Uptown Accommodations - Hotels & Rentals
About Uptown Vacation Rentals
Discover More than 89 Incredible Getaway Rentals Available in Uptown. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Uptown.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Uptown, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Uptown. The Average Size of Places to Stay Near Uptown is 901.67 ft², with Prices Averaging US $274 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Uptown. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Top Hotels & Vacation Rentals in Uptown
| Type | Count |
|---|---|
| Holiday Apartments | 66 |
| Vacation Homes | 11 |
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★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Uptown with Online Reservations.
Weather in Uptown, IL
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Find Hotels & Vacation Rentals in these Cities and Neighborhoods
Frequently Asked Questions About Uptown?
What are the top hotels, lake houses & vacation rentals in Uptown?
We provide an array of great vacation destinations in Uptown. If you are looking to stay in or around the Uptown area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Uptown:
- ❤️ 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.
- Chic Vintage Stay w/Private Balcony – Walk to Argyle Redline, Lake, Dining
How many hotels, resorts, or rentals are available in Uptown?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 89 in the Uptown area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Uptown.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Chicago, Illinois | 266 |
| Edgewater Vacation Rentals in Chicago, Illinois | 78 |
| Ravenswood Vacation Rentals in Chicago, Illinois | 33 |
| Edgewater Beach Vacation Rentals in Chicago, Illinois | 30 |
| Andersonville Vacation Rentals in Chicago, Illinois | 1110 |
| Lakewood-Balmoral Vacation Rentals in Chicago, Illinois | 1081 |
| Buena Park Vacation Rentals in Chicago, Illinois | 1207 |
| Sheridan Park Vacation Rentals in Chicago, Illinois | 1255 |
