Ashburn Vacation Rentals & Ski-in/Ski-out Homes
New
Apartment
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $126/Night
7 Nights - US $881
Apartment
3 Bedrooms
1 Bath
6 Guests
2195.84 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $145/Night
7 Nights - US $1,015
Hotel
- Chicago
- ·
- Bedford Park
- 2.41 mi to center
9.2Exceptional
(1000 Reviews)
1 Bath
Pool- Balcony/Terrace
Breakfast- Kitchen
US $231/Night
7 Nights - US $1,614
Apartment
- Chicago
- ·
- Chicago Lawn
- 1.05 mi to center
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $205/Night
7 Nights - US $1,436
House
5 Bedrooms
2 Baths
16 Guests
3896.54 ft²
- Fireplace/Heating
View
Pet Friendly
Air Conditioner
US $368/Night
7 Nights - US $2,574
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,157
Apartment
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Parking
- Internet
- Child Friendly
US $149/Night
7 Nights - US $1,042
Apartment
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $134/Night
7 Nights - US $939
Apartment
2 Bedrooms
1 Bath
4 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $131/Night
7 Nights - US $914
Luxury Places to Stay in Ashburn
Over 112+ Luxury Places to Stay in or Near Ashburn
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
2 Baths
18 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,144/Night
7 Nights - US $8,010
House
10.0Exceptional
(15 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $483/Night
7 Nights - US $3,381
House
- Chicago
- ·
- Chicago Lawn
- 0.68 mi to center
5 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $394/Night
7 Nights - US $2,757
House
- Chicago
- ·
- West Englewood
- 0.57 mi to center
6 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $372/Night
7 Nights - US $2,601
House
7.8Very Good
(8 Reviews)
4 Bedrooms
2 Baths
8 Guests
1150 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $346/Night
7 Nights - US $2,425
Hotel
- Chicago
- ·
- Bedford Park
- 2.58 mi to center
7.9Very Good
(317 Reviews)
1 Bath
215.28 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $339/Night
7 Nights - US $2,374
New
House
- Illinois
- ·
- Forestview
- 7.76 mi to center
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $330/Night
7 Nights - US $2,313
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $319/Night
7 Nights - US $2,232
Apartment
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $284/Night
7 Nights - US $1,986
Top-Rated Vacation Rentals with a Pool in Ashburn
Over 23+ Top-Rated Vacation Rentals with a Pool in or Near Ashburn
Hotel
- Chicago
- ·
- Bedford Park
- 2.59 mi to center
9.0Exceptional
(1193 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $202/Night
7 Nights - US $1,412
Hotel
- Chicago
- ·
- Bedford Park
- 2.36 mi to center
8.8Fabulous
(630 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $215/Night
7 Nights - US $1,502
Hotel
- Chicago
- ·
- Bedford Park
- 2.41 mi to center
8.8Fabulous
(163 Reviews)
1 Bath
376.73 ft²
Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $198/Night
7 Nights - US $1,385
Hotel
- Chicago
- ·
- Bedford Park
- 2.56 mi to center
8.8Fabulous
(99 Reviews)
3 Baths
362.9 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Breakfast
US $217/Night
7 Nights - US $1,522
Hotel
- Chicago
- ·
- Bedford Park
- 2.38 mi to center
8.6Fabulous
(769 Reviews)
5 Baths
387.5 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $181/Night
7 Nights - US $1,267
Hotel
8.4Excellent
(1346 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $178/Night
7 Nights - US $1,247
Hotel
- Chicago
- ·
- Bedford Park
- 2.38 mi to center
8.4Excellent
(1000 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $176/Night
7 Nights - US $1,230
Hotel
8.4Excellent
(961 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $210/Night
7 Nights - US $1,472
Hotel
- Chicago
- ·
- Bedford Park
- 2.50 mi to center
8.2Excellent
(1012 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $157/Night
7 Nights - US $1,102
Pet-Friendly Vacation Rentals in Ashburn
Over 23+ Pet-Friendly Vacation Rentals in or Near Ashburn
House
10.0Exceptional
(5 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $271/Night
7 Nights - US $1,895
Hotel
8.3Excellent
(455 Reviews)
1 Bath
387.5 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $145/Night
7 Nights - US $1,014
House
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $194/Night
7 Nights - US $1,359
Hotel
- Chicago
- ·
- Bedford Park
- 2.48 mi to center
8.1Excellent
(163 Reviews)
8 Baths
326.95 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $272/Night
7 Nights - US $1,904
House
9.8Exceptional
(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,502
House
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $244/Night
7 Nights - US $1,711
House
- Chicago
- ·
- Chicago Lawn
- 0.57 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $286/Night
7 Nights - US $2,005
Apartment
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $237/Night
7 Nights - US $1,657
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $426/Night
7 Nights - US $2,980
Large Vacation Homes & Villas in Ashburn
Over 3+ Large Vacation Homes & Villas in or Near Ashburn
Apartment
4 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $221/Night
7 Nights - US $1,545
House
- Chicago
- ·
- Chester Highlands
- 0.03 mi to center
8.8Fabulous
(6 Reviews)
4 Bedrooms
3 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $375/Night
7 Nights - US $2,626
House
7.0Very Good
(12 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $274/Night
7 Nights - US $1,918
Wheelchair Accessible Vacation Homes in Ashburn
Over 17+ Wheelchair Accessible Vacation Homes in or Near Ashburn
Hotel
8.1Excellent
(585 Reviews)
1 Bath
434.14 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Breakfast
US $174/Night
7 Nights - US $1,217
Hotel
- Chicago
- ·
- Bedford Park
- 2.56 mi to center
9.0Exceptional
(1335 Reviews)
1 Bath
- Breakfast
