Holiday rentals in Westchester

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

De-Lima Quaters: Ideal For All Groups

Welcome to the De-Lima Quarters! Relax and recharge in this cozy, well appointed apartment nestled in a quiet neighborhood just minutes from downtown Chicago and O'Hare International. Whether you're here for work, family, tour or a weekend escape, You'll be close to everything at this centrally-located place. A fully equipped kitchen for home-cooked meals, Smart TV and fast Wi-Fi for streaming or remote work, Free parking and easy access to public transit, On-Site laundry for extended stay.

Apartment in Clarendon Hills.

Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet​, private bathroom/shower.​ Bedroom 2 - queen bed​, closet.​ Bedroom 3 - size bed​, closet. Living room has a pull-out sofa bed​. Family room with gas fireplace, access to deck/outdoor area.​ Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Canterbury Haven

Enjoy a memorable visit when you stay in this unique place. 3 Bedrooms, 2 Full Bathrooms, 2.5 Toilets – spacious and ideal for families. High-Speed Wi-Fi, Utilities Included – no setup required for tenants. Smart Home Features – Vivint security system, smart locks, and modern appliances Safe & Secure – professionally maintained with a focus on security and privacy Proximity to Key Locations: Easy access to major highways for convenient commuting

Jacuzzi, King Beds, Easy Access to DT Chicago!

Our 4bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful neighborhood. There is plenty of space for 10 people to sleep comfortably (4 beds), as well as 4 smart TVs, a deck w/ a pergola, built-in grill, & firepit, a large fenced backyard, a game room (w/ ping pong and more), a jacuzzi, an office space, & much more. Great access to City of Chicago by I-290, as it's directly west of Downtown!

Three Kings Chicago. Royal experience. Cloud beds!

Life is busy. Find time for each other! Remember how it was before? Special occasions: birthday, anniversary, romantic packages. 4 pm check-in, check-out 10 am. Early check-in 7 am, check-out 8 pm (Based on availability, $100) No cleaning tasks for guests. Fully equipped kitchen; three King adjustable massage beds. Step-free access, small dog-friendly, EV charger (extra), 75” TV, Laundry, Bidet... Breakfast, dinner on demand

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.

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Enjoy a stylish experience at this centrally located home in Westchester, IL. Our home is just 20mins away from downtown Chicago, approx. 10mins away from Premium Oak Brook mall and just 20mins away from Rosemont shopping center. Public Transportation is within walking distance from the home. This beautiful home sits in a peaceful neighborhood for a perfect relaxation getaway.

Coachhouse in central OP 4 blk to L

Just updated, furnished 1 BR 1 BA apt in Frank Lloyd Wright Historic District. Parking, kitchen, washer/dryer in unit, Air/Heat, Smart TV. Free wifi. Central location: 1 blk to farmers market, near Hemingway / Frank Lloyd Wright attractions. 4 blocks to green line. 20 min ride to downtown Chicago. Available for longer term stays.

O'Malley Oasis!

Your home away from home at this centrally-located coachhouse apartment.Queen sized bed, fully equipped eat-in kitchen, relaxing living area with recliner, leather couch and big screen tv. Walk to downtown or explore Chicago via public transportation just a few blocks away. Adorable porch and your own entry. Parking spot included!