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Holiday rentals in Prospect Heights

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Top-rated holiday rentals in Prospect Heights

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

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Top guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Flat in Chicago
5 out of 5 average rating, 71 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Guest favourite
Home in Des Plaines
5 out of 5 average rating, 9 reviews

Cozy Home near playground

Welcome to your cozy home away from home! This peaceful suburban house is perfect for families, couples, or business travelers looking for a quiet stay near Chicago. Located just 15 minutes from O’Hare Airport, our home offers: A private backyard – great for relaxing A quiet neighborhood with a nearby playground Fully equipped kitchen & comfortable living space Fast Wi-Fi, smart TV, free parking ✅ Family-friendly ✅ Self check-in ✅ Clean, quiet, and safe Book your stay and make yourself at home!

Guest favourite
A spacious living area is highlighted by leather sofas arranged around a decorative coffee table. The area features a large area rug, elegant lighting fixtures, and a stone fireplace. Stairs lead to an upper level, creating an open and inviting atmosphere.
Home in Prospect Heights
5 out of 5 average rating, 8 reviews

5 star stay at 6 bed,3 bath-Chicago O'Hare Airport

This unique place has a style of its own. It's spacious with 5 bedrooms, 3 full bathrooms single family home that is inviting for you to relax and enjoy while being close to restaurants and shopping. We are located 9 minutes from Chicago Executive Airport and 20 minutes from O'Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is 30 minutes away with an easy access to I-94 and I-294 expressways

Top guest favourite
Home in Des Plaines
4.96 out of 5 average rating, 49 reviews

Spacious Home Studio 10 Min From O’Hare & Rosemont

Clean and well appointed lower level of owner-occupied home with private in/out access separated from the main level. The suite-style space includes a generous living area with two large couches, 49” smart TV w/ sound system, king bed, full bathroom, kitchenette w/ table, washer/dryer & work desk. Great location 5-10 minutes from O'Hare, Allstate Arena, Rosemont and Rivers Casino with ample transportation options. Property is within short walking distance of grocery stores, gym, parks & more.

Top guest favourite
A spacious living area features a bright red sofa and a matching loveseat, arranged around a coffee table. A dining area with a wooden table and chairs is visible in the background, along with an updated kitchen, creating an inviting and open atmosphere.
Home in Arlington Heights
4.99 out of 5 average rating, 79 reviews

Home in the Heights

Take it easy at this unique and tranquil Universally Designed Ranch home close to downtown Arlington Heights, train and major highways. This is a perfect little getaway when you’re visiting the Chicagoland. This home is ideal place for working individuals, travelling professionals on assignment to nearby hospitals/skilled nursing facilities and other businesses. The house features an updated kitchen, remodeled bathrooms, spacious yard, outdoor furniture/portable fireplace, and two-car garage.

Top guest favourite
A spacious living area features tall vaulted ceilings and hardwood flooring. A large fireplace with a decorative mantle is centered against a light-colored wall. Elegant artwork adorns the walls, while plants add a touch of greenery. Blue armchairs are positioned for comfortable seating.
Home in Prospect Heights
4.94 out of 5 average rating, 16 reviews

Your Home Away From Home

This home has tall vaulted ceilings, expansive windows overlooking a large 1/2 acre yard, and lots of sitting room. There are two office spaces, an infrared sauna, a foosball table, an air hockey table, darts, trampoline, a La-Z-Boy chair with lift assist, full recline, heating, and massage, and lots of parking. This is a family home, so the kitchen, bathrooms, laundry room, game, etc. are fully stocked. PETS ARE WELCOME WITH NO ADDED FEES. We just ask that you love our home as much as we do.

Superhost
A modern kitchen area features a wooden accent bar with four metal stools. Stainless steel appliances, including a refrigerator and stove, are visible. A wall clock adds a functional element to the open concept design, with neutral tones enhancing the spacious ambiance.
Flat in Park Ridge
4.77 out of 5 average rating, 548 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

Top guest favourite
A bright living space features a spacious sectional sofa accented with blue and white cushions. A round coffee table sits atop a decorative rug. A large clock adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Guest suite in Arlington Heights
4.93 out of 5 average rating, 58 reviews

Cozy Chicago Suburban Apartment

Welcome to our cozy apartment, perfect for solo travelers or couples looking for a comfortable stay in the quiet Northwestern suburbs of Chicago. Located in a quiet and serene neighborhood, this apartment offers easy access to all the best restaurants, cafes, and shops. Just 23 mins away from O’hare International Airport, 15 mins to Schaumburg Convention center & Woodfield Mall, and about 40 mins from the Chicago Downtown. Lake Arlington is a 10 mins walk away for Kayak and park activities.

Guest favourite
A living area features a dark leather sofa with red accent pillows, paired with two leather chairs. A wooden coffee table sits centrally, surrounded by warm-toned lighting. The space opens to a kitchenette with a retro red refrigerator and tall bar seating, creating an inviting atmosphere.
Flat in Jefferson Park
4.86 out of 5 average rating, 246 reviews

Cozy & Comfy 1bd In Historic Portage Park Bungalow

Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

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, 435 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.

Guest favourite
A spacious living area features a large sectional sofa, arranged around a central coffee table. Natural light fills the room through expansive windows adorned with sheer curtains. Light wood flooring complements the neutral color palette, creating a comfortable and airy environment.
Home in Arlington Heights
4.95 out of 5 average rating, 102 reviews

White House, 5 Beds

Completely updated and fully furnished single family ranch home with lots of space less than 10 minutes away from downtown Arlington Heights. The home is equipped with 3 Queen beds, 1 full bed, a sofa bed, a 65 inch tv in the living room with a sound bar and subwoofer, 43" tv's in 3 of the bedrooms, and a 32' tv in the fourth bedroom. The large deck in the back is great for entertaining. The home has a pool table which is great for entertaining as well. Book your stay with us today!

Guest favourite
Home in Arlington Heights
5 out of 5 average rating, 7 reviews

THE VAIL /hot tub/ev charger/fire pit/grill/garage

Nestled in a quiet neighborhood, steps away from downtown Arlington Heights. It’s our pleasure to welcome you to this refined comfortable and stylish house which was thoughtfully furnished and decorated to provide an excellent experience for our guests. Elegant, sleek design, high end decor, premium appliances and a dream come true back yard, all make an ideal blend for an unforgettable stay. Whether you travel for leisure, entertainment, visiting family, we are honored to host you!

Popular amenities for Prospect Heights holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Prospect Heights