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Vacation rentals in Wheeling

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Top-rated vacation rentals in Wheeling

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

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Guest favorite
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

Guest favorite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Apartment in West Dundee
4.94 out of 5 average rating, 112 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Guest favorite
An expansive bedroom is highlighted by a king size bed with a canopy above. Natural light enters through two windows, enhancing the warm wood flooring. Complimentary bedside lamps on matching nightstands and a sitting area with a chair provide additional comfort. A full-length mirror is positioned nearby.
Home in Prospect Heights
4.95 out of 5 average rating, 37 reviews

The Executive Residence 5400sqft/5 Bed/4.5Ba 0.8ac

Experience privacy, comfort, and luxury in a safe, quiet residential area. Book your stay today for an unforgettable experience! Guest Favorite & Rare Find +super clean +extra spacious A luxurious 5400 sq ft home in Prospect Heights, set on a private 0.8-acre lot surrounded by tall pine trees. Features 5 bedrooms, 4.5 bathrooms, a huge backyard, and off-street parking for 3 cars. - 2 min walk to the lake - 5 mi from Kohls Children's Museum - 8min from Mount Prospect metra -14 mi from ORD

Top guest favorite
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, 77 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.

Guest favorite
A charming entryway is featured, showcasing a white shingled exterior with green shutters. Two metal chairs surround a small round table, providing a cozy outdoor seating area. The front door is framed by a gabled roof, inviting guests into the studio.
Apartment in Highland Park
4.91 out of 5 average rating, 184 reviews

Lovely studio near the beach! (and heated floors!)

Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities. Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind. Ps. For the winter months: We've got heated floors.

Guest favorite
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.
Apartment in Park Ridge
4.78 out of 5 average rating, 539 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 favorite
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 favorite
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, 432 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 favorite
A spacious living room is featured with a comfortable sectional sofa, accented by several pillows. A coffee table is centered on a soft area rug, while large windows allow natural light to illuminate the space. Potted plants add a touch of greenery to the decor.
Apartment in Highland Park
5 out of 5 average rating, 53 reviews

Full Apartment green oasis in law suite

Beautiful & spacious 1 bedroom, 1 bath in law apartment. New windows with green views. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile can be chilly to touch - if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES.

Guest favorite
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, 101 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 favorite
The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.
Home in Des Plaines
4.97 out of 5 average rating, 102 reviews

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨‍🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨‍👩‍👧‍👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

Top guest favorite
A spacious living area features a large purple sofa with decorative pillows and a sleek side table. Vintage Chicago posters adorn the walls, while natural light fills the room through a window, complemented by soft, neutral tones throughout the space.
Apartment in Palatine
4.97 out of 5 average rating, 180 reviews

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro

<b>MId Century Modern 1 Bedroom With Private Entrance in Downtown Palatine! More Than 170 5 Star Reviews </b> ★★★★★ <b>"This place is amazing. It is so cute and cozy. The location is amazing, walking distance to everything downtown Palatine has to offer.." Abbey - February 2025</b> <b>700sf Retro Apartment with a King Bed & Private Outdoor Space. Safe Off Street Parking. Just Steps to Public Transportation, Bars, Restaurants & More.</b>

Popular amenities for Wheeling vacation rentals

Frequently Asked Questions

  • Do house rentals in Wheeling have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Wheeling. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wheeling have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Wheeling. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wheeling have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Wheeling. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Wheeling?

    Wheeling has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Wheeling?

    Four-legged friends are welcome in Wheeling. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Wheeling have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Wheeling. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Wheeling with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Wheeling?

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

Quick stats about vacation rentals in Wheeling

  • Total vacation rentals

    Explore 20 vacation rentals in Wheeling

  • Nightly prices starting at

    Wheeling vacation rentals start at R1,039 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 310 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Wheeling vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wheeling rentals

  • 4.6 Average rating

    Wheeling stays receive an average rating of 4.6 out of 5 from guests

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