Vacation Rentals

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1 - 20 of about 312 from 8 sites
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Location:Chicago, Illinois
Bathrooms:1
Sleeps:2
Property Type:Apartment

Amenities:Air Conditioning, Alarm Clock, BBQ, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Pool Table, Refrigerator, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach

Description: Note: 30 Night Minimum Stay 215 W. Washington St. Chicago, IL. 60606 (Washington/Wells in the Loop in Downtown Chicago - Five Blocks West of Michigan Avenue and Millenium Park 'Bean', In Business/Theater District) This high-end ... more details »
Location:Chicago, Illinois
Bedrooms:2
Bathrooms:1
Sleeps:5
Property Type:Apartment

Amenities:Air Conditioning, Balcony, Blender, Cable/Satellite TV, Coffee Maker, Dishwasher, Fireplace, Full kitchen, Hot Tub, Internet Access, Laundry, Linens, Microwave, Pets OK, Refrigerator, Smoking OK, Stereo, TV, Toaster & more amenities »

Description: This lovely 2 Bedroom sits in the Downtown/Gold Coast area. Voted in the top 5 areas that are 'walkable' No need for a car to see this lovely city! Although, there is a parking place ... more details »
Location:Galena, Illinois
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Disability Access, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR, Woodburning Stove & more amenities »
Activities:Basketball, Boating, Fishing, Golf, Hiking, Horseback Riding, Ice Skating, Kayaking, Sailing, Shopping, Snow Skiing, Tennis & more activities »

Description: Immaculately maintained 3 bedroom home just minutes from historic downtown Galena. Original woodwork throughout. Covered front porch, wainscoting, large detached single car garage, beautiful stained glass window in dining room and one bedroom.Treed hillside at ... more details »
Location:Chicago, Illinois
Bedrooms:3
Bathrooms:1
Sleeps:5
Property Type:Apartment

Amenities:Air Conditioning, Alarm Clock, Blender, CD Player, Ceiling fans, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Beach, Gym, Shopping

Description: First floor furnished unit of an owner-occupied two-flat has three bedrooms - two large and one small. There are hardwood floors throughout the apartment. Wooden blinds in the livingroom and vinyl mini-blinds throughout the rest ... more details »
Location:Chicago, Illinois
Bedrooms:5
Bathrooms:3
Sleeps:11
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Dishwasher, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Refrigerator, Smoking OK, Stereo, Stove, TV, Toaster & more amenities »
Activities:Restaurants, Shopping

Description: Enjoy this newly completed high-end renovation of a classic Brownstone home with 5 spacious bedrooms, 3 full baths and home theater equipped living rooms. This beautiful home is located on a quiet, tree lined street ... more details »
Location:Chicago, Illinois
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Garage, Hot Tub, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Amusement Parks, Beach, Gym, Shopping, Swimming, Tennis, Zoo & more activities »

Description: , overlooking city, Lake Michigan and the Chicago River. Fully furnished 2 bedroom/2 bath. Building amenities include work-out room, swimming pool, hot tub, parking, dry cleaners on-site, food market on-site. ... more details »
Location:Chicago, Illinois
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Apartment

Amenities:Air Conditioning, Alarm Clock, Basketball Court, Blender, CD Player, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels & more amenities »
Activities:Basketball, Beach, Gym, Ice Skating, Sailing, Shopping, Tennis, Volleyball, Zoo & more activities »

Description: Spacious Bright Vacation Rental Loft in the Heart of Everything Chicago sleeps - 2 - 9 Guests Brand new listing - the reviews are coming! Our funky warehouse & former tavern turned costume factory turned ... more details »
Location:Chicago, Illinois
Bedrooms:1
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Jacuzzi, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Sauna, Smoking OK, Stereo, Stove, TV, Toaster, Wireless Internet Access, Woodburning Stove & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Casino, Fishing, Golf, Gym, Ice Skating, Jetskiing, Tennis, Zoo & more activities »

Description: If you're looking for a quiet and quaint stay in Chicago that is minutes away from all of the downtown action, then the Casa in Little Italy is the vacation rental you've been looking for. ... more details »
Location:Chicago, Illinois
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Internet Access, Linens, Microwave, Oven, Patio, Pets OK, Refrigerator, Smoking OK, TV, Toaster, Towels & more amenities »
Activities:Beach, Restaurants

Description: Accommodation Duplex, 3 Bedroom 2 Baths Sleeps (8-10) Welcome to Roscoe Village Duplex Located in the Heart of Roscoe Village-' A village within the city.' Trendy Roscoe Village offers a variety of boutiques, outdoor cafes, ... more details »
Location:Sullivan, Illinois
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Fireplace, Full kitchen, Hair Dryer, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Hiking, Hunting, Miniature Golf, Shopping, Tennis, Zoo & more activities »

Description: Small Cabin that we call the Retreat Cabin. Placed on the West edge of our 22 acre property. Hunters, families outings, parties, weddings, spa workshops have all been a part of this cabin's area. Next ... more details »
Location:Chicago, Illinois
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Lakefront, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Amusement Parks, Basketball, Beach, Biking, Boating, Bowling, Canoeing, Casino, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Miniature Golf, Sailing, Scuba Diving, Shopping, Tennis, Theme Parks, Volleyball, Water Parks, Water Skiing, Windsurfing, Zoo & more activities »

Description: Are you planning a trip to Chicago? Why stay in an expensive hotel room when you can rent furnished luxury condos, some with PENTHOUSE views of downtown Chicago and the lake. We stay in the ... more details »
Location:Chicago, Illinois
Bedrooms:3
Bathrooms:1
Sleeps:8
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Ice Skating, Jetskiing, Kayaking, Miniature Golf, Sailing, Shopping, Snow Skiing, Tennis, Volleyball, Windsurfing, Zoo & more activities »

Description: Victorian 1500 sq ft. beautiful unit is in the heart of Lincoln Park. Live like a Chicago local in our home. There is a TV in the bathroom as well as in all three bedrooms. ... more details »
Location:Chicago, Illinois
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, Basketball Court, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Fitness Room, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Sauna, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Amusement Parks, Basketball, Beach, Biking, Boating, Bowling, Canoeing, Casino, Fishing, Golf, Gym, Hiking, Horseback Riding, Hunting, Ice Skating, Jetskiing, Kayaking, Miniature Golf, Parasailing, Racquetball, Sailing, Shopping, Snow Skiing, Snowmobiling, Tennis, Volleyball, Water Parks, Zoo & more activities »

Description: The building has a 24 hour doorman, a fitness room and a rooftop pool, sauna workout room Pool is available in warmer weather. The unit has one bedroom with a queen sized bed and a ... more details »
Location:Chicago, Illinois
Bedrooms:2
Bathrooms:2
Sleeps:3
Property Type:Apartment

Amenities:Air Conditioning, Alarm Clock, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Hair Dryer, Iron, Lakefront, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Refrigerator, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »

Description: Elegant private large one bedroom apartment,large comfortable living room, close to the lakefront, 12 min to downtown, upscale residential neighborhood,greatly maintained building, stylish, great long term.Minimum 30 days rental also long term rental as furnished ... more details »
Location:Chicago, Illinois
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Condo

Amenities:Cable/Satellite TV, DVD Player, Internet Access, Linens, Pets OK, Playground, Restaurant, Smoking OK, Stereo, TV & more amenities »
Activities:Gym, Shopping

Description: Experience the vibrancy of down town Chicago and delight in the modern, sleek comfort of wyndham grand Chicago river front an intimate haven on the magnificent mile offering chic accommodations in an exceptional setting. Just ... more details »
Location:Chicago, Illinois
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Apartment

Amenities:Air Conditioning, Cable/Satellite TV, Deck, Elevator, Internet Access, TV, Towels, Wireless Internet Access & more amenities »

Description: This fully furnished River City condo in South Loop neighborhood is one of the most distinctive residential buildings in Chicago. This 1 bedroom 1 bath condo comes with full amenities including 24 hour door man, ... more details »
Location:Chicago, Illinois
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Apartment

Amenities:Air Conditioning, Cable/Satellite TV, Internet Access, Lakefront, Laundry, TV, Towels, Wireless Internet Access & more amenities »
Activities:Beach, Zoo

Description: Whether you are coming to Chicago for work or play (or both) Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' ... more details »
Location:Chicago, Illinois
Bedrooms:1
Bathrooms:1
Sleeps:3
Property Type:Apartment

Amenities:Air Conditioning, Laundry, Towels, Wireless Internet Access & more amenities »

Description: The space is newly decorated with eclectic vintage pieces that make the space feel light and whimsical. The living room and bedroom are both open and airy. The bathroom is very 1950s, and the kitchen ... more details »
Location:Chicago, Illinois
Bedrooms:10
Bathrooms:6
Sleeps:20
Property Type:Apartment

Amenities:Air Conditioning, Cable/Satellite TV, Internet Access, Lakefront, Laundry, TV, Towels, Wireless Internet Access & more amenities »
Activities:Beach, Zoo

Description: Whether you are coming to Chicago for work or play (or both) Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' ... more details »
Location:Chicago, Illinois
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Apartment

Amenities:Air Conditioning, Cable/Satellite TV, Dishes, Elevator, Internet Access, Laundry, Linens, Restaurant, TV, Towels, Utilities included, Wireless Internet Access & more amenities »
Activities:Gym

Description: Introducing Fulton Market Lofts – 845 W. Fulton Market Full 1 bedroom condo on the top floor of the building w/ 20 ft ceilingsNew hardwood floors and exposed timbers throughoutFully furnished condo from Room and ... more details »
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