Search for vacation rentals in Chicago.
Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Chicago area to find the perfect spot for your vacay.
10556 S Wallace St |
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10556 S Wallace StChicago, IL$2,600
Vacation Rentals, Unknown NEW!
Welcome to your dream home! Nestled on a serene corner block, this beautifully updated 4-bedroom, 2-bathroom residence offers a perfect blend of modern amenities and classic charm. The main level...... |
3740 N Greenview Ave |
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3740 N Greenview AveChicago, IL$1,745
Vacation Rentals, Unknown NEW!
Southport / Lakeview 1BR with In-Unit Laundry Unit Features: - Large 1BR / 1BA - In-Unit Washer / Dryer Combo - Hardwood Floors - Self Controlled Electric Heat Building Features: - Pets Allowed (2...... |
1926 W Oakdale Ave |
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1926 W Oakdale AveChicago, IL$4,100
Vacation Rentals, Unknown
This is a MUST SEE three bed/ two bath home available JULY 1st. Huge house with hardwood floors, Huge living room and Dining room, All three bedrooms are large as well. Kitchen is all updated with...... |
3842 N Alta Vista Ter |
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3842 N Alta Vista TerChicago, IL$4,000
Vacation Rentals, Unknown
Your own entire rowhouse! Renowned artist Wassily Kandinsky once said "Colour is a means of exerting direct influence on the soul." Remarkably bold and unique, this vibrant and playful home is...... |
2734 N Marshfield Ave |
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2734 N Marshfield AveChicago, IL$11
Vacation Rentals, Unknown
Introducing one of the most incredible homes to ever hit the Lincoln Park luxury marketplace! This remarkable residence built in 2017 is situated on a large lot on the highly sought-after street...... |
9601 S Carpenter St |
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9601 S Carpenter StChicago, IL$1,800
Vacation Rentals, Unknown
House for Rent!! This cute bungalow has 3 bedrooms and 1.5 bathrooms. Nice size kitchen and separate living and dining rooms. Hardwood floors make upkeep easy. Tenant has full access to the house...... |
655 N Carpenter St |
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655 N Carpenter StChicago, IL$6,000
Vacation Rentals, Unknown
A modern, chic, and cozy four-level townhouse for rent in Chicago's River West area. This stylish residence boasts three bedrooms, three full bathrooms, and multiple outdoor spaces for...... |
9056 S Carpenter St |
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9056 S Carpenter StChicago, IL$2,000
Vacation Rentals, Unknown
Nicely Well Maintained Chicago Bungalow with 3BR, 2Bath extra 2 bedroom in the attic with a bit low ceiling , hardwood floors on main level. Carpet on upper level, and half finished basement. The...... |
7547 S Green St |
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7547 S Green StChicago, IL$2,200
Vacation Rentals, Unknown
Section 8 vouchers older only. Section 8 Vouchers Older only. Tenant have to have a 4 bed voucher. For more properties like this visit Affordable Housing.... |
7323 S University Ave |
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7323 S University AveChicago, IL$2,400
Vacation Rentals, Unknown
Newly rehabbed 4 bedroom, 2 bath Home. All new everything! Full Basement. Stainless Steel Appliances. Schedule your private showing today! Section 8 Welcomed!... |
5415 N Virginia Ave |
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5415 N Virginia AveChicago, IL$5,000
Vacation Rentals, Unknown
Massive single family home in Budlong Woods. Wide open floorplan with light filled rooms on 3 levels. The 1st level has a beautifully appointed chefs kitchen, space for a large dining set and...... |
9559 S Yale Ave |
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9559 S Yale AveChicago, IL$2,000
Vacation Rentals, Unknown
Well maintained 3 bedroom spilt level home with basic finishes featuring 1.5 bath and full basement with extra room. Also has separate laundry room. Living room dining combo new roof & newer...... |
10947 S Longwood Dr #2 |
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10947 S Longwood Dr #2Chicago, IL$1,200
Vacation Rentals, Unknown
