84+ Vacation Rentals in Uptown |
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Uptown Vacation Rentals, Hotels, & Places to Stay

About Uptown Vacation Rentals

There are more than 84 places to stay that are available in Uptown. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Uptown.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Uptown, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Uptown. Places to stay near Uptown are 881.53 ft² on average, with prices averaging US $248 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Uptown. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Uptown

Type Count
Holiday Apartments 62
Vacation Homes 10

Use these Quick Filters to Find a Vacation Rental in Uptown

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Uptown today.

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 1,273 Properties
Our Lady of Lourdes Church 1,244 Properties
Sheridan Park 1,230 Properties
About Face Theater 1,212 Properties
Essanay Studios 1,204 Properties
Pegasus Players 1,202 Properties
Riviera Theatre 1,202 Properties
Methodist Hospital of Chicago 1,192 Properties
Aragon Ballroom 1,186 Properties
Buena Park 1,182 Properties
Aragon Entertainment Center 1,181 Properties
Hutchinson Street District 1,159 Properties

Complexes around Uptown, IL


Wells Apartments St Chicago 3 Properties

Frequently Asked Questions About Uptown?

What are the top vacation rentals in Uptown?

We have scoured the web to find you options in Uptown. If you plan on staying near or in the Uptown area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Uptown:

Which vacation homes in Uptown are best for families?

If you are looking for a place to stay that is family-friendly in Uptown, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Uptown:

How many Varoom vacation rentals are available in Uptown?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 84 in the Uptown area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Uptown. 

Nearby Neighborhood (8) 
Neighborhood Property Count
Lakeview Vacation Rentals in Chicago, Illinois 267
Edgewater Vacation Rentals in Chicago, Illinois 77
Ravenswood Vacation Rentals in Chicago, Illinois 32
Edgewater Beach Vacation Rentals in Chicago, Illinois 30
Andersonville Vacation Rentals in Chicago, Illinois 1089
Lakewood-Balmoral Vacation Rentals in Chicago, Illinois 1059
Buena Park Vacation Rentals in Chicago, Illinois 1182
Sheridan Park Vacation Rentals in Chicago, Illinois 1230

People Also Ask

There are 84 Uptown, IL Vacation Rentals

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