Pet-friendly vacation rentals in Waukegan

4.9 out of 5 average rating, 262 reviews

Guest suite in Zion

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.

4.93 out of 5 average rating, 192 reviews

A cozy living room features a pair of light-colored sofas and an accent chair, positioned around a rustic coffee table. A patterned area rug lies underfoot, while a mirror with a wooden frame and wall art enhance the space. A partial view of the kitchenette is visible in the background.

Home in Highland Park

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!

A welcoming living area features a plush, light-colored sectional sofa and an elegant coffee table. Soft lighting emanates from a chandelier, enhancing the warm tones of the walls. A decorative console table displays plants and a mirror, while a cozy blanket is draped nearby.

4.94 out of 5 average rating, 114 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.

4.97 out of 5 average rating, 61 reviews

A bright entertainment space features a pool table at its center, surrounded by a cozy seating area with a rust-colored couch and two armchairs. Natural light filters through sheer curtains, highlighting the warm wood flooring and neutral wall tones.

Home in Libertyville

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!

A charming sidewalk scene features a row of quaint storefronts with colorful awnings and flower boxes. Benches are placed alongside trees, and a brick pathway leads past a trash receptacle. The inviting atmosphere reflects a friendly downtown setting.

4.98 out of 5 average rating, 121 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!

4.96 out of 5 average rating, 249 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

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 !

4.95 out of 5 average rating, 105 reviews

A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.

Home in Salem

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.

4.89 out of 5 average rating, 136 reviews

A spacious living area features a blue couch facing a large television mounted on the wall. A decorative rug complements a wooden dining table set for four, accented with plates and glassware. Natural light filters through large windows, enhancing the inviting layout.

Home in North Chicago

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.

4.99 out of 5 average rating, 143 reviews

A cozy sunroom is featured with large windows, allowing natural light to fill the space. A comfortable gray sectional sofa provides seating, accompanied by a decorative pillow. Soft lighting fixtures and a unique chandelier add a welcoming touch to the inviting atmosphere.

Home in Kenosha

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!

4.96 out of 5 average rating, 137 reviews

An open-concept living area features mid-century modern furniture, including a leather sofa and two accent chairs. A pair of round coffee tables sit atop a colorful area rug. The space is adorned with a dining table and modern kitchen in the background.

Loft in Libertyville

Downtown Libertyville - 2 bed/2 bath

Enjoy a stylish experience at this centrally-located loft. 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 the only unit truly Downtown Libertyville.

4.83 out of 5 average rating, 41 reviews

Home in Beach Park

Comfortable Home Stay | 4BD 1BA - 5 Queen Beds

We're thrilled to host you in our comfortable and cozy home—perfect for your stay in the Beach Park, Gurnee, or Naval Base area. Whether you're here for work, leisure, or simply passing through, our space is equipped with all the essentials to make you feel at home. Conveniently located near the Great Lakes Naval Base, Six Flags Great America, Gurnee Mills, and beautiful parks and lakes.

4.84 out of 5 average rating, 103 reviews

The exterior of a single-story home is showcased with a spacious deck leading to a grassy yard. A large tree provides shade nearby, and the facade features clean white siding with several windows reflecting natural light.

Home in Round Lake Beach

Lake/Beach Getaway (Remodeled)

Have fun with the whole family at this stylish home. Everything has been recently renovated. This is directly across from a beach, which is perfect for winter and summer activities. We supply 2 kayaks, fishing poles (Bring your fishing boat)This place has 3 bedrooms, and a total of 5 beds. There is also a lot of dining and shopping, nearby. This is a hidden gem and brand new to AirBnb.

Popular amenities for Waukegan pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 129 reviews

An outdoor patio area features a spacious dining table surrounded by multiple chairs, with a grill positioned nearby. A large umbrella provides shade, while string lights add ambiance. A hammock is visible in the background, and a well-maintained lawn completes the inviting setting.

Home in Streamwood

Suburban Serenity~Grill, Fire pit, Big yard~

4.97 out of 5 average rating, 147 reviews

The image presents a well-maintained yard leading to Fox Lake, with a clear view of the water. A pathway lined with flowers connects the house to the lakefront. The deck is visible, offering outdoor seating options, while the tranquil water reflects the sky above.

