Rent The Cottages - Vacation Rentals in Ashburn

Gorgeous 5 BR Gem with Games From US $368
         

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DoubleTree by Hilton Chicago Midway Airport From US $170
         

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9.2 (1001 Reviews)
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Luxurious 4-bedroom house 30min near downtown Chicago From US $290
         

10.0 (1 Review)
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Cozy 2- bedroom w/patio mins from Midway Airport From US $151
         

9.8 (12 Reviews)
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  • Balcony/Terrace
Cozy house in the city From US $332
         

9.6 (9 Reviews)
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  • Pet Friendly
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Luxury Places to Stay in Ashburn

Over 101+ Luxury Places to Stay in or Near Ashburn
Hampton Inn Chicago-Midway Airport From US $1,105
         

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7.9 (359 Reviews)
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Spacious 5-bedroom bungalow in delightful Chicago with AC, WiFi From US $394
         

House with garage, outdoor dining and basement bar From US $375
         

Cozy home,First floor, 5 min from midway airport From US $370
         

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Love: A charming 3 BR-2.5 BA house in Burbank! From US $364
         

10.0 (1 Review)
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  • Pet Friendly
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Home Away From Home From US $353
         

10.0 (11 Reviews)
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Beverly House From US $316
         

9.4 (3 Reviews)
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Top-Rated Vacation Rentals with a Pool in Ashburn

Over 15+ Top-Rated Vacation Rentals with a Pool in or Near Ashburn
Hyatt Place Chicago Midway Airport From US $149
         

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9.0 (1193 Reviews)
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Residence Inn Chicago Midway Airport From US $212
         

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8.9 (81 Reviews)
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Residence Inn Marriott Chicago Midway From US $169
         

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8.8 (582 Reviews)
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DoubleTree by Hilton Chicago Midway Airport, IL From US $198
         

Hyatt Place Chicago Midway Airport From US $181
         

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8.5 (784 Reviews)
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Hilton Chicago/Oak Lawn From US $145
         

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8.4 (1148 Reviews)
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Hilton Garden Inn Chicago/Midway Airport From US $140
         

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8.4 (1007 Reviews)
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Chicago Marriott Midway From US $168
         

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8.4 (909 Reviews)
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Pet-Friendly Vacation Rentals in Ashburn

Over 19+ Pet-Friendly Vacation Rentals in or Near Ashburn
3-bedroom house in beautiful Chicago with AC — Pet friendly From US $228
         

Best Western Inn & Suites - Midway Airport From US $98
         

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8.2 (359 Reviews)
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Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed From US $189
         

Charming 2-bedroom townhome in brilliant Chicago with WiFi, AC From US $286
         

10.0 (1 Review)
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A peaceful 3 bedroom house with a spacious kitchen From US $302
         

9.2 (5 Reviews)
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  • Pet Friendly
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Cozy 3-Bedroom Ranch near Chicago & Area Hospitals From US $126
         

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See More Pet-Friendly Vacation Rentals in Ashburn on PetFriendly.io

Large Vacation Homes & Villas in Ashburn

Over 1+ Large Vacation Homes & Villas in or Near Ashburn
Beverly Place - 4BR/4BA Luxury! From US $274
         

7.0 (12 Reviews)
House
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  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Ashburn

Over 18+ Wheelchair Accessible Vacation Homes in or Near Ashburn
Holiday Inn Express & Suites Chicago-Midway Airport by IHG From US $177
         

8.4 (302 Reviews)
Hotel
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  • Wheelchair Accessible
Hampton Inn by Hilton Chicago-Midway Airport From US $145
         

8.4 (1327 Reviews)
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  • TV
Fairfield Inn & Suites Chicago Midway Airport From US $149
         

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8.1 (262 Reviews)
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Holiday Inn Chicago – Midway Airport S by IHG From US $133
         

8.4 (1000 Reviews)
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Hilton Chicago/Oak Lawn From US $174
         

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8.0 (570 Reviews)
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Chicago Marriott Midway From US $173
         

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8.0 (174 Reviews)
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  • Pet Friendly
Sleep Inn Midway Airport Bedford Park From US $119
         

8.0 (1695 Reviews)
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Ashburn Varoom and Airbnb Places to Stay Under $200

Over 48+ Ashburn Varoom and Airbnb Places to Stay Under $200
Nice 3-bedroom house with AC in vibrant Chicago From US $191
         

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Oak Lawn Apartment about 2 Mi to Ford City Mall! From US $145
         

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Midway Gem: Comfort and Transportationn From US $122
         

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5 Mi to Midway: Walkable Chicago Apartment From US $121
         

Suns & Roses Duplex From US $109
         

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Instantly Bookable Vacation Homes in Ashburn

Over 19+ Instantly Bookable Vacation Homes in or Near Ashburn
2- Bdrm Apt Desert Themed w/AC in Chicago From US $215
         

8.0 (1 Review)
Apartment
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  • Parking
  • TV
Fabulous 3-bedroom apartment with AC in Chicago close midway airport From US $93
         

14 Mi to Dtwn Chicago: Studio in Ashburn! From US $89
         

Cozy Cottage From US $200
         

10.0 (32 Reviews)
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  • Parking
  • TV
2-bedroom apartment in charming Chicago with WiFi, AC From US $228
         

10.0 (1 Review)
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  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

About Ashburn Vacation Rentals

With more than 110 Ashburn vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentthecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Ashburn.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentthecottages Ashburn, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Ashburn. Places to stay near Ashburn are 242.77 ft² on average, with prices averaging $197 a night.

Rentthecottages makes it easy and safe to find and compare vacation rentals in Ashburn with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Ashburn

Type Count
Vacation Homes 40
Hotels with Suites 39
Holiday Apartments 26

Use these Quick Filters to Find a Vacation Rental in Ashburn

Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Ashburn.

Weather in Ashburn

View the weather forecast for Ashburn before booking your Ashburn Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Ashburn, IL