Discover the 83 Best Resorts in Uptown
About Uptown Cottage Resorts on Vacation Cottage
Looking for accommodations? Numerous resorts offer condos and apartment-style units for reservation. Uptown boasts a variety of nearby resorts, offering plentiful options for travelers. Access over 83 options resorts in the vicinity of Uptown, along with exciting activities to enjoy during your stay.
In the Uptown region, you'll find multiple resorts equipped with amenities such as gyms, WiFi, spas, private pools, and pet-friendly rooms. These resorts cater to various types of travelers: from honeymooners seeking romance to couples planning destination weddings, golf enthusiasts, or those attending conferences and business meetings.
Additionally, all-inclusive resorts in Uptown cater to couples, families, and groups, accommodating both short-term and long-term stays. Vacation Cottage offers a wide array of resorts in or near Uptown, serving as an excellent alternative to traditional vacation rentals and ensuring you discover the perfect lodging for your next trip.
Frequently Asked Questions About Uptown Cottage Resorts
What are the top rated Resort Rentals in Uptown?
There are a lot of options in Uptown. If you plan on staying in the Uptown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in Uptown:
- Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
- Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- ❤️ Spacious and Airy Apartment With Parking On Site!
- Spacious 2-BR Condo + Free On-Site Parking
- Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
- Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
- 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
What is the best all-inclusive resort for families in Uptown?
Most of our listed resorts are suitable for families in Uptown. Filter your all-inclusive resorts Uptown with a family-friendly option to see which ones are right for you.
Are there pools in resorts near Uptown?
Yes, there are more than 83 resorts in Uptown that have indoor and private swimming pools. Check out our filter option and find your best resort near Uptown.
What is the price for luxury resorts in Uptown?
At Vacation Cottage, the rate for luxury resorts in Uptown per night starts from $97. Our partner provides these prices & we calculated the average daily rate in Uptown. Please see our partner's price for more details.
Do you have resorts in Uptown that allow pets?
Yes. We have all-inclusive resorts in Uptown that allow pets. Some of the top pet-friendly resorts in Uptown are:
- Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- Uptown Gem
- Spacious 2-BR Condo + Free On-Site Parking
- Cozy Studio Apt with In-Unit Laundry and Wi-Fi! - Montrose 111
You can see all pet-friendly places to stayin Uptown on Vacation Cottage
What are the best resorts in Uptown?
Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Uptown are:
- Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
- Uptown Gem
- Spacious 2-BR Condo + Free On-Site Parking
- Cozy Studio Apt with In-Unit Laundry and Wi-Fi! - Montrose 111
Which resorts in Uptown are romantic?
Some of the resorts in Uptown have been described as romantic by other travelers:
