West Loop Vacation Rentals & Ski-in/Ski-out Homes
New
Apartment
- Chicago
- ·
- West Loop Gate
- 0.20 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
Hot Tub
Parking
Pool
Balcony/Terrace
US $708/Night
7 Nights - US $4,958
Apartment
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
Air Conditioner
Internet
Child Friendly
Accessibility
US $426/Night
7 Nights - US $2,984
Bed & Breakfast
9.8Exceptional
(208 Reviews)
1 Bedroom
1 Bath
Breakfast
Kitchen- Air Conditioner
- Internet
US $298/Night
7 Nights - US $2,089
New
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $782/Night
7 Nights - US $5,472
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
904.17 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $339/Night
7 Nights - US $2,373
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
1147 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $507/Night
7 Nights - US $3,546
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $413/Night
7 Nights - US $2,894
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
New
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
1296 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $709/Night
7 Nights - US $4,962
Luxury Places to Stay in West Loop
Over 315+ Luxury Places to Stay in or Near West Loop
New
Apartment
9 Bedrooms
8 Baths
22 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,917/Night
7 Nights - US $20,416
New
Apartment
2.0Average
(1 Review)
8 Bedrooms
8 Baths
20 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,156/Night
7 Nights - US $15,089
Hotel
2 Baths
1179 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,888/Night
7 Nights - US $13,217
New
Apartment
6 Bedrooms
6 Baths
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,694/Night
7 Nights - US $11,856
New
Apartment
6 Bedrooms
6 Baths
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,675/Night
7 Nights - US $11,728
Apartment
5 Bedrooms
2 Baths
12 Guests
2195.84 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $1,437/Night
7 Nights - US $10,060
New
Apartment
4 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,392/Night
7 Nights - US $9,744
Apartment
9.4Exceptional
(3 Reviews)
4 Bedrooms
4 Baths
10 Guests
1350 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,372/Night
7 Nights - US $9,606
New
Apartment
4 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,202/Night
7 Nights - US $8,417
Top-Rated Vacation Rentals with a Pool in West Loop
Over 166+ Top-Rated Vacation Rentals with a Pool in or Near West Loop
Hotel
10.0Exceptional
(1 Review)
2 Baths
1035 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $835/Night
7 Nights - US $5,846
New
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
1346 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $507/Night
7 Nights - US $3,546
Hotel
10.0Exceptional
(1 Review)
1 Bath
523 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $440/Night
7 Nights - US $3,079
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
625 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $137/Night
7 Nights - US $959
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
499 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $102/Night
7 Nights - US $711
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
486 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $97/Night
7 Nights - US $676
Apartment
9.5Exceptional
(50 Reviews)
13 Bedrooms
12 Baths
32 Guests
1304.23 ft²
- Parking
- Pool
- Balcony/Terrace
View
US $872/Night
7 Nights - US $6,104
Hotel
9.4Exceptional
(884 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
Spa
US $520/Night
7 Nights - US $3,638
Hotel
- Chicago
- ·
- West Loop Gate
- 0.25 mi to center
9.2Exceptional
(1006 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $343/Night
7 Nights - US $2,401
Pet-Friendly Vacation Rentals in West Loop
Over 177+ Pet-Friendly Vacation Rentals in or Near West Loop
New
Apartment
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
Apartment
9.7Exceptional
(3 Reviews)
1 Bedroom
2 Baths
6 Guests
1399.31 ft²
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $261/Night
7 Nights - US $1,826
New
Apartment
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
Apartment
9.4Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $349/Night
7 Nights - US $2,443
New
Apartment
2.0Average
(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $411/Night
7 Nights - US $2,876
New
Apartment
4 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,188/Night
7 Nights - US $8,316
New
Apartment
3 Bedrooms
2 Baths
10 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,023/Night
7 Nights - US $7,160
New
Apartment
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $413/Night
7 Nights - US $2,894
New
Apartment
2 Bedrooms
2 Baths
5 Guests
1080 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $413/Night
7 Nights - US $2,894
Large Vacation Homes & Villas in West Loop
Over 28+ Large Vacation Homes & Villas in or Near West Loop
Apartment
9.4Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
12 Guests
2500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $384/Night
7 Nights - US $2,691
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
10 Guests
1345.49 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $309/Night
7 Nights - US $2,163
Apartment
10.0Exceptional
(22 Reviews)
4 Bedrooms
4 Baths
10 Guests
1350 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $1,014/Night
7 Nights - US $7,097
Apartment
9.7Exceptional
(4 Reviews)
4 Bedrooms
4 Baths
10 Guests
1345.49 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,123/Night
7 Nights - US $7,858
Apartment
10.0Exceptional
(7 Reviews)
4 Bedrooms
4 Baths
10 Guests
1350 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $813/Night
7 Nights - US $5,688
Apartment
10.0Exceptional
(7 Reviews)
4 Bedrooms
4 Baths
10 Guests
1350 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $810/Night
7 Nights - US $5,670
Apartment
9.8Exceptional
(37 Reviews)
3 Bedrooms
2 Baths
12 Guests
2500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $372/Night
7 Nights - US $2,604
Apartment
9.8Exceptional
(31 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $492/Night
7 Nights - US $3,446
Apartment
9.8Exceptional
(20 Reviews)
3 Bedrooms
2 Baths
12 Guests
2500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $480/Night
7 Nights - US $3,360
Wheelchair Accessible Vacation Homes in West Loop
Over 194+ Wheelchair Accessible Vacation Homes in or Near West Loop
New
Apartment
2.0Average
(1 Review)
2 Bedrooms
2 Baths
5 Guests
1346 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $521/Night
7 Nights - US $3,645
Bed & Breakfast
9.4Exceptional
(38 Reviews)
11 Bedrooms
7 Baths
22 Guests
315.09 ft²
- Parking
- Air Conditioner
- Internet
Wheelchair Accessible
US $139/Night
7 Nights - US $973
Hotel
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
9.4Exceptional
(156 Reviews)
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $169/Night
7 Nights - US $1,183
New
Apartment
2 Bedrooms
2 Baths
5 Guests
1346 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $507/Night
7 Nights - US $3,546
Hotel
9.0Exceptional
(375 Reviews)
5 Baths
676.59 ft²
Private Pool
Oceanfront- Breakfast
- Parking
US $440/Night
7 Nights - US $3,080
Apartment
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $400/Night
7 Nights - US $2,803
Apartment
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $218/Night
7 Nights - US $1,529
Apartment
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
9.2Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $939/Night
7 Nights - US $6,572
Apartment
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
8.8Fabulous
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
375 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $188/Night
7 Nights - US $1,315
West Loop Resorts and Airbnb Homes Under $200
Over 147+ West Loop Resorts and Airbnb Homes Under $200
Apartment
- Chicago
- ·
- West Loop Gate
- 0.21 mi to center
1 Bedroom
1 Bath
2 Guests
480 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,379
Apartment
- Chicago
- ·
- West Loop Gate
- 0.32 mi to center
2 Bedrooms
2 Baths
4 Guests
925.7 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $200/Night
7 Nights - US $1,400
Hotel
9.0Exceptional
(2313 Reviews)
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $174/Night
7 Nights - US $1,219
Apartment
- Chicago
- ·
- West Loop Gate
- 0.21 mi to center
1 Bedroom
1 Bath
2 Guests
480 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,379
Apartment
1 Bedroom
1 Bath
2 Guests
742.71 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $155/Night
7 Nights - US $1,085
Apartment
2 Bedrooms
2 Baths
4 Guests
1079 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $186/Night
7 Nights - US $1,299
Apartment
2 Bedrooms
2 Baths
4 Guests
1079 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,223
Apartment
2 Bedrooms
2 Baths
4 Guests
1070 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $174/Night
7 Nights - US $1,220
Apartment
2 Bedrooms
2 Baths
4 Guests
1013 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $173/Night
7 Nights - US $1,211
Instantly Bookable Vacation Homes in West Loop
Over 184+ Instantly Bookable Vacation Homes in or Near West Loop
