South Pond Rentals
From $181 per night (USD)VRBO
Luxury Modern, Fast Wi-Fi, POOL, Huge GYM, KingBed\n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Chicago in a modern luxe High rise with great views and amenities. The Unit: → Lightning Fast Wi-Fi → Comfor ...
From $181 per night (USD)VRBO
From $180 per night (USD)Expedia
Modern Lux Apt, FastWi-Fi, POOL, Huge Gym, KingBed\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Chicago in a modern luxe High rise with great views and amenities. The Unit: → Lightning Fast Wi-Fi → Comfor ...
From $180 per night (USD)Expedia
From $228 per night (USD)VRBO
Chic 2-bedroom apartment in welcoming Lincoln Park area of Chicago with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Your home away from home in Chicago with 2 bedrooms. This amazing apartment features 1 queen bed, 1 twin bed, a cozy liv ...
From $228 per night (USD)VRBO
From $1975 per night (USD)Expedia
Chicago Gold Coast Luxury Penthouse Rooftop Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Indulge in unmatched luxury at this stunning 4-bedroom penthouse in Chicago’s iconic Gold Coast neighborhood. Perfectly ...
From $1975 per night (USD)Expedia
From $702 per night (USD)VRBO
Ideal Group Getaway: Prime Location, Parking, Backyard, Sunroom & Pet-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Stay in a historic home in Old Town, within walking distance of Downtown, the Magnificent Mile, restaurants, bars, bouti ...
From $702 per night (USD)VRBO
From $761 per night (USD)Expedia
Lincoln pack condo Outdoor patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Centrally located 2-bedroom condo with a private outdoor grilling area, offering convenient access to all of Chicago's s ...
From $761 per night (USD)Expedia
From $1064 per night (USD)VRBO
Experience Chic Old Town Living: Spacious Suites, Top Amenities & Iconic Locale
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $1064 per night (USD)VRBO
From $600 per night (USD)Expedia
Live the Suite Life: Historic Old Town Chicago Stays with Modern Luxury & Style
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $600 per night (USD)Expedia
From $2914 per night (USD)VRBO
Luxurious Old Town Chicago Suites – Perfect for Families & Corporate Stays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $2914 per night (USD)VRBO
From $560 per night (USD)Expedia
Historic Charm & Modern Luxury in Chicago’s Iconic Old Town - Stay Level!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods ...
From $560 per night (USD)Expedia
From $384 per night (USD)VRBO
Heart of Lincoln park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming 2BR in the Heart of Lincoln Park! Stay in the perfect Chicago location! This cozy 2-bedroom, 1-bathroom apartm ...
From $384 per night (USD)VRBO
From $659 per night (USD)Expedia
3-Story Townhome, Free Parking, Private Patio, Washer-Dryer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This unique townhome is in one of the most prestigious neighborhoods in Chicago: southeast Lincoln Park. Walk t ...
From $659 per night (USD)Expedia
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Luxurious Lincoln Park, Spacious 4-bedroom apartment with AC, WiFi in Chicago
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This charming apartment in Chicago offers a fantastic stay for guests. With 4 cozy bedrooms featuring 2 king beds and 2 ...
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Click For PricingExpedia
Old Town Suites Operated by Roscoe Village Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
<p>While you're here, you can enjoy all the comforts of home and more, including free WiFi and a billiards table. Other ...
Click For PricingExpedia
From $2833 per night (USD)VRBO
Modern-Chic 4-bedroom Smart Home in Wicker Park
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy and relax in this calm, modern, stylish space located in Wicker Park. This plant filled oasis in the city i ...
From $2833 per night (USD)VRBO