Uptown Hotels, Resorts, and Rentals
About Uptown Vacation Rentals
There are more than 90 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 891.65 ft² on average, with prices averaging US $314 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.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Uptown
| Type | Count |
|---|---|
| Holiday Apartments | 67 |
| Vacation Homes | 11 |
Use these Quick Filters to Find a Vacation Rental in Uptown
★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Uptown.
Weather in Uptown, IL
View the weather forecast for Uptown before booking your Uptown Vacation Rentals to confirm your best time to go.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
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 2-BR Condo + Free On-Site Parking
- Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- ❤️ Spacious and Airy Apartment With Parking On Site!
- Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
- 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
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 90 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 | 277 |
| Edgewater Hotel & Resort Deals in Chicago, Illinois | 75 |
| Ravenswood Hotel & Resort Deals in Chicago, Illinois | 31 |
| Edgewater Beach Hotel & Resort Deals in Chicago, Illinois | 30 |
| Andersonville Hotel & Resort Deals in Chicago, Illinois | 1139 |
| Lakewood-Balmoral Hotel & Resort Deals in Chicago, Illinois | 1081 |
| Sheridan Park Hotel & Resort Deals in Chicago, Illinois | 1284 |
| Buena Park Hotel & Resort Deals in Chicago, Illinois | 1207 |
