83+ Luxury Vacation Rentals & Cabins in Uptown |
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Uptown Cabin Rentals

About Uptown Vacation Rentals

There are more than 83 incredible getaway rentals that are available in Uptown. These choices include cabins, 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. Stay Close to Nature with Cabinns.com and uncover great stays in Uptown.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin 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 Cabinns.com 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 Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Uptown. Places to stay near Uptown are 892.15 ft² on average, with prices averaging US $251 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of 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 cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Uptown

Type Count
Holiday Apartments 62
Vacation Homes 10

Use these Quick Filters to Find a Vacation Rental in Uptown

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts 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 Cabinns.com.

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 Nearby Cabin Rentals in these Cities & Neighborhoods


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 cabins, lake houses & summer homes 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 cabin resort or 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 cabin rental, resort, or holiday home in Uptown is best for families?

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

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

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2026 is over 83 in the Uptown area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Uptown.

Nearby Neighborhood (8) 
Neighborhood Property Count
Lakeview Rental Cabins and Private Getaways in Chicago, Illinois 266
Edgewater Rental Cabins and Private Getaways in Chicago, Illinois 76
Ravenswood Rental Cabins and Private Getaways in Chicago, Illinois 29
Edgewater Beach Rental Cabins and Private Getaways in Chicago, Illinois 25
Andersonville Rental Cabins and Private Getaways in Chicago, Illinois 1089
Buena Park Rental Cabins and Private Getaways in Chicago, Illinois 1182
Lakewood-Balmoral Rental Cabins and Private Getaways in Chicago, Illinois 1059
Sheridan Park Rental Cabins and Private Getaways in Chicago, Illinois 1230

People Also Ask

There are 1 hotels in Uptown and 72 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Uptown