
Pet-friendly holiday rentals in Waukegan
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Waukegan

Total holiday rentals
Explore 140 holiday rentals in Waukegan

Nightly prices starting at
Waukegan holiday rentals start at €69 per night before taxes and fees

Verified guest reviews
Over 3,320 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
130 of Waukegan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waukegan rentals

4.6 Average rating
Waukegan stays receive an average rating of 4.6 out of 5 from guests
Top-rated pet-friendly home rentals in Waukegan
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Cozy Mother inlaw Suite. Private. Next to beach.
30 minutes away from the Navy Base(Graduates). 5 minutes away from the newly renovated 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. This Mother in Law suite has tons of natural light. Private access and no shared indoor space. Safe and quiet neighborhood with plenty of wildlife right in the back yard. For nature lover’s this unit is close to the beach and there are walking trails nearby.
4.91 out of 5 average rating, 259 reviews
Cozy 2-Bedroom Cottage Near Downtown Highland Park
Step into a warm, inviting retreat where comfort meets character! This beautifully updated suite features two cozy bedrooms, a private bathroom, and thoughtfully decorated living spaces in a modern farmhouse style. Nestled in the heart of Highland Park, you’re steps from great restaurants, boutique shops, scenic trails, and parks, plus a golf course across the street and just 1.5 miles from Lake Michigan. Whether it’s a family getaway or a business trip, it’s your perfect home away from home!
4.94 out of 5 average rating, 186 reviews
Modern 4 BR 3 miles from Great Lakes Naval Base
Welcome to this modern Getaway next to Base! Make yourself at home in this modern 4BR, 1.5BA -Perfectly located 4 miles from Great Lakes Naval Base. Relax in the bright, open living room with smart TVs, fast Wi-Fi, and plenty of seating for family time. Prepare meals together in a fully stock kitchen, laundry, and private fenced yard with fire pit and BBQ. Designed for Navy Families, and leisure travelers, Enjoy cozy nights by the indoor fireplace and starry evenings around the outdoor fire pit
5.0 out of 5 average rating, 26 reviews
*Entire house w/4 LG Bedrms, NAVY 4 miles/baseLake
We are excited to welcome you to this clean and spacious home/perfect location.10 mins /4 miles from Great Lakes. SLEEPS 5- 12!! A"Gathering Place" is for FAMILIES! Stay all together in one place and make memories! Waukegan has parks/cool pl! A Dock/ lakefront, galleries, breweries, restaurants, and more! Near the train station, if you want to travel to Chicago N Suburbs. Close to Six Flags, the Genesee Theatre and the new CASINO! The train is 2 blocks/travels to both Chicago and Wisconsin.
4.94 out of 5 average rating, 110 reviews
Modern French Escape | Near Base
Welcome to Your Chic French-Inspired Escape! Step into a stylish 4-bed, 2.5-bath retreat blending modern comfort with a touch of France. Just 2 miles from Six Flags, 4 miles from The American Place Casino, and 9 miles from the beach and Naval Station, this home is perfect for families and groups. Enjoy French-inspired décor, office nooks, a pool table, and board games for fun nights. The stocked kitchen makes meals easy. Near highways, shopping, and dining, this elegant getaway has it all!
4.97 out of 5 average rating, 60 reviews
Adorable 2-bedroom home near downtown Grayslake!
Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!
4.97 out of 5 average rating, 119 reviews
TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !
4.96 out of 5 average rating, 241 reviews
Lago Amore - Channel house, pier, kayaks
A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.
4.95 out of 5 average rating, 104 reviews
Spacious 2-br, 1 bath home w/AC near Naval Base
Welcome to our cozy and comfortable Airbnb, perfectly located near Naval Station Great Lakes (approximately 5-7 min., 2 miles), Six Flags Great America, and just an hour from downtown Chicago! Whether you're visiting for Navy graduation, family time, business, or a weekend getaway, our home offers the perfect balance of convenience and relaxation. We take pride in providing excellent hospitality and a smooth, stress-free experience from check in to check out.
4.89 out of 5 average rating, 133 reviews
6th Ave Harborside
Perfectly located near downtown Kenosha, this cozy and comfortable home makes it easy to enjoy the best of the area. Ride the bikes to the farmers market, stroll to the beach, or spend time along the marina and harbor. The large dining room invites long meals and relaxed evenings together. An ideal home base for a peaceful getaway, visiting family, or attending local events. One night stays are available on a limited basis - reach out for details!
4.99 out of 5 average rating, 139 reviews
A Wonderful Getaway Home on the North Shore!
A perfect place to visit the northern highlights of Chicago! 1/4 mile from Ravinia! 1.5 miles from the Botanic Gardens! 30 minutes from Chicago (an hour and a half from Milwaukee). Close to trains, planes, and easy automobile access. A two-bedroom gem in the heart of so many wonderful things. Other local places include Northwestern University, Lake Forest, Winnetka, and Lake County. I have a cat living here, but he will accompany me when I leave.
4.89 out of 5 average rating, 102 reviews
Historic Downtown Libertyville Loft
Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.
4.94 out of 5 average rating, 138 reviewsPopular amenities for Waukegan pet-friendly home rentals
Pet-friendly house rentals

Lake/Beach Getaway (Remodeled)
4.84 out of 5 average rating, 103 reviews
Lake house Monica Steps from the lake! 4BD 3bath
4.81 out of 5 average rating, 113 reviews
4Bd 3.5ba Cozy New Construction! Close to lake!
4.98 out of 5 average rating, 140 reviews
Modern Retreat near Ravinia & Botanic Gardens
4.97 out of 5 average rating, 118 reviews
Suburban Serenity~Grill, Fire pit, Big yard~
4.96 out of 5 average rating, 126 reviews
Relax & Play! 9 Minutes from Naval Base Station
4.9 out of 5 average rating, 30 reviews
Peaceful Family & Fur-Friendly home near Navy Base
4.91 out of 5 average rating, 86 reviews
Gorgeous Home Stay | 4BD 1.5BA
5.0 out of 5 average rating, 77 reviewsPet-friendly home rentals with a pool

"A" Frame Brandenburg Lake
4.85 out of 5 average rating, 408 reviews
Beautiful Corner 2 Bedroom in the Loop | Roof Deck
4.77 out of 5 average rating, 230 reviews
Cozy Duplex Down in Wicker Park East w/ Parking
4.93 out of 5 average rating, 128 reviews
Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
4.87 out of 5 average rating, 168 reviews
Family-sized Indoor Heated Pool & Movie Theater!
4.98 out of 5 average rating, 90 reviews
4/2 Modern Luxury Home on Pistakee Lake with Pool
5.0 out of 5 average rating, 11 reviews
Fabulous Cabin
4.93 out of 5 average rating, 41 reviews
Paradise with Pool & Games
4.9 out of 5 average rating, 29 reviewsPrivate, pet-friendly home rentals

Cute & Cozy, 1bd Condo Apartment/townhouse
4.95 out of 5 average rating, 39 reviews
Home w/ porch in DT Libertyville Near Naval Base
4.97 out of 5 average rating, 30 reviews
Remodeled Waukegan Oasis | 4Bed 1.5Bath House NEW
4.82 out of 5 average rating, 45 reviews
Great America Getaway | Sleeps 12 | Near Navy Base
4.78 out of 5 average rating, 23 reviews
Family Retreat with Fire Pit and Game Garage Fun
5.0 out of 5 average rating, 9 reviews
The Blue House ~ Spacious & Near Naval Academy
4.7 out of 5 average rating, 93 reviews
Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK
5.0 out of 5 average rating, 61 reviews
Elegance: 4BR - 2 BT Spacious Ranch w/ Basement
4.96 out of 5 average rating, 25 reviewsWhen is the best time to visit Waukegan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €149 | €140 | €141 | €154 | €161 | €161 | €160 | €153 | €155 | €147 | €154 | €149 |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Destinations to explore
- Chicago Holiday rentals
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- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
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- Grand Rapids Holiday rentals
- Wisconsin Dells Holiday rentals
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Alpine Valley Resort
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory





