Compare HOTELS, RESORTS, AND RENTALS in Uptown, Chicago, Illinois, USA
About Uptown Vacation Rentals
There are more than 87 places to stay in Uptown that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Uptown.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Uptown, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Uptown. Places to stay near Uptown are 851.13 ft² on average, with prices averaging ZA R4,206 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Uptown with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Uptown, IL
Frequently Asked Questions About Uptown?
What are the top hotels or resorts in Uptown?
You have a lot of choices in or near Uptown. If you need a hotel in the Uptown area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Uptown:
- The Guesthouse Hotel
- ❤️ Spacious and Airy Apartment With Parking On Site!
- Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- Spacious 2-BR Condo + Free On-Site Parking
- Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
- Uptown Gem
- Chic apartment in marvelous Chicago with WiFi, AC
- Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
- -Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville
- Ultra-modern 4BR/2.5BA Uptown/Edgewater duplex, featuring a rooftop deck with fire pit and easy access to the lake, dining, shopping, and Chicago’s cultural highlights.
How many hotels, resorts, or rentals are available in Uptown?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 87 in the Uptown area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Uptown.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Lakeview Hotel & Resort Deals in Chicago, Illinois | 266 |
| Edgewater Hotel & Resort Deals in Chicago, Illinois | 78 |
| Ravenswood Hotel & Resort Deals in Chicago, Illinois | 33 |
| Edgewater Beach Hotel & Resort Deals in Chicago, Illinois | 30 |
| Andersonville Hotel & Resort Deals in Chicago, Illinois | 1110 |
| Lakewood-Balmoral Hotel & Resort Deals in Chicago, Illinois | 1081 |
| Buena Park Hotel & Resort Deals in Chicago, Illinois | 1207 |
| Sheridan Park Hotel & Resort Deals in Chicago, Illinois | 1255 |
