77+ Private Villas and Holiday Rentals in River West |
River West Holiday Rentals
10.0
Exceptional
(96 Reviews)
- Chicago
- River West
- 0.19 mi to center
2700 ft²
11 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.3,930/Night
For 7 Nights د.إ.27,511
10.0
Exceptional
(1 Review)
1001.04 ft²
3 Guests
2 Bedrooms
2 Bathrooms
Apartment
- Parking
- Air Conditioner
- Internet
د.إ.283/Night
For 7 Nights د.إ.1,979
10.0
Exceptional
(1 Review)
- Chicago
- River West
- 0.33 mi to center
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
د.إ.930/Night
For 7 Nights د.إ.6,511
10.0
Exceptional
(2 Reviews)
- Chicago
- River West
- 0.13 mi to center
1200 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,986/Night
For 7 Nights د.إ.13,900
9.0
Exceptional
(4 Reviews)
1001.04 ft²
3 Guests
2 Bedrooms
2 Bathrooms
Apartment
- Air Conditioner
- Internet
- Wheelchair Accessible
د.إ.279/Night
For 7 Nights د.إ.1,954
10.0
Exceptional
(2 Reviews)
- Chicago
- River West
- 0.13 mi to center
1195 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,649/Night
For 7 Nights د.إ.11,546
New
- Chicago
- River West
- 0.29 mi to center
1358 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.1,230/Night
For 7 Nights د.إ.8,612
New
- Chicago
- River West
- 0.29 mi to center
544 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.654/Night
For 7 Nights د.إ.4,576
9.8
Exceptional
(91 Reviews)
- Chicago
- River West
- 0.15 mi to center
5600 ft²
20 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.4,810/Night
For 7 Nights د.إ.33,673
Luxury Holiday Rentals in River West
Over 68+ Luxury Holiday Rentals in or Near River West
9.8
Exceptional
(6 Reviews)
1614.59 ft²
24 Guests
10 Bedrooms
10 Bathrooms
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
د.إ.4,378/Night
For 7 Nights د.إ.30,643
New
- Chicago
- River West
- 0.19 mi to center
2000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.3,749/Night
For 7 Nights د.إ.26,240
7.9
Very Good
(46 Reviews)
- Chicago
- River West
- 0.33 mi to center
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Parking
- Air Conditioner
د.إ.1,659/Night
For 7 Nights د.إ.11,612
7.4
Very Good
(61 Reviews)
- Chicago
- River West
- 0.33 mi to center
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.1,659/Night
For 7 Nights د.إ.11,612
8.6
Fabulous
(32 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.1,608/Night
For 7 Nights د.إ.11,256
9.0
Exceptional
(21 Reviews)
- Chicago
- River West
- 0.32 mi to center
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
د.إ.1,453/Night
For 7 Nights د.إ.10,169
7.9
Very Good
(24 Reviews)
- Chicago
- River West
- 0.33 mi to center
5 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.1,452/Night
For 7 Nights د.إ.10,162
7.2
Very Good
(61 Reviews)
- Chicago
- River West
- 0.33 mi to center
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Parking
- Air Conditioner
د.إ.1,413/Night
For 7 Nights د.إ.9,890
9.6
Exceptional
(4 Reviews)
- Chicago
- River West
- 0.32 mi to center
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
د.إ.1,359/Night
For 7 Nights د.إ.9,515
Top-Rated Holiday Rentals with a Pool in River West
Over 14+ The Best Private Villas and Holiday Rentals in River West with a Pool
10.0
Exceptional
(2 Reviews)
- Chicago
- River West
- 0.21 mi to center
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.3,136/Night
For 7 Nights د.إ.21,951
10.0
Exceptional
(1 Review)
- Chicago
- River West
- 0.21 mi to center
21 Guests
9 Bedrooms
8 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.9,883/Night
For 7 Nights د.إ.69,183
10.0
Exceptional
(1 Review)
- Chicago
- River West
- 0.21 mi to center
14 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.4,438/Night
For 7 Nights د.إ.31,062
10.0
Exceptional
(1 Review)
- Chicago
- River West
- 0.21 mi to center
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.3,953/Night
For 7 Nights د.إ.27,672
10.0
Exceptional
(1 Review)
- Chicago
- River West
- 0.29 mi to center
731 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pool
- Pet Friendly
- Kitchen
د.إ.426/Night
For 7 Nights د.إ.2,982
9.0
Exceptional
(2 Reviews)
- Chicago
- River West
- 0.21 mi to center
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.3,303/Night
For 7 Nights د.إ.23,126
New
- Chicago
- River West
