Vacation rentals in Chicago, United States - page 2
Carefully selected & verified rentals in Chicago, United States
Chicago boasts attractions like Millennium Park, Navy Pier, and the Art Institute of Chicago. You can also catch a game at Wrigley Field or enjoy the waterfront at Oak Street Beach. Many options await you, from boutique hotels in the West Loop to hotels with pools and pet-friendly hotels scattered throughout the city. This selection includes the best Marriott Hotels, Wyndham Hotels, and IHG Hotels for fantastic stays. Book early, especially during festivals, and use the Blue Line train to navigate easily.
21-40 out of 621
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep Chicago
4 adults
2 bedrooms
1 bed
MapLakeview neighborhood6km
- Modern amenities in a trendy apartment
- Flat-screen TV for entertainment
- Cookware and kitchen utensils provided
- Flat-screen TV
- Kitchen utensils
- No pets allowed
Stylish hotel featuring contemporary living spaces and facilities
FromUS$Â 197
/nightSelect
Fully Furnished 2Br Apartment Near Oak Park I Utilities Included I Car Rental Available Chicago
Map6.8 mi from City Centre1300 yd from
FromUS$Â 161
/nightSelect
The Chic Urban Oasis Near The Lake!
MapProximity to Museum of Science and Industry4.5km
- Close to 63rd Street Beach
- Spacious rooms with fireplace
- Golf course onsite for leisure
- Golf course
- Air conditioning
- Flat-screen TV
Hotel with spacious rooms near Chicago's attractions
FromUS$Â 136
/nightSelect
Lincoln Park 3 Bedroom Penthouse
MapQuaint Lincoln Park neighborhood2.4km
- On-site golf course available
- Walking tours exploring local culture
- Children's play area on-site
- On-site Spa
- Golf Course
- Bar Crawls
Luxury hotel offering stylish leisure and family amenities
FromUS$Â 187
/nightSelect
Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking
MapVibrant West Town neighborhood1.5km
- Private parking on-site available
- Patio for relaxing outdoors
- Fully equipped kitchen included
- Private parking
- Fully equipped kitchen
- Outdoor patio
Furnished apartment in trendy Chicago neighborhood with amenities
FromUS$Â 283
/nightSelect
A Hidden Gem, Approx 15 Mins To Downtown Chicago!
MapWater Tower Chicago11km
- Outdoor dining area for guest enjoyment
- Shared lounge to relax and socialize
- Fully equipped kitchen for self-catering
- Shared kitchen
- Outdoor area
- Satellite TV
Homestay with relaxed atmosphere and modern amenities
FromUS$Â 96
/nightSelect
The Roscoe Village Guesthouse
Map5.0 mi from City Centre700 yd from Paulina
FromUS$Â 282
/nightSelect
Webster House
3 adults
1 bedroom
2 beds
Map3.2 mi from City Centre400 yd from Lincoln Park Hospital
FromUS$Â 230
/nightSelect
Entire Modern 2 Bedroom Apartment
4 adults
2 bedrooms
3 beds
MapNear Wrigley Field9km
- Two bedrooms with private entrance
- Flat-screen TV with streaming services
- On-site private parking available
- Private parking
- Air conditioning
- Garden space
Stylish apartment hotel near major Chicago attractions
FromUS$Â 79
/nightSelect
Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach
Map3.5 mi from City Centre1000 yd from Fullerton
FromUS$Â 75
/nightSelect
The Wrigleyville Vip-200 Steps From Wrigley Field
MapWrigley Field300m
- Barbecue facilities available for guests
- Two-bedroom rooms with modern amenities
- Close to attractions in Wrigleyville area
- Barbecue Facilities
- Air Conditioning
- Golf Course
Hotel featuring residential-style rooms near Wrigley Field
FromUS$Â 453
/nightSelect
Superior
8 adults
3 bedrooms
4 beds
MapWest Town neighborhood dining200m
- Spacious rooms with city views
- Outdoor patio and barbecue facilities
- Equipped kitchen for convenient dining
- Outdoor dining
- Equipped kitchen
- City views
Hotel offering modern amenities and a vibrant locale
FromUS$Â 764
/nightSelect
The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center
Map2.3 mi from City Centre1100 yd from United Center
FromUS$Â 1Â 384
/nightSelect
Wrigleyville Friends Unit - 5Bdrm
7 adults
5 bedrooms
5 beds
MapProximity to L subway300m
- Five bedrooms for large groups
- Air-conditioned rooms with balcony
- Located near Wrigley Field
- Flat-screen TV
- Private parking
- Terrace
Hotel near Wrigley Field for group stay
FromUS$Â 225
/nightSelect
Elegant And Chic 2Bed 2Bath Steps From The Lake!
Map9.4 mi from City Centre1.0 mi from Loyola University Chicago
FromUS$Â 441
/nightSelect
The Bright Retreat In Andersonville
MapFoster Beach1.6km
- Air-conditioned rooms with a flat-screen TV
- Fully equipped kitchen for home cooking
- Private parking available on site
- Private parking
- Fully equipped kitchen
- Flat-screen TV
Cozy apartment-style hotel with convenient amenities
FromUS$Â 419
/nightSelect
Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park And Lakefront Trail
MapNear Field Museum2.3km
- Allergy-free and soundproof rooms
- Fully equipped kitchen with dishwasher
- Optional on-site parking available
- Flat-screen TV
- Air conditioning
- Bicycle parking
Spacious downtown Chicago hotel with parking options
FromUS$Â 165
/nightSelect
Large 2-Bedroom With Huge Roof Deck View Of Chicago Skyline
Map4.8 mi from City Centre500 yd from Hamlin Park
FromUS$Â 143
/nightSelect
2 Bed & 3 Bath Chicago Condo
Map2.1 mi from City Centre500 yd from 18th
FromUS$Â 120
/nightSelect
South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown
MapNear Field Museum300m
- Spacious rooms with city views
- Fitness centre on-site
- Optional parking with EV charging
- Fitness Centre
- Electric Charging
- 24-Hour Reception
Family-friendly hotel with modern amenities in Chicago
FromUS$Â 1Â 289
/nightSelect
Show more