Apartment
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $315/Night
7 Nights - US $2,208
Apartment
1 Bedroom
1 Bath
- Pool
- Kitchen
- Air Conditioner
- Internet
US $153/Night
7 Nights - US $1,068
Apartment
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $293/Night
7 Nights - US $2,053
Apartment
- Chicago
- ·
- West Loop Gate
- 0.19 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $400/Night
7 Nights - US $2,803
Apartment
2 Bedrooms
2 Baths
4 Guests
1079 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $329/Night
7 Nights - US $2,303
Apartment
1 Bedroom
1 Bath
2 Guests
522 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $313/Night
7 Nights - US $2,191
Apartment
- Chicago
- ·
- West Loop Gate
- 0.32 mi to center
2 Bedrooms
2 Baths
4 Guests
927 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $305/Night
7 Nights - US $2,135
Apartment
2 Bedrooms
2 Baths
4 Guests
1013 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $303/Night
7 Nights - US $2,121
Apartment
- Chicago
- ·
- West Loop Gate
- 0.32 mi to center
2 Bedrooms
2 Baths
4 Guests
927 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $300/Night
7 Nights - US $2,100
Book a Last Minute Place to Stay in West Loop
About West Loop Vacation Rentals
Explore over 324 vacation rentals in West Loop 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 West Loop 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 West Loop. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in West Loop tailored to your preferences. On average, these rentals offer 708.52 ft² of space, and are priced at an average of US $362 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in West Loop 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 West Loop
| Type | Count |
|---|---|
| Holiday Apartments | 265 |
| Vacation Homes | 12 |
| B&B | 2 |
Use these Quick Filters to Find a Vacation Rental in West Loop
★ Pro Tip: Discover Your Ideal Vacation Rental in West Loop 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 West Loop, IL
View the weather forecast for West Loop before booking your West Loop 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 in West Loop, IL
Complexes around West Loop, IL
Frequently Asked Questions About West Loop?
What are the top vacation rentals in West Loop?
When organizing your trip to West Loop, 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 West Loop. Peruse our collection of highly-rated properties and secure your reservation today.
- Modern West Loop Gem-City Views & Prime Location 6
- West Loop Living – Bright 1BR
- Top Floor Views + Central Comfort
- Modern West Loop Gem-City Views & Prime Location 3
- Modern West Loop Gem-City Views & Prime Location 4
- Designer Loft in Fulton Market with Parking
- LIVN West Loop Chicago Classic Queen Studio
- LIVN West Loop Chicago King Studio
- Prime 4BR Penthouse w/Skyline Views for Families
- Stylish 2BR Retreat in Fulton Market for Getaways
How many vacation rentals have private pools in West Loop?
Uncover 4 vacation rentals boasting private pools near West Loop. Explore top-rated RBO homes offering access to a swimming pool:
- Jeffjack Heated Pool Penthouse in Chicago's West Loop
- Hampton Inn Chicago West Loop Fulton Market Area
- Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
- Hyatt House Chicago West Loop-Fulton Market
Which vacation homes or resorts in West Loop are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in West Loop. Enjoy great views, locations and save money with SunSki Resorts.™
How many SunSkiResorts vacation rentals or resorts are available in West Loop?
Discover the ideal vacation rental in West Loop with SunSki Resorts™. We provide an extensive selection of over 324 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to West Loop.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1184 |
| The Loop Vacation Rentals in Chicago, Illinois | 548 |
| Near North Side Vacation Rentals in Chicago, Illinois | 480 |
| West Town Vacation Rentals in Chicago, Illinois | 282 |
| River North Vacation Rentals in Chicago, Illinois | 278 |
| Near West Side Vacation Rentals in Chicago, Illinois | 264 |
| University Village / Little Italy Vacation Rentals in Chicago, Illinois | 69 |
| Lower West Side Vacation Rentals in Chicago, Illinois | 37 |
| West Loop Gate Vacation Rentals in Chicago, Illinois | 30 |
| Chinatown Vacation Rentals in Chicago, Illinois | 3221 |
| Greektown Vacation Rentals in Chicago, Illinois | 4512 |
| Fulton Market Vacation Rentals in Chicago, Illinois | 4292 |
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