- 0.21 mi to center
14 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.6,155/Night
For 7 Nights د.إ.43,082
New
- Chicago
- River West
- 0.21 mi to center
14 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.4,330/Night
For 7 Nights د.إ.30,313
New
- Chicago
- River West
- 0.21 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.1,685/Night
For 7 Nights د.إ.11,796
Pet-Friendly Holiday Rentals in River West
Over 16+ Pet-Friendly Holiday Rentals in or Near River West
7.4
Very Good
(6 Reviews)
- Chicago
- River West
- 0.33 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.1,018/Night
For 7 Nights د.إ.7,128
10.0
Exceptional
(3 Reviews)
- Chicago
- River West
- 0.22 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pet Friendly
د.إ.1,459/Night
For 7 Nights د.إ.10,210
New
- Chicago
- River West
- 0.29 mi to center
1052 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.1,034/Night
For 7 Nights د.إ.7,238
New
- Chicago
- River West
- 0.29 mi to center
1052 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.981/Night
For 7 Nights د.إ.6,864
New
- Chicago
- River West
- 0.07 mi to center
1459 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.709/Night
For 7 Nights د.إ.4,965
New
- Chicago
- River West
- 0.29 mi to center
1022 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Pool
- Balcony/Terrace
- Pet Friendly
د.إ.547/Night
For 7 Nights د.إ.3,830
New
- Chicago
- River West
- 0.29 mi to center
544 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.447/Night
For 7 Nights د.إ.3,129
New
- Chicago
- River West
- 0.07 mi to center
787 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.428/Night
For 7 Nights د.إ.3,000
New
- Chicago
- River West
- 0.07 mi to center
1126 ft²
2 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.409/Night
For 7 Nights د.إ.2,865
Large Holiday Rentals and Private Villas in River West
Over 2+ Large Holiday Rentals and Private Villas in or Near River West
10.0
Exceptional
(13 Reviews)
- Chicago
- River West
- 0.19 mi to center
5000 ft²
16 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.7,822/Night
For 7 Nights د.إ.54,753
10.0
Exceptional
(30 Reviews)
- Chicago
- River West
- 0.19 mi to center
11 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.3,903/Night
For 7 Nights د.إ.27,323
Wheelchair Accessible Holiday Homes in River West
Over 32+ Wheelchair Accessible Holiday Homes in or Near River West
10.0
Exceptional
(9 Reviews)
- Chicago
- River West
- 0.33 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.876/Night
For 7 Nights د.إ.6,129
4.5
Average
(2 Reviews)
1001.04 ft²
3 Guests
2 Bedrooms
2 Bathrooms
Apartment
- Air Conditioner
- Internet
- Wheelchair Accessible
د.إ.261/Night
For 7 Nights د.إ.1,825
9.8
Exceptional
(7 Reviews)
- Chicago
- River West
- 0.32 mi to center
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
د.إ.1,290/Night
For 7 Nights د.إ.9,027
10.0
Exceptional
(6 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.943/Night
For 7 Nights د.إ.6,603
9.6
Exceptional
(17 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,027/Night
For 7 Nights د.إ.7,187
9.6
Exceptional
(5 Reviews)
- Chicago
- River West
- 0.33 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.735/Night
For 7 Nights د.إ.5,145
9.4
Exceptional
(17 Reviews)
- Chicago
- River West
- 0.33 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,182/Night
For 7 Nights د.إ.8,270
9.2
Exceptional
(11 Reviews)
- Chicago
- River West
- 0.33 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.814/Night
For 7 Nights د.إ.5,696
8.8
Fabulous
(12 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.956/Night
For 7 Nights د.إ.6,695
River West Private Villas and Holiday Homes Under $200
Over 14+ River West Private Villas and Holiday Homes Under $200
New
- Chicago
- River West
- 0.11 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.661/Night
For 7 Nights د.إ.4,624
New
1130.21 ft²
6 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.349/Night
For 7 Nights د.إ.2,442
10.0
Exceptional
(1 Review)
- Chicago
- River West
- 0.32 mi to center
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Internet
- Child Friendly
د.إ.241/Night
For 7 Nights د.إ.1,689
New
- Chicago
- River West
- 0.29 mi to center
653 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pool
- Pet Friendly
- Kitchen
د.إ.393/Night
For 7 Nights د.إ.2,751
New
- Chicago
- River West
- 0.16 mi to center
1000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.389/Night
For 7 Nights د.إ.2,725
3.9
Average
(8 Reviews)
- Chicago
- River West
- 0.13 mi to center
1000 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.705/Night
For 7 Nights د.إ.4,936
3.6
Average
(5 Reviews)
- Chicago
- River West
- 0.13 mi to center
1000 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.676/Night
For 7 Nights د.إ.4,730
New
- Chicago
- River West
- 0.16 mi to center
918 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.661/Night
For 7 Nights د.إ.4,627
New
- Chicago
- River West
- 0.29 mi to center
824 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.639/Night
For 7 Nights د.إ.4,473
Instantly Bookable Holiday Homes in River West
Over 6+ Instantly Bookable Holiday Homes in or Near River West
8.6
Fabulous
(7 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,059/Night
For 7 Nights د.إ.7,415
8.4
Excellent
(5 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.974/Night
For 7 Nights د.إ.6,816
8.0
Excellent
(5 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,042/Night
For 7 Nights د.إ.7,290
7.6
Very Good
(5 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,026/Night
For 7 Nights د.إ.7,183
6.8
Good
(8 Reviews)
- Chicago
- River West
- 0.33 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.960/Night
For 7 Nights د.إ.6,721
6.6
Good
(4 Reviews)
- Chicago
- River West
- 0.33 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.948/Night
For 7 Nights د.إ.6,633
Book a Last Minute Place to Stay in River West
About Casai's Private Villas and Holiday Rentals in River West
Discover more than 77 vacation rentals available in River West. 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 River West.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in River West, 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 River West. On average, places to stay near River West offer 651.04 ft², with nightly prices averaging د.إ.1,587.
With Casai, finding and comparing holiday rentals in River West is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in River West
| Type | Count |
|---|---|
| Holiday Apartments | 63 |
| Vacation Homes | 4 |
Use these Quick Filters to Find a Holiday Rental in River West
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in River West.
Weather in River West, IL
View the weather forecast for River West before booking your River West 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 River West, IL
Frequently Asked Questions About River West?
What are the top holiday rentals in River West?
With numerous options available in River West, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in River West:
- Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
- Cabin 104 by 747 Lofts
- Cabin 302 by 747 Lofts
- 1 Garage Parking/Skyline Rooftop/PingPong/Balcony
- Private Balcony, 1 Garage Parking, Sleeps 8!
- Cabin 105 by 747 Lofts
- Modern River West 2BR with W&D by Zencity
- Luxurious Duplex Penthouse in the Heart of Chicago ~ Outstanding Location!
- Chicago Third Floor Studio by 747 Lofts
- Avenir West Loop Penthouses with Iconic City Views
Which holiday homes in River West are best for families?
If you're searching for a family-friendly holiday home in River West, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in River West:
- 5min to Wicker, Dtown | Quiet Flat + W&D | Zencity
- Private Balcony 1 Garage Parking Sleeps 6
- River West, Third Floor Chicago by 747 Lofts
How many Casai.ae holiday rentals are available in River West?
As of 2026, Casai boasts over 77 properties listed in the River West area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in River West.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1328 |
| Near North Side Vacation Rentals in Chicago, Illinois | 563 |
| River North Vacation Rentals in Chicago, Illinois | 335 |
| West Town Vacation Rentals in Chicago, Illinois | 286 |
| Pulaski Park Vacation Rentals in Chicago, Illinois | 39 |
| Killgubbin Vacation Rentals in Chicago, Illinois | 32 |
People Also Ask
Finding the best prices in River West
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