Vacation Rentals in Ashburn, IL: Compare 10+ Sites & Save

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209 Best Vacation Rentals in Ashburn (Starting from $72)

Oak Lawn Apartment about 2 Mi to Ford City Mall!
Oak Lawn Apartment about 2 Mi to Ford City Mall!
Apartment
Oak Lawn, IL, USA
3.9k from Ashburn center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$145
Average price / night
Check Availability
5 Mi to Midway: Walkable Chicago Apartment
5 Mi to Midway: Walkable Chicago Apartment
Apartment
Chicago, IL, 60652-2605, United States
0.5k from Ashburn center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$124
Average price / night
Check Availability
Gorgeous 5 BR Gem with Games
Gorgeous 5 BR Gem with Games
House
Chicago, IL, USA
4.2k from Ashburn center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family

5 Bedrooms16 Guests
New to Booking
$367
Average price / night
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14 Mi to Dtwn Chicago: Studio in Ashburn!
14 Mi to Dtwn Chicago: Studio in Ashburn!
Apartment
Chicago, IL, 60652-2605, United States
0.5k from Ashburn center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$92
Average price / night
Check Availability
Quiet 1BR, Eat-In Kitchen, Close to Midway
Quiet 1BR, Eat-In Kitchen, Close to Midway
Apartment
Chicago, IL, USA
5.2k from Ashburn center

Fireplace/Heating, Guest Services, Smoking, Parking, Pet Friendly, Air Conditioner, Internet

1 Bedroom4 Guests
8.0

Good

5 reviews

$171
Average price / night
Check Availability
Walk to Train & Bus: Updated Chicago Apartment
Walk to Train & Bus: Updated Chicago Apartment
Apartment
Chicago, IL, 60652-2605, United States
0.5k from Ashburn center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms4 Guests
New to Booking
$129
Average price / night
Check Availability
Modern 1BR Outdoor Space & Cozy Vibes
Modern 1BR Outdoor Space & Cozy Vibes
Apartment
Chicago, IL, USA
5.2k from Ashburn center

Parking, Pet Friendly, Air Conditioner, Internet, View, Security/Safety, Child Friendly

1 Bedroom4 Guests
3.0

Review score

2 reviews

$72
Average price / night
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 Home Away From Home
Home Away From Home
House
Chicago, IL, 60652, United States
1.1k from Ashburn center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$482
Average price / night
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Midway Hideaway -Cozy 1BR- parking
Midway Hideaway -Cozy 1BR- parking
Apartment
Chicago, IL, USA
5.2k from Ashburn center

Parking, Pet Friendly, Air Conditioner, Internet, Security/Safety, Child Friendly

1 Bedroom4 Guests
7.6

Good

6 reviews

$200
Average price / night
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3-bedroom house in beautiful Chicago with AC —— Pet friendly
3-bedroom house in beautiful Chicago with AC —— Pet friendly
House
Chicago, IL, 60652, United States
1.2k from Ashburn center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms10 Guests
New to Booking
$227
Average price / night
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Exquisite Brand New Beauty
Exquisite Brand New Beauty
Apartment
Chicago Ridge, IL, USA
6.1k from Ashburn center

Internet, Air Conditioner, Child Friendly, Parking, Pet Friendly

3 Bedrooms4 Guests
New to Booking
$275
Average price / night
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Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
House
Chicago, IL, 60652, United States
2.0k from Ashburn center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
9.8

Exceptional

14 reviews

$214
Average price / night
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Condo Apartment Near Midway Airport
Condo Apartment Near Midway Airport
Apartment
Chicago, IL, USA
6.6k from Ashburn center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering, Condos

1 Bedroom3 Guests
8.9

Fabulous

13 reviews

$128
Average price / night
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Upscale Suite in Home by Chicago Hospitals/Dining -1200 sqft Suite
Upscale Suite in Home by Chicago Hospitals/Dining -1200 sqft Suite
House
Evergreen Park, IL, 60805, United States
2.1k from Ashburn center