Home in Fox Lake

Enjoy Life Right on the Lake with Amazing Views

4.89 out of 5 average rating, 102 reviews

A charming brick home is set amidst a lush green lawn, framed by trees and bushes. The two-story structure features a distinctive sloped roof and a welcoming front porch. Natural light enhances the inviting exterior on a clear blue sky day.

Home in Highland Park

A Wonderful Getaway Home on the North Shore!

4.98 out of 5 average rating, 141 reviews

A modern house features an inviting front porch with landscaped gravel beds and well-maintained grass. A wooden garage door complements the green exterior walls. Surrounding trees and shrubs enhance the outdoor space, creating a welcoming entrance.

Home in Twin Lakes

4Bd 3.5ba Cozy New Construction! Close to lake!

5.0 out of 5 average rating, 28 reviews

Home in North Chicago

Modern 4 BR 3 miles from Great Lakes Naval Base

A spacious living area is shown, featuring a comfortable sectional sofa and a decorative coffee table. The open layout leads to a modern kitchen, equipped with wooden cabinets and bar seating. A large dining space is visible in the background, enhanced by natural light from nearby windows.

4.96 out of 5 average rating, 56 reviews

Chic Oasis/Game Room/Near Base

A hot tub is located on a wooden deck overlooking a spacious open backyard. Surrounding trees provide shade, while sunlight brightens the area. The deck is designed with steps leading up to the hot tub, enhancing the outdoor relaxation space.

4.98 out of 5 average rating, 56 reviews

Sleeps 9+ | Hot Tub & Game Room Near Navy Base

4.91 out of 5 average rating, 32 reviews

Relax & Play! 9 Minutes from Naval Base Station

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 231 reviews

Villa in Ringwood

Living the High Life Pool House

4.85 out of 5 average rating, 410 reviews

A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.

Chalet in Ingleside

"A" Frame Brandenburg Lake

4.93 out of 5 average rating, 131 reviews

The modern kitchen features white cabinetry and a spacious island with four bar stools. A stainless steel refrigerator stands next to a gas stove and microwave. Natural light filters through large windows, illuminating the elegant countertops and sleek finishes.

Apartment in West Town

Cozy Duplex Down in Wicker Park East w/ Parking

4.76 out of 5 average rating, 234 reviews

A modern living area features a dark gray sofa, complemented by decorative pillows and a coffee table. Large windows provide ample natural light and city views, while plants add a touch of greenery. The space is designed with clean lines and a neutral palette.

Apartment in The Loop

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

A spacious indoor heated pool is seen, with clear blue water and steps leading in. Two lounge chairs are positioned nearby, and large glass doors provide a view of the outdoor area. Soft lighting enhances the calming environment.

4.98 out of 5 average rating, 94 reviews

Family-sized Indoor Heated Pool & Movie Theater!

5.0 out of 5 average rating, 13 reviews

Condo in Fox Lake

4/2 Modern Luxury Home Pistakee Lake with Hot Tub

4.91 out of 5 average rating, 47 reviews

Home in Crystal Lake

Private Heated Indoor Pool + Sauna, Family Retreat

4.96 out of 5 average rating, 52 reviews

Home in St. Charles

The Fox River Farmhouse-walk to downtown and pool

Private, pet-friendly home rentals

4.95 out of 5 average rating, 40 reviews

A modern living area features a gray sectional sofa and a round coffee table centered on a patterned area rug. A staircase with a dark wooden railing is visible on the side. A large piece of artwork brightens the wall, complemented by a tall potted plant.

Townhouse in Zion

Cute & Cozy, 1bd Condo Apartment/townhouse

5.0 out of 5 average rating, 28 reviews

Home in Pleasant Prairie

Breathtaking view @lakefront

4.79 out of 5 average rating, 48 reviews

Remodeled Waukegan Oasis | 4Bed 1.5Bath House NEW

4.94 out of 5 average rating, 16 reviews

Home in Libertyville

Spacious home near DT Libertyville w/ Rec Room!

5.0 out of 5 average rating, 16 reviews

Home in Libertyville

Amazing home in DT Libertyville - Near Naval Base!

4.97 out of 5 average rating, 29 reviews

Navy Families Welcomed!/Great America/Relaxing

5.0 out of 5 average rating, 64 reviews

A screened-in porch features a seating arrangement with plush chairs and a central table. Natural light streams through the screens, offering views of the serene lake and surrounding landscape. A ceiling fan hangs above, providing a comfortable breeze in the inviting space.

Home in Trevor

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK