House holiday rentals in Libertyville

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.

ValueLocationOutdoor spaces

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!

FamilyLocationWi-Fi

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

LocationValueIndoor spaces

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!

ValueFamilyGetting around

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 !

ValueLocationTV

4.91 out of 5 average rating, 169 reviews

Home in Fox Lake

Spacious Lakefront Retreat | Sunset VIEW | Firepit

Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!

LocationFamilyParking

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!

FamilyLocationHiking

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.

FamilyLocationNearby

4.89 out of 5 average rating, 103 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!

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.

LocationFamilyComfort

4.99 out of 5 average rating, 110 reviews

A wooden pier extends over the calm water, surrounded by lush greenery. The shoreline is visible, with houses dotting the distant landscape under a clear blue sky. The tranquil lake invites relaxation and outdoor activities.

Home in Lake Villa

Peaceful Lakefront/2 kings +/Near Navy/Family Time

A quiet, peaceful lake house retreat with room to relax on Sand Lake. Fishing, swimming, and kayaking. Relax on the pier as you watch the wildlife on the lake. Lovely sunsets. Many amenities to enjoy. Newly renovated throughout, with a new kitchen, bathrooms, flooring, beds, and furniture. Beautiful lake views from the family room, kitchen, dining room, and sunroom. CONTACT US FOR FLEXIBLE/EXTENDED Check-in and Check-out times.

LocationFamilyCleanliness

4.95 out of 5 average rating, 197 reviews

A well-maintained front yard showcases a lush, green lawn bordered by manicured flower beds. The brick exterior of the home features large windows and a welcoming front porch with a wooden railing, complementing the surrounding landscape.

Home in Lake Bluff

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.

LocationValueBackyard

A spacious living area features two dark leather sofas arranged around a large area rug, creating a comfortable setting. The open layout includes views of the dining area and kitchen, with bright lighting enhancing the inviting atmosphere. The surrounding walls are painted in neutral tones.

4.98 out of 5 average rating, 120 reviews

Gurnee Gathering Place Near Navy Base

Centrally located less than 15 minutes to Navy Graduation, Gurnee Mills shopping and American Place Casino. It has a spacious first floor with tons of comfortable furniture for lounging around, watching TV and hanging out with friends and family. Upstairs has 4 bedrooms with 3 king and 1 queen bed to comfortably sleep 8 guests. This is the perfect place for a family gathering!

ValueLocationCleanliness

Popular amenities for Libertyville house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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!

LocationFamilyBarbecue

5.0 out of 5 average rating, 21 reviews

Home in Waukegan

Kalo House | Mid-Century Modern Retreat

FamilyLocationCheck-in

5.0 out of 5 average rating, 67 reviews

Home in Waukegan

Navy Graduation Retreat- 4BR Home by Great Lakes

LocationFamilyBathroom

4.91 out of 5 average rating, 47 reviews

Home in Crystal Lake

Private Heated Indoor Pool + Sauna, Family Retreat

LocationValueWalkability

4.98 out of 5 average rating, 48 reviews

Home in Crystal Lake

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

LocationValueIndoor spaces

5.0 out of 5 average rating, 3 reviews

An outdoor swim spa is prominently featured, surrounded by a wooden deck and situated amidst a natural setting. The backdrop includes a mid-century modern structure with large windows, nestled among trees and greenery.

Home in Riverwoods

Riverwoods Nature Retreat

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 13 reviews

Home in Twin Lakes

All Year Heated Indoor Pool|3mins to Wilmot|Groups

LocationFamilyHospitality

4.98 out of 5 average rating, 59 reviews

Home in Twin Lakes

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

FamilyLocationAccuracy

Weekly house rentals

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.

4.97 out of 5 average rating, 61 reviews

Modern French Escape | Near Base

LocationValueBathroom

A spacious kitchen is equipped with wooden cabinets and modern appliances, including a refrigerator and stove. A central island with seating for three is visible, alongside a dining table. Natural light enters through multiple windows, enhancing the warm tones of the room.

4.97 out of 5 average rating, 31 reviews

Home w/ porch in DT Libertyville Near Naval Base

ValueLocationNearby

5.0 out of 5 average rating, 10 reviews

Family Retreat with Fire Pit and Game Garage Fun

LocationFamilyIndoor spaces

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

FamilyLocationBathroom

5.0 out of 5 average rating, 16 reviews

Amazing home in DT Libertyville - Near Naval Base!

FamilyLocationNearby

5.0 out of 5 average rating, 11 reviews

Home in Waukegan

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

LocationFamilyGetting around

5.0 out of 5 average rating, 7 reviews

6 Beds | Ideal for Crews & Insurance Stays

FamilyLocationCleanliness

5.0 out of 5 average rating, 3 reviews

Warm 5 bed Libertyville Getaway Close to Navy Base

FamilyLocationKitchen

Private house rentals

4.99 out of 5 average rating, 85 reviews

A modern two-story home is showcased from an aerial perspective, featuring a neatly trimmed yard and a fenced area. The property is positioned near a marina, with views of parked boats on the lake. An attached garage is visible, along with a spacious driveway.

Home in Wauconda

Modern 4BR Lake Retreat • Walk to Beach & Main St

ValueFamilyAmenities

4.77 out of 5 average rating, 26 reviews

Cosy Oasis Near Six Flags & Navy Base

LocationFamilyNearby

4.88 out of 5 average rating, 17 reviews

Home in Mundelein

The Comfort Spot - Inside & Out

LocationFamilyAccuracy

4.91 out of 5 average rating, 87 reviews

The living room features a spacious gray sectional sofa with colorful accent pillows and a red throw. A large area rug adds warmth to the hardwood floor. Natural light enters through a window seat, and a wall-mounted TV is visible, enhancing the inviting atmosphere.

Home in Lindenhurst

Peaceful Family & Fur-Friendly home near Navy Base

ValueFamilyComfort

4.97 out of 5 average rating, 29 reviews

Navy Families Welcomed!/Great America/Relaxing

FamilyLocationWalkability

5.0 out of 5 average rating, 32 reviews

The Serenity: Gurnee, Six Flags, Naval Base

ValueLocationKitchen

A spacious backyard is presented, featuring a well-maintained, lush green lawn surrounded by mature trees and a wooden fence. A large deck is visible at the back of the house, providing an inviting outdoor space for gatherings.

5.0 out of 5 average rating, 31 reviews

1/2 Acre Retreat: 100" TV, Open layout | Navy Base

LocationFamilyCleanliness