House holiday rentals in North Chicago

4.98 out of 5 average rating, 277 reviews

A welcoming living area features a comfortable gray couch and a green decorative bench. Light wood flooring extends throughout, with a black coffee table at the center. Large sliding glass doors provide access to the outdoor space, allowing natural light to fill the room.

Home in Beach Park

B’s Farmhouse Cottage 2-bedroom duplex.

Experience the best of the midwest! Recently remodeled in 2021 magnolia home 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.

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!

4.87 out of 5 average rating, 109 reviews

Home in Beach Park

Cozy 2 bedroom home with a study

This newly remodeled chicken Coop turned into a 2 bedroom A frame home is fifty miles from Milwaukee, forty-seven miles from Chicago, and ten miles from the Naval Station. We are a couple minutes away from City of Hope, Six Flags Great America, Bristol Renaissance Faire, Great Wolf Lodge, Casinos, and the beach. There is also a Target and Starbucks down the road, what more can you ask for! The stairs to the bedrooms are steep and narrow so please be careful. Please enjoy the home to yourselves

4.89 out of 5 average rating, 45 reviews

Naval Base 10 Min - Cozy Home

Newly Remodeled & Spacious Home Near Top Attractions! Welcome to your home away from home! This beautifully remodeled house offers plenty of space and comfort for your stay. With 4 bedrooms, 5 beds, and 1.5 baths, it comfortably accommodates up to 8 guests. Conveniently located just: ✅ 10 minutes from Great Lakes Naval Base ✅ 10 minutes from American Place Casino ✅ 15 minutes from Six Flags Great America & Gurnee Mills Perfect for anyone looking to enjoy everything the area has to offer!

The open living area is highlighted by a combination of dark wood cabinetry and countertops. A spacious black sofa is positioned to view a TV, while a dining table with matching chairs sits next to large windows, allowing natural light to fill the room.

5.0 out of 5 average rating, 75 reviews

Guest Favorite | Navy PIR Family Retreat Sleeps 9

Welcome to your PIR home-away-from-home! This stunning 4 BR/2 BA retreat is less than 3 miles from Great Lakes Naval Base—the perfect stay for Navy graduation and PIR families. Located in a peaceful subdivision, this home is designed for comfort, relaxation, celebration, and quality time with your new sailor. You'll have everything you need for a cozy, memorable stay, whether you're there for PIR, the holidays, or a family vacation. Book your reservation today and create enduring memories

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!

5.0 out of 5 average rating, 212 reviews

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

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.

4.89 out of 5 average rating, 136 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.

5.0 out of 5 average rating, 11 reviews

King Suite | Sleeps 8 | Near Navy Base & Six Flags

Welcome to your peaceful woodland escape right in the heart of Waukegan! Backing directly onto a lush, private nature preserve, this freshly updated 3-bedroom, 2.5-bath home offers the ultimate blend of suburban convenience and serene privacy. Whether you are in town celebrating a Navy Boot Camp graduation, visiting Six Flags, or simply seeking a quiet family getaway, this 1,800+ sq ft retreat gives your group plenty of room to spread out, relax, and recharge.

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!

A two-story house is viewed from the front, featuring a covered porch with railings on both levels. Surrounding trees provide shade, and a fenced yard is visible in the foreground. Outdoor furniture can be seen on the porch, suggesting a comfortable space for relaxation.

4.89 out of 5 average rating, 131 reviews

Great Lakes Naval Station-Waukegan- Gurnee-6 Flags

Under 10 minutes to RTC Great Lakes (Graduations) Under 10 minutes Rosalind Franklin University 15 minutes to Six Flags Affordable, private and comfortable... These are just a couple reasons why this is the ideal room for you to settle into during your stay in the area! Whether it be for boot camp graduation, the medical schools in the area or maybe you’re just passing through; book your stay while its still available!

Popular amenities for North Chicago house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 21 reviews

Kalo House | Mid-Century Modern Retreat

5.0 out of 5 average rating, 67 reviews

Navy Graduation Retreat- 4BR Home by Great Lakes

4.98 out of 5 average rating, 94 reviews

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.

Home in Grayslake

Family-sized Indoor Heated Pool & Movie Theater!

5.0 out of 5 average rating, 62 reviews

The outdoor area features a spacious patio surrounded by decorative stone architecture. Comfortable seating arrangements are placed near the pool, which is bordered by lush greenery. A large umbrella and several lounge chairs add to the inviting atmosphere. The house showcases large windows and multiple levels.

Home in McHenry

Paradiso Vacation

4.91 out of 5 average rating, 47 reviews

Home in Crystal Lake

Private Heated Indoor Pool + Sauna, Family Retreat

4.98 out of 5 average rating, 48 reviews

Home in Crystal Lake

Private, Pet Friendly. Hot Tub! Fireplace. In Town

4.98 out of 5 average rating, 59 reviews

Home in Twin Lakes

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

4.75 out of 5 average rating, 16 reviews

A spacious in-ground pool is surrounded by sunny deck seating and lush greenery. The pool's clear water shimmers under a blue sky, while the edge is lined with lounge chairs, inviting relaxation. The house is visible in the background, framed by mature trees.

Home in Twin Lakes

Highland House on Lake Mary with Pool Dock

Weekly house rentals

The entrance features a blue front door adorned with a seasonal wreath, surrounded by three-window arrangements. Potted plants line the walkway, which leads up to a concrete path and a welcoming doormat, contributing to the inviting exterior of the home.

4.97 out of 5 average rating, 65 reviews

J&J Vacay “Your Navy Graduation Destination”

A spacious living area features a large sectional sofa arranged around a modern coffee table. A large flat-screen television displaying a serene sunset is mounted on the wall. Decorative plants and a mirror add subtle elegance to the room, which is well-lit with recessed lighting.

4.88 out of 5 average rating, 73 reviews

Breezy Vista by Naval Base

4.94 out of 5 average rating, 32 reviews

Modern & Spacious Retreat • Fast Wi-Fi •Desk• Yard

A living room features a comfortable gray sofa facing a flat-screen television. Two wooden coffee tables are positioned in front, and a single armchair complements the seating area. Natural light streams through blinds on the large window, illuminating the neutral-colored walls and patterned area rug.

4.94 out of 5 average rating, 50 reviews

Cozy Vacation retreat

A historic home is showcased with a faded blue exterior and a prominent black star on the front. The entrance is framed by a white pergola, and a decorative gate leads to a garden adorned with red, white, and blue bunting, capturing an inviting atmosphere.

4.96 out of 5 average rating, 50 reviews

Historical Hideaway near Naval Base

4.88 out of 5 average rating, 17 reviews

The Cozy Retreat 1.7 miles from the Naval Base

The living room features a spacious sectional sofa in a soft gray tone, paired with a wooden coffee table. A large Smart TV displaying Netflix is positioned against the wall, while natural light enters through multiple windows, enhancing the cozy atmosphere.

5.0 out of 5 average rating, 80 reviews

Gorgeous Home Stay | 4BD 1.5BA

4.96 out of 5 average rating, 45 reviews

A cozy entertainment room features a large television mounted on a wall, surrounded by colorful gaming decor. Comfortable red bean bags and a soft sectional couch create inviting seating options. A black shelving unit holds various games and sports equipment, contributing to a playful atmosphere.

Home in Mundelein

3bdrm, Epic Bsmnt, Naval Base

Private house rentals

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

The entrance features a gray stucco facade with a distinctive arched overhang. Two light fixtures are mounted beside the door, which is framed by large windows with white blinds. A set of stairs leads up to the door, flanked by manicured green hedges.

4.89 out of 5 average rating, 36 reviews

Prairie Place

5.0 out of 5 average rating, 33 reviews

Home in Gurnee

Cozy & Elegant 2BR | Near Naval Base, Six Flags -2

4.91 out of 5 average rating, 33 reviews

Relax & Play! 9 Minutes from Naval Base Station

4.98 out of 5 average rating, 56 reviews

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.

Home in Grayslake

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

4.77 out of 5 average rating, 26 reviews

Home in Gurnee

Cosy Oasis Near Six Flags & Navy Base

4.77 out of 5 average rating, 39 reviews

The Peace Oasis, Great Lakes