reviews

The Perfect home for the family!

12–19 Aug

€ 203 per night
Guest favourite

Guest suite in Kenosha

4.95 out of 5 average rating, 77 reviews

Kenosha apartment - great for traveling workers

8–15 Sep

€ 89 per night
Guest favourite

Home in Kenosha

5.0 out of 5 average rating, 52 reviews

Tu Casa Cottage - Your Home Away From Home

20–27 Apr

€ 118 per night

Quick stats about holiday rentals in Waukegan

Total rentals

140 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

4.2K reviews

Nightly prices starting at

€ 37 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Lake County
  5. Waukegan