82+ Private Villas and Holiday Rentals in Uptown |
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Uptown Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Uptown

Discover more than 82 vacation rentals available in Uptown. 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 Uptown.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Uptown, 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 Uptown. On average, places to stay near Uptown offer 574.85 ft², with nightly prices averaging ZA R4,903.

With Casai, finding and comparing holiday rentals in Uptown 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 Uptown

Type Count
Holiday Apartments 60
Vacation Homes 11

Use these Quick Filters to Find a Holiday Rental in Uptown

★ 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 Uptown.

Weather in Uptown, IL

View the weather forecast for Uptown before booking your Uptown 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 Uptown, IL


Graceland Cemetery 1,163 Properties
Our Lady of Lourdes Church 1,122 Properties
Sheridan Park 1,113 Properties
About Face Theater 1,095 Properties
Buena Park 1,094 Properties
Essanay Studios 1,092 Properties
Pegasus Players 1,090 Properties
Riviera Theatre 1,081 Properties
Methodist Hospital of Chicago 1,077 Properties
Hutchinson Street District 1,069 Properties
Aragon Entertainment Center 1,066 Properties
Aragon Ballroom 1,066 Properties

Frequently Asked Questions About Uptown?

What are the top holiday rentals in Uptown?

With numerous options available in Uptown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Uptown:

Which holiday homes in Uptown are best for families?

If you're searching for a family-friendly holiday home in Uptown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Uptown:

How many Casai.co.za holiday rentals are available in Uptown?

As of 2025, Casai boasts over 82 properties listed in the Uptown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Uptown.

Nearby Neighborhood (8) 
Neighborhood Property Count
Lakeview Vacation Rentals in Chicago, Illinois 236
Edgewater Vacation Rentals in Chicago, Illinois 55
Ravenswood Vacation Rentals in Chicago, Illinois 29
Edgewater Beach Vacation Rentals in Chicago, Illinois 734
Andersonville Vacation Rentals in Chicago, Illinois 978
Buena Park Vacation Rentals in Chicago, Illinois 1094
Lakewood-Balmoral Vacation Rentals in Chicago, Illinois 975
Sheridan Park Vacation Rentals in Chicago, Illinois 1113

People Also Ask

There are 82 Uptown, IL Holiday Rentals

Recently Booked Holiday Rentals in Uptown