Ashburn Holiday Rentals

Compare Villas, Resorts, & Rentals in Ashburn, Chicago, Illinois, USA

Cozy 2- bedroom w/patio mins from Midway Airport
9.8 (12 Reviews)
1 Bedroom 5 Guests
Oak Lawn Apartment about 2 Mi to Ford City Mall!
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New
3 Bedrooms 6 Guests
DoubleTree by Hilton Chicago Midway Airport
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9.2 (1003 Reviews)
1 Bedroom 2 Guests
2- Bdrm Apt Desert Themed w/AC in Chicago
8.0 (1 Review)
2 Bedrooms 4 Guests
Gorgeous 5 BR Gem with Games
FromCA $508 per night
New
5 Bedrooms 16 Guests
Hyatt Place Chicago Midway Airport
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9.0 (1199 Reviews)
1 Bedroom 2 Guests
Steps from Midway Airport, 2BR Rental
New
2 Bedrooms 5 Guests
Residence Inn Chicago Midway Airport
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8.8 (94 Reviews)
127 Bedrooms 28 Guests
DoubleTree by Hilton Chicago Midway Airport, IL
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8.7 (160 Reviews)
144 Bedrooms 14 Guests
8 Minutes from Midway Airport!
FromCA $206 per night
New
1 Bedroom 4 Guests
Hyatt Place Chicago Midway Airport
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8.6 (769 Reviews)
146 Bedrooms 24 Guests
Holiday Inn Chicago Midway Airport S by IHG
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8.4 (430 Reviews)
158 Bedrooms 14 Guests
Walk to Train & Bus: Updated Chicago Apartment
New
2 Bedrooms 4 Guests
Chicago Marriott Midway
FromCA $376 per night
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8.4 (164 Reviews)
193 Bedrooms 27 Guests
5 Mi to Midway: Walkable Chicago Apartment
New
2 Bedrooms 4 Guests
Holiday Inn Express & Suites Chicago-Midway Airport by IHG
8.3 (299 Reviews)
135 Bedrooms 20 Guests
Best Western Inn & Suites - Midway Airport
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8.2 (375 Reviews)
58 Bedrooms 16 Guests
14 Mi to Dtwn Chicago: Studio in Ashburn!
New
1 Bedroom 2 Guests
Hilton Chicago/Oak Lawn
FromCA $240 per night
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8.1 (577 Reviews)
190 Bedrooms 20 Guests
Hampton Inn Chicago-Midway Airport
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7.9 (359 Reviews)
168 Bedrooms 21 Guests
Hilton Garden Inn Chicago/Midway Airport
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7.9 (247 Reviews)
170 Bedrooms 14 Guests
Fairfield Inn & Suites Chicago Midway Airport
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7.8 (268 Reviews)
140 Bedrooms 22 Guests
Gateway Inn Oaklawn-Chicago Midway airport
7.8 (262 Reviews)
21 Bedrooms 6 Guests
Sleep Inn Midway Airport
FromCA $161 per night
7.7 (661 Reviews)
125 Bedrooms 10 Guests
Courtyard Chicago Midway Airport
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7.7 (212 Reviews)
124 Bedrooms 34 Guests
WoodSpring Suites Chicago Midway
6.2 (651 Reviews)
122 Bedrooms 18 Guests
New&Modern Apartment only 4 miles away from Midway Airport.
10.0 (40 Reviews)
3 Bedrooms 6 Guests
Home Away From Home
FromCA $668 per night
10.0 (13 Reviews)
4 Bedrooms 10 Guests
Luxurious 4-bedroom house 30min near downtown Chicago
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Hotel O Miami Inn & Suites Chicago Midway Airport
6.1 (392 Reviews)
10 Bedrooms 16 Guests
Residence Inn Marriott Chicago Midway
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9.0 (607 Reviews)
1 Bedroom 2 Guests
House with garage, outdoor dining and basement bar
8.8 (6 Reviews)
4 Bedrooms 11 Guests
Midway Inn & Suites
FromCA $91 per night
5.8 (236 Reviews)
9 Bedrooms 8 Guests
Hampton Inn by Hilton Chicago-Midway Airport
8.6 (1243 Reviews)
1 Bedroom 2 Guests
Extended Stay America Suites - Chicago - Midway
5.4 (649 Reviews)
134 Bedrooms 10 Guests
Hilton Chicago/Oak Lawn
FromCA $194 per night
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8.4 (1274 Reviews)
1 Bedroom 2 Guests
Saratoga Motel By Capital O Near Midway Airport Chicago IL
5.2 (5 Reviews)
53 Bedrooms 12 Guests
Beautiful Luxury Apartment in the Southwest Suburbs of Chicago
10.0 (29 Reviews)
2 Bedrooms 4 Guests
Peaceful Family Home near Downtown, MDW, Free Park
10.0 (1 Review)
3 Bedrooms 6 Guests
Beverly House
FromCA $438 per night
9.4 (3 Reviews)
2 Bedrooms 4 Guests
A peaceful 3 bedroom house with a spacious kitchen
9.2 (5 Reviews)
4 Bedrooms 6 Guests
Beverly Place - 4BR/4BA Luxury!
FromCA $379 per night
7.0 (12 Reviews)
4 Bedrooms 10 Guests
Smart House w/ Spa Room near Chicago
6.0 (1 Review)
2 Bedrooms 6 Guests
✈️ 🌏 Midway Airport 2 Bedroom w/ full kitchen 🌏✈️
4.3 (7 Reviews)
2 Bedrooms 5 Guests

About Casai's Private Villas and Holiday Rentals in Ashburn

Discover more than 119 vacation rentals available in Ashburn. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ashburn.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ashburn, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ashburn. On average, places to stay near Ashburn offer 209.61 ft², with nightly prices averaging CA $274.

With Casai, finding and comparing holiday rentals in Ashburn is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in Ashburn, IL


Frequently Asked Questions About Ashburn?

What are the top holiday rentals in Ashburn?

How many Casai.ca holiday rentals are available in Ashburn?

As of 2026, Casai boasts over 119 properties listed in the Ashburn area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ashburn.