Romantic Wine Tours - Vacation Rentals in Near West Side
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Accessibility
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Luxury Places to Stay in Near West Side
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
Top-Rated Vacation Rentals with a Pool in Near West Side
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Pool
Pet-Friendly Vacation Rentals in Near West Side
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Near West Side
- Air Conditioner
- Parking
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Wheelchair Accessible Vacation Homes in Near West Side
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pool
Near West Side Vacation Rentals and Airbnb Places to Stay Under $200
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Security/Safety
- Wellness Facilities
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
Instantly Bookable Vacation Homes in Near West Side
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
About Near West Side Vacation Rentals
With more than 643 Near West Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Romanticwinetours 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 Near West Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Romanticwinetours Near West Side, 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 Near West Side. Places to stay near Near West Side are 674.21 ft² on average, with prices averaging US $333 a night.
Romanticwinetours makes it easy and safe to find and compare vacation rentals in Near West Side 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 Near West Side
| Type | Count |
|---|---|
| Holiday Apartments | 502 |
| Vacation Homes | 44 |
| Hotels | 42 |
| B&B | 3 |
| Hostels | 2 |
Use these Quick Filters to Find a Vacation Rental in Near West Side
★ Pro Tip: Romanticwinetours makes it easy to compare the best listings on Romanticwinetours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Romanticwinetours 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 Near West Side.
Weather in Near West Side
View the weather forecast for Near West Side before booking your Near West Side Vacation Rentals to confirm your best time to go.
Other Places to Stay Near Near West Side, IL
Complexes around Near West Side, IL
Near West Side Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Near West Side?
There are a lot of options in Near West Side. If you plan on staying in the Near West Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Near West Side:
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 1F Chicago's Little italy Graystone nearDowntown
- Spacious Condo w/Deck ~ 3 Mi to Downtown Chicago!
- Top Floor Views + Central Comfort
- The Neighborhood Hotel - Little Italy Two Bedroom
- Designer Loft in Fulton Market with Parking
- The Banksy-King Bed-Firepit-Rooftop-United Center
- United Center Compound w/Rooftop, Hot Tub, Sauna
- LIVN West Loop Chicago Classic Queen Studio
How many vacation rentals have private pools in Near West Side?
There are 6 vacation rentals with private pools near Near West Side. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Near West Side are best for families?
If you are looking for a family-friendly vacation home in Near West Side, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Near West Side:
How many vacation rentals are available in Near West Side?
Currently, the total number of properties listed in 2026 is over 643 in the Near West Side area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Near West Side.
