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Holiday rentals in Libertyville

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Top-rated holiday rentals in Libertyville

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

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Top guest favourite
A charming row house features a multi-colored exterior with a mix of red and green siding. A front porch is adorned with potted plants. The home is surrounded by a landscaped garden with various plants and small shrubs, creating a welcoming street view.
Home in Libertyville
5 out of 5 average rating, 19 reviews

Heart of Downtown Luxury 4 Bed 3.5 Ba 2400sf $1M+

Be immersed in luxury in an award winning recently built development celebrating the New Urbanism lifestyle. A smartly designed enclave within a vibrant downtown of boutique shopping, community events, fine dining, and nightlife. Two blocks to 50 min. commuter train to Chicago Entertain on your private ROOFTOP while just a few steps from highly acclaimed restaurants. Includes privileged access pass to pristine Lake Michigan beach and fireside beach pavilion 15 minutes away. Concierge hosting.

Top guest favourite
A spacious living area features large floor-to-ceiling windows, allowing natural light to illuminate the space. The view of Grayslake is visible through the windows, complemented by indoor plants and comfortable seating arrangements. A cozy rug lies on the wooden floor, enhancing the inviting atmosphere.
Home in Grayslake
4.96 out of 5 average rating, 45 reviews

Lake House Walk to Train-Chicago

Lake Front with stone seawall, fire pit and jacuzzi. Two fireplaces, one wood burning and one gas. Floor to ceiling windows showcasing sunsets over serene Grayslake. Two paddler boats for you to paddle to Jones Island beach and playground. A five-minute walk to downtown Grayslake which boasts 9+ restaurants, an outdoor fireplace, two wooded parks with paved paths. A five-minute walk from the house to the Metra train taking you to downtown Chicago, a 1 hour train ride. Minimum 3 nights.

Guest favourite
The kitchen features dark wood cabinetry with a distinctive patterned backsplash. A stainless steel sink is positioned next to a coffee maker, while a gas stove with an oven is available for cooking. Light-colored countertops provide a spacious workspace.
Flat in Mundelein
4.72 out of 5 average rating, 60 reviews

Lovely apartment above art studio. Walk to shops.

Enjoy a Cozy, warm place with lots of character! Centrally-located! Walk to Starbucks and eateries. Two story apartment with two entries. Sit on the front deck and enjoy a coffee. Get a pastry 2 doors down or across the street at Dunkin. Great restaurant 300 feet away. Many nice amenities including on site parking, two full bathrooms, large second floor bedroom for privacy. 23 minutes from Great Lakes Naval Base, 38 minutes to downtown Chicago, 22 minutes to Six Flags. Walk to commuter train.

Guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 438 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.

Top guest favourite
The living area features a velvet sofa adorned with colorful pillows, complemented by a matching armchair. A glass coffee table is centered on a patterned area rug, with a bookshelf displaying decorative items and books in the background.
Guest house in Lake Forest
4.93 out of 5 average rating, 138 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.

Top guest favourite
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
4.97 out of 5 average rating, 34 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!

Superhost
A comfortable living area is designed with a gray sofa and a black coffee table, complemented by a dining table. A work desk is positioned near large windows, allowing natural light. A ceiling fan is visible, and a flat-screen TV is mounted on the wall.
Flat in Libertyville
4.87 out of 5 average rating, 30 reviews

305

Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

Top guest favourite
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
4.95 out of 5 average rating, 209 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 !

Top guest favourite
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
4.99 out of 5 average rating, 172 reviews

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!

Guest favourite
A modern living area is captured, featuring a large sectional sofa arranged around a circular coffee table. A textured area rug covers the floor, and natural light fills the space from the multiple windows. A ceiling fan and a wall-mounted television add functionality, while decorative elements enhance the cozy ambiance.
Flat in Grayslake
4.95 out of 5 average rating, 76 reviews

Apartment in Downtown Grayslake

Welcome to downtown Grayslake! Enjoy your stay in our quaint one-bedroom apartment overlooking Center Street. Nestled above our lifestyle boutique, 27 Houses, you can enjoy everything our adorable town has to offer. Grayslake is practically straight out of a Hallmark movie, and you'll be right in the center of everything. With a cozy floorpan, enjoy a cup of coffee, listen to some vinyl, or get right to work at our dedicated workspace. We're excited to welcome you!

Top guest favourite
Flat in Waukegan
4.95 out of 5 average rating, 120 reviews

Amiable 1-Bedroom 2-beds - 1 Bath - Apartment

Step into comfort in this thoughtfully furnished 1-bedroom apartment in Waukegan, Illinois. Perfect for business travelers, visitors, or those in between moves — this unit hits the sweet spot of style, function, and value. The Space One bedroom with a full/queen bed plus an air mattress (for extra comfort or guest flexibility) Bright living area with seating, smart TV, and workspace Fully equipped kitchen (stove, refrigerator, microwave, basic cookware & utensils)

Guest favourite
A cozy bedroom features a black metal bed frame adorned with soft pillows in pink and green hues. Textured white bedding is spread across the bed. Natural light filters through the large windows, complemented by light-colored curtains, and a nightstand sits beside the bed.
Guest house in Lake Forest
4.81 out of 5 average rating, 120 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

Popular amenities for Libertyville holiday rentals

When is the best time to visit Libertyville?

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Avg. price£117£103£104£116£142£177£191£169£151£106£121£122
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Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Libertyville?

    Yes! Work meets play with ease at over 50 house rentals in Libertyville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly apartment rentals in Libertyville?

    Four-legged friends are welcome in Libertyville. Choose from more than 30 apartment rentals for guests traveling with pets.

  • What are the most popular amenities for Hotel Rentals in Libertyville?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Libertyville?

    Experience the best of Libertyville with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Libertyville have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Libertyville. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Libertyville have free parking?

    Absolutely! We offer over 50 apartment rentals with free parking in Libertyville. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Libertyville?

    Libertyville has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Libertyville have air conditioning?

    Absolutely! We offer over 70 house rentals with air conditioning in Libertyville. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Libertyville

  • Total holiday rentals

    Explore 140 holiday rentals in Libertyville

  • Nightly prices starting at

    Libertyville holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    140 of Libertyville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Libertyville rentals

  • 4.7 Average rating

    Libertyville stays receive an average rating of 4.7 out of 5 from guests

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