4 Bedrooms2 Guests
New to Booking
$183
Average price / night
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Historic Feel Modern Comfort Walk to Parks & Food
Historic Feel Modern Comfort Walk to Parks & Food
Apartment
Chicago, IL, USA
7.1k from Ashburn center

Sports/Activities, Fireplace/Heating, View, Security/Safety, Parking, Guest Services, Internet

2 Bedrooms5 Guests
New to Booking
$117
Average price / night
Check Availability
Charming 3-bed, 3-bath house in amazing Chicago, 10 min from Midway Airport.
Charming 3-bed, 3-bath house in amazing Chicago, 10 min from Midway Airport.
House
Chicago, IL, 60652, United States
2.2k from Ashburn center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$243
Average price / night
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BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12
BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12
House
Chicago, IL, USA
7.5k from Ashburn center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

5 Bedrooms12 Guests
9.3

Superb

3 reviews

$449
Average price / night
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Chic 2-bedroom apartment with AC, WiFi in vibrant Chicago
Chic 2-bedroom apartment with AC, WiFi in vibrant Chicago
Apartment
Chicago, IL, 60620, United States
3.3k from Ashburn center

AC, Heater, Internet, No Smoking

2 Bedrooms4 Guests
New to Booking
$279
Average price / night
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Bluenile
Bluenile
Apartment
Chicago, IL, USA
7.5k from Ashburn center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

6 Bedrooms14 Guests
New to Booking
$252
Average price / night
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Sunny, Stylish 1BR in Historic Beverly Perfect for Travel Pros -3 Beds
Sunny, Stylish 1BR in Historic Beverly Perfect for Travel Pros -3 Beds
Apartment
Chicago, IL, 60643, United States
3.9k from Ashburn center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom3 Guests
New to Booking
$134
Average price / night
Check Availability
Love: A charming 3 BR-2.5 BA house in Burbank!
Love: A charming 3 BR-2.5 BA house in Burbank!
House
Burbank, IL, 60459, United States
3.9k from Ashburn center

AC, Dryer, Heater, Laundry, No Smoking, Washer

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$394
Average price / night
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Cozy 2- bedroom w/ patio mins from Midway Airport
Cozy 2- bedroom w/ patio mins from Midway Airport
Apartment
Chicago, IL, 60629, United States
3.9k from Ashburn center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, Patio

9.8

Exceptional

12 reviews

$205
Average price / night
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8 Minutes from Midway Airport!
8 Minutes from Midway Airport!
Apartment
Chicago, IL, 60629, United States
3.9k from Ashburn center

Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking

1 Bedroom4 Guests
New to Booking
$148
Average price / night
Check Availability
Oak Lawn Apartment ~ 2 Mi to Ford City Mall!
Oak Lawn Apartment ~ 2 Mi to Ford City Mall!
Apartment
Oak Lawn, IL, 60453, United States
3.9k from Ashburn center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$136
Average price / night
Check Availability
Beautiful spacious 6-Bedroom Home with 2 Baths – Perfect for Large Families
Beautiful spacious 6-Bedroom Home with 2 Baths – Perfect for Large Families
House
Chicago, IL, 60636, United States
4.0k from Ashburn center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

6 Bedrooms8 Guests
New to Booking
$331
Average price / night
Check Availability
New&Modern Apartment only 4 miles away from Midway Airport.
New&Modern Apartment only 4 miles away from Midway Airport.
Apartment
Burbank, IL, 60459, United States
4.0k from Ashburn center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

40 reviews

$272
Average price / night
Check Availability
Spacious 5-bedroom bungalow in delightful Chicago with AC, WiFi
Spacious 5-bedroom bungalow in delightful Chicago with AC, WiFi
House
Chicago, IL, 60629, United States
4.1k from Ashburn center

AC, Dryer, Heater, Internet, Laundry, Washer

5 Bedrooms8 Guests
New to Booking
$393
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Ashburn.

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Frequently Asked Questions

You can explore 209 verified vacation rentals in Ashburn. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Ashburn vary depending on the season, property size, and location. Rates typically start from around $72 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Ashburn include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Ashburn welcome pets. Currently, 40 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Ashburn often include amenities such as Fireplace/Heating, Internet, and Bedding/Linens. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.