83+ Rental Villas and Private Getaways in Uptown |
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Uptown Villa Rentals

About Uptown Vacation Rentals

There are more than 83 incredible getaway rentals that are available in Uptown. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Uptown.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Uptown, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Uptown. Places to stay near Uptown are 896.82 ft² on average, with prices averaging CA $377 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Uptown. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Uptown

Type Count
Holiday Apartments 62
Vacation Homes 11

Use these Quick Filters to Find a Vacation Rental in Uptown

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Uptown with BedroomVillas.

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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


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

Complexes around Uptown, IL


Wells Apartments St Chicago 3 Properties

Frequently Asked Questions About Uptown?

What are the top hotels or resorts 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:

Which hotel or resort in Uptown is best for families?

Searching for a family-friendly getaway in Uptown? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Uptown?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 83 in the Uptown area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Uptown. 

Nearby Neighborhood (8) 
Neighborhood Property Count
Lakeview Rental Villas and Private Getaways in Chicago, Illinois 314
Edgewater Rental Villas and Private Getaways in Chicago, Illinois 70
Ravenswood Rental Villas and Private Getaways in Chicago, Illinois 34
Edgewater Beach Rental Villas and Private Getaways in Chicago, Illinois 734
Andersonville Rental Villas and Private Getaways in Chicago, Illinois 978
Buena Park Rental Villas and Private Getaways in Chicago, Illinois 1094
Lakewood-Balmoral Rental Villas and Private Getaways in Chicago, Illinois 975
Sheridan Park Rental Villas and Private Getaways in Chicago, Illinois 1113

People Also Ask

There are 1 hotels in Uptown and 73 rentals

Recently Booked Hotels, Resorts, or Rentals in Uptown