Holiday houses in Indian Head Park

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Top-rated holiday rentals in Indian Head Park

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

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Top Guest favourite

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

4.92 out of 5 average rating, 145 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

A studio suite features a spacious bed with a light-colored blanket. A Smart TV is mounted above a dark dresser, while soft yellow curtains frame the window. Wall sconces illuminate the room, and a clock is mounted above the bed, enhancing the cozy atmosphere.

Apartment in Berwyn

4.7 out of 5 average rating, 81 reviews

Chi-Town Hideout #3

Welcome to your cozy 3rd-floor studio suite in Berwyn, IL! Perfect for up to 3 guests, this stylish retreat is walking distance to shopping & dining. Close to public transportation & the 290 expressway. Enjoy streaming your favorite shows on the Smart TV, stay connected with fast Wi-Fi, & keep your snacks fresh with the mini-fridge, microwave, & coffee maker. The full-size remodeled bathroom adds a touch of luxury, & the outdoor space with a grill & fire-pit is perfect for relaxing evenings.

Guest favourite

A comfortable living area features a patterned sofa and armchair, positioned near a decorative fireplace. A small table is set with items, while a dining area is visible in the background. Natural light enters through the window, enhancing the cozy ambiance.

Apartment in Lemont

4.87 out of 5 average rating, 89 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

The bedroom features a spacious arrangement with two large beds dressed in white linens. Natural light is welcomed through the large window, partially covered by sheer and dark curtains. Two framed artworks adorn the walls, enhancing the neutral-toned space.

Condo in Hickory Hills

4.86 out of 5 average rating, 111 reviews

Convenient Location near ammenities. KING size bed

Walking distance to restaurants, stores etc. 1st floor suite will be your relaxing retreat. King size bed with a 12 inch foam mattress, down pillow/comforter set, blackout curtains will allow you a restful sleep. BR is equipped with 2 side tables, 2 dimmable touch control table lamps with 2 USB Ports. Bath offers a tub, vanity & open shelving. LR features faux leather sofa, coffee table w/the lift-top & 70” streaming TV. LR opens up to an eat in kitchen equipped with standard dine-ware.

Guest favourite

A well-lit dining area features a rectangular table accompanied by four wooden chairs and a bench. Natural light filters through large windows, illuminating the space. A small potted plant is centered on the table, enhancing the clean and modern decor.

Home in Westmont

4.93 out of 5 average rating, 28 reviews

Cute & Cozy Westmont, IL House Near the Best Areas

Beautiful 2 bedroom 1 bath house with a 2 car garage, private driveway and plenty of parking. With a nice back yard in one of Westmont's prime location close to great restaurants, shopping areas, easy access to expressways and airports in a great quiet neighborhood. Fully furnished with high-speed internet Wifi and stocked with essentials to make your stay comfortable. Near Morton Arboretum, Metra Station, Yorktown Center, upscale Oakbrook Center and a short commute to downtown Chicago.

Top Guest favourite

A living area showcases a wooden entertainment center with a TV, flanked by a decorative console table and two lamps. The space features hardwood floors and a neutral color palette, complemented by a circular wall mirror. A staircase in the background leads to the upper level.

Condo in Clarendon Hills

5 out of 5 average rating, 108 reviews

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.

Apartment in Summit

4.8 out of 5 average rating, 5 reviews

NEW! Apartment Near Downtown

Welcome to your BoHo inspired getaway this cozy one bedroom apartment offers, comfort style, and everything you need for a relaxing stay the space features a beautiful decorated bedroom with warm, earthy tones and natural textures plus a spacious living area with a pull up couch perfect for extra guest. Enjoy full bathroom stocked with essentials and open layout filled with natural light and thoroughly curated Boho details and make the space feel calm and inviting.

Top Guest favourite

A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.

Apartment in Maywood

4.94 out of 5 average rating, 171 reviews

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.

Superhost

A walkway lined with pavers is framed by greenery, leading toward a fenced yard. Soft string lights illuminate the area beside the tiny house, creating a serene evening atmosphere. A cozy seating area is visible, inviting relaxation outdoors near the lush foliage.

Tiny home in Burr Ridge

4.89 out of 5 average rating, 412 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Top Guest favourite

A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.

Home in Brookfield

4.98 out of 5 average rating, 65 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. Pets are allowed, but no exotic pets and no cats or dogs with a bite history.

Top Guest favourite

The front exterior of the house is shown, featuring a welcoming porch with steps leading to the entrance. A large window allows natural light to brighten the interior, reflecting the surrounding greenery. The clapboard siding and well-maintained garden beds suggest a charming environment.

Home in Willow Springs

4.98 out of 5 average rating, 42 reviews

Cozy Chicago Nature Retreat

Neighboring 11,000 acres of forest preserve yet only 20 miles from downtown, our charming and unique house perfect for nature lovers is available for you to enjoy all to yourselves. Literally footsteps from a nearly 80-mile network of woodsy trails. Truly a terrific vacation spot to get in contact with nature, having endless options for hiking, biking, fishing at your doorstep.

Top Guest favourite

A spacious living room features three large windows allowing natural light to fill the space. Comfortable seating includes a leather couch and an armchair. A television is mounted on the wall, and a decorative area rug lies beneath a wooden table set for dining.

Condo in Noble Square

4.97 out of 5 average rating, 858 reviews

Great location. Free parking.

Great location in Chicago's Wicker Park/Bucktown community. Fully furnished living room, bedroom with queen bed and bathroom. Internet, central heating/ac, small refrigerator, microwave, cable TV, dvd/Blu-ray, coffee maker. Small safe. Private free parking. One block from blue line (Division). From O’Hare via train – 35 min. 10 min to the city via blue line.