- Kitchen
- Parking
- Air Conditioner
US $181/Night
7 Nights - US $1,266
Hotel
8.0Excellent
(425 Reviews)
5 Baths
254.03 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $153/Night
7 Nights - US $1,071
Hotel
- Chicago
- ·
- Bedford Park
- 2.56 mi to center
8.6Fabulous
(1254 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $198/Night
7 Nights - US $1,384
Hotel
- Chicago
- ·
- Bedford Park
- 2.56 mi to center
8.0Excellent
(278 Reviews)
8 Baths
298.7 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,391
Hotel
- Illinois
- ·
- Forestview
- 4.35 mi to center
8.4Excellent
(1014 Reviews)
1 Bath
- Breakfast
- Kitchen
- Parking
- Air Conditioner
US $135/Night
7 Nights - US $943
Hotel
- Chicago
- ·
- Bedford Park
- 2.50 mi to center
7.9Very Good
(271 Reviews)
4 Baths
233.22 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $149/Night
7 Nights - US $1,043
Hotel
- Chicago
- ·
- Bedford Park
- 2.55 mi to center
7.7Very Good
(644 Reviews)
4 Baths
312.15 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $116/Night
7 Nights - US $815
Hotel
- Chicago
- ·
- Bedford Park
- 2.58 mi to center
7.5Very Good
(260 Reviews)
1 Bath
303.54 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $220/Night
7 Nights - US $1,541
Ashburn Resorts and Airbnb Homes Under $200
Over 51+ Ashburn Resorts and Airbnb Homes Under $200
Apartment
2 Bedrooms
1 Bath
4 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $125/Night
7 Nights - US $878
Hotel
7.5Very Good
(245 Reviews)
2 Baths
226.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $102/Night
7 Nights - US $714
Hotel
8.4Excellent
(163 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $132/Night
7 Nights - US $926
Condo
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Internet
US $109/Night
7 Nights - US $761
Hotel
7.2Very Good
(199 Reviews)
4 Baths
309.46 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $66/Night
7 Nights - US $462
Apartment
1 Bedroom
1 Bath
2 Guests
900 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $94/Night
7 Nights - US $661
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $107/Night
7 Nights - US $747
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $107/Night
7 Nights - US $747
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $91/Night
7 Nights - US $639
Instantly Bookable Vacation Homes in Ashburn
Over 30+ Instantly Bookable Vacation Homes in or Near Ashburn
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $91/Night
7 Nights - US $639
House
- Chicago
- ·
- Chicago Lawn
- 1.13 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $270/Night
7 Nights - US $1,889
Apartment
3 Bedrooms
1 Bath
6 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $139/Night
7 Nights - US $975
Apartment
- Chicago
- ·
- Chicago Lawn
- 0.98 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $228/Night
7 Nights - US $1,596
Apartment
- Chicago
- ·
- Washington Heights
- 1.09 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $215/Night
7 Nights - US $1,503
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $280/Night
7 Nights - US $1,959
House
- Chicago
- ·
- Chicago Lawn
- 0.67 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $179/Night
7 Nights - US $1,252
Condo
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $138/Night
7 Nights - US $966
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $129/Night
7 Nights - US $905
Book a Last Minute Place to Stay in Ashburn
About Ashburn Vacation Rentals
Explore over 121 vacation rentals in Ashburn with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Ashburn for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Ashburn. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Ashburn tailored to your preferences. On average, these rentals offer 204.9 ft² of space, and are priced at an average of US $204 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Ashburn at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Ashburn
| Type | Count |
|---|---|
| Vacation Homes | 43 |
| Holiday Apartments | 28 |
Use these Quick Filters to Find a Vacation Rental in Ashburn
★ Pro Tip: Discover Your Ideal Vacation Rental in Ashburn with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Ashburn, IL
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
Frequently Asked Questions About Ashburn?
What are the top vacation rentals in Ashburn?
When organizing your trip to Ashburn, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Ashburn. Peruse our collection of highly-rated properties and secure your reservation today.
- New&Modern by Midway Airport.
- Home Away From Home
- Charming 3-bed, 3-bath house in amazing Chicago, 10 min from Midway Airport.
- Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!
- Luxurious 4-bedroom house 30min near downtown Chicago
- Cozy 3 Bedroom Family Sized Duplex/9 mins from Midway airport!nn
- 3BR Monthly Rental Near Midway Airport/Downtown
- Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.
- Peaceful and Lovely 3-bedroom house near MDW. Furry friends welcomed
- Cozy 2- bedroom w/patio mins from Midway Airport
How many vacation rentals have private pools in Ashburn?
Uncover 1 vacation rentals boasting private pools near Ashburn. Explore top-rated RBO homes offering access to a swimming pool:
Which vacation homes or resorts in Ashburn are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Ashburn. Enjoy great views, locations and save money with SunSki Resorts.™
- Serenity 3BD Home Free Parking&Wine Oversized Yard
- Courtyard by Marriott Chicago Midway Airport
- Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.
How many SunSkiResorts vacation rentals or resorts are available in Ashburn?
Discover the ideal vacation rental in Ashburn with SunSki Resorts™. We provide an extensive selection of over 121 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Ashburn.
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