
Holiday rentals in Brookfield
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Top-rated holiday rentals in Brookfield
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Oak Park Space+Style Duplex Parking+Walk to Train
A warm, curated home with two floors of living space. Perfect for families with kids, groups of friends and multi-generational living. The main floor + finished basement total 3 bdrms + 2.5 baths. Primary suite is on the main floor. Two secondary bedrooms are on the lower w/ a full bath. 20 min to downtown Chicago. Walk to dining + train+ FLW Home. Open living/dining/kitchen/sunroom. Remote work space. Coffee bar. Private entry/deck. Driveway parking. Central AC. Upstairs apartment is separate.
5.0 out of 5 average rating, 103 reviews
1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost
4.89 out of 5 average rating, 194 reviews
Luxurious apartment in great central location!
Welcome to the Troost House. This property is newly remodeled with high end finishes including Quartz counters, hardwood floors and fully equipped with brand-new stainless appliances. This 2BR 1B offers its own laundry room as well as a 1 car garage parking space. Superb location with easy access to major highways, a 5-minute walk to Blue line train station, a 3-minute drive to Loyola Medical Center, a 10-minute drive to DT Chicago, and near the heart of DT Forest Park and historic Oak park.
4.93 out of 5 average rating, 107 reviews
Sunny 1 bedroom apartment 1 block from restaurants
This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.
5.0 out of 5 average rating, 230 reviews
City-Accessible Basement Retreat
Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!
4.87 out of 5 average rating, 221 reviews
Bright & Spacious Duplex- Heart of Brookfield
Welcome to this newly constructed duplex in the heart of Brookfield. Designed for comfort, space, and privacy. The home features a fully stocked kitchen ideal for cooking, entertaining, or a relaxed night in. A standout feature is the private top-level primary suite, offering a spacious and serene retreat separate from the additional bedrooms and living space below. Located on a quiet street, just steps from DT Brookfield, shops, restaurants, Metra to downtown Chicago, and easy highway access.
5.0 out of 5 average rating, 12 reviews
1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 (w/fee) for short stays. It's important to note that we have pets (cats/dog) in this home and also that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people.
4.98 out of 5 average rating, 204 reviews
Coffee Bar, Game Room, Walk to Train
Why Guests Love It: Peaceful. Well-Appointed. Immaculate. ▪️TV in each bedroom ▪️Air Hockey, PacMan arcade ▪️Fireplace ▪️Backyard w/fire pit and games ▪️4-min walk to train - 25 minutes to Chicago ▪️Street parking & garage access ▪️Fully stocked coffee bar ▪️Pet-friendly with space to roam ▪️Quiet, tree-lined neighborhood for rest and recharge ▪️Close to Brookfield Zoo & forest preserves With bedrooms and bathrooms spread across three floors, the home offers both privacy and flexibility.
4.97 out of 5 average rating, 38 reviews
Zoo Holiday Retreat
This spacious home comfortably accommodates two families and offers plenty of room for fun and relaxation. Located within walking distance of the Brookfield Zoo and less than a mile from the Burlington Northern Metra line, you can reach downtown Chicago in just 20 minutes. Locally downtown Brookfield is just minutes away and features a great mix of restaurants and taverns — including a cozy martini bar just two blocks from the house — so you’re never far from great food or entertainment.
4.94 out of 5 average rating, 17 reviews
Cozy Home in Brookfield
Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).
4.99 out of 5 average rating, 108 reviews
Beautiful home near the Windy City!
Bring the whole family to this great place with lots of room for fun. We are located 10 miles from Downtown Chicago. Plenty of sightseeing and activities. We are less than a 5-minute walking distance from one of the well-known old-school arcades in the Chicagoland area. Downtown La grange is within walking distance with plenty of coffee shops, restaurants and shopping. The historical Brookfield Zoo is a 10-minute drive.
4.86 out of 5 average rating, 66 reviews
Steps to Shops, Restaurants, Trains; 5BR, 14 Guest
Experience a spacious, pet-friendly 5-bedroom, 3-bath home in vibrant downtown Forest Park, perfect for family gatherings or group vacations. Comfortably sleeps up to 14 guests. Enjoy stylish interiors, a fully equipped kitchen, private outdoor spaces, and easy walkability to Madison Avenue's dining and shops. Convenient access to Chicago trains and private parking for 4 vehicles make this an ideal retreat.
4.89 out of 5 average rating, 141 reviewsPopular amenities for Brookfield holiday rentals
Stay near Brookfield's top sights
Other great holiday rentals in Brookfield

Compatible: 3BR Ranch w/ Finished Basement
4.87 out of 5 average rating, 15 reviews
1 Bedroom Apartment in La Grange
5.0 out of 5 average rating, 18 reviews
The Architectural Haven
4.98 out of 5 average rating, 40 reviews
A cosy apartment 20 min by car from Chicago
5.0 out of 5 average rating, 23 reviews
Contemporary NEW Entire Suite Berwyn/Riverside
4.8 out of 5 average rating, 54 reviews
Cozy, Sunny, and Clean Apt 3 bd Free Parking
4.91 out of 5 average rating, 82 reviews
Cozy Garden Unit with Private Entrance
4.89 out of 5 average rating, 89 reviews
pet friendly Lavish - 2 bedroom 2 bath
4.85 out of 5 average rating, 26 reviewsDestinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo
- Wilmot Mountain Ski Resort