The unit features gleaming hardwood flooring, a decorative fireplace, large windows allowing flooding the living room with natural light, a galley kitchen, in unit laundry, and a king-sized...... |
2242 N Wayne Ave |
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2242 N Wayne AveChicago, IL$15
Vacation Rentals, Unknown
Found on a peaceful, one-way, tree-lined street, in Lincoln Park, this modern masterpiece sits mighty. Custom built by LG Development, this is a statement-making 5,200SF home set on a double lot...... |
520 S State St #506 |
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520 S State St #506Chicago, IL$2,550
Vacation Rentals, Unknown
Large 1BR/1BA loft in Printer's Row, available June 1st! It features a spacious floor plan and 1,080 Square Feet and a private balcony! hardwood floors, black appliances, Granite countertops, 10ft....... |
7130 W Highland Ave |
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7130 W Highland AveChicago, IL$4,995
Vacation Rentals, Unknown
Fully refreshed practically brand new home in Edison Park. Very versatile. Do you work from home or have a business? The basement is set up with an office that has a separate entrance, waiting room...... |
4555 S Wabash Ave |
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4555 S Wabash AveChicago, IL$1,550
Vacation Rentals, Unknown
Bronzeville condo-quality luxury One Bedroom !! Spacious & light-filled, this recently rehabbed 1 bedroom/1 bath retreat offers a modern mix of open concept style living & independently designed...... |
1909CH W Ohio St |
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1909CH W Ohio StChicago, IL$1,515
Vacation Rentals, Unknown
Showing Property at Open House on Thursday 5/16 from 5-6:30 pm. Please come if interested. Updated cozy private coach house- stainless steel appliances, granite counters, hardwood floors, updated...... |
1605 S Drake Ave |
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1605 S Drake AveChicago, IL$1,350
Vacation Rentals, Unknown
Newly renovated very large 2 bedroom unit with all the bells and whistles. Step into comfort and style in this expansive, newly renovated two-bedroom apartment that offers all the modern amenities...... |
2112 N Dayton St |
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2112 N Dayton StChicago, IL$8,200
Vacation Rentals, Unknown
Beautiful 5 bedroom, 3 bath single family home on one of Lincoln Park's most coveted streets. Formal living room and dining room. Two wood burning fire places. Large eat-in kitchen w/ Granite,...... |
6054 S Paulina St #HOUSE |
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6054 S Paulina St #HOUSEChicago, IL$1,550
Vacation Rentals, Unknown
3 bed room home hard wood floor down stairs up 3br carpet large fenced in yard cerramic tile kitchen bath rooms For more properties like this visit Affordable Housing.... |
8323 S Karlov Ave |
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8323 S Karlov AveChicago, IL$2,500
Vacation Rentals, Unknown
The whole house is for RENT ONLY NOT FOR SALE This home has 5 bedrooms and 2.5 baths. Appliances included. Main floor has 3bedrooms and 1.5 baths, large eat in kitchen plus pantry. Basement has...... |
11359 S Hamlin Ave |
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11359 S Hamlin AveChicago, IL$3,500
Vacation Rentals, Unknown
3br/2b 1500 sq/ft house for rent on the 11300 Block of South Hamlin. Right next to Ag School farm and Mount Greenwood Park. Beautiful red oak hardwood floors throughout Kitchen and one bathroom...... |
10009 S Aberdeen St |
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10009 S Aberdeen StChicago, IL$2,200
Vacation Rentals, Unknown
PROPERTY DESCRIPTION The property is a beautifully remodeled brick Single Family Home located in Chicago near Longwood Manor, East Beverly. .........................About the...... |
1942 N Cleveland Ave |
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1942 N Cleveland AveChicago, IL$155
Vacation Rentals, Unknown
East Lincoln Park Luxury! This beautiful single family home offers every wish on your list, including attached garage, mudroom and fabulous outdoor space, all steps from the lakefront, parks and...... |
1115 N Christiana Ave |
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1115 N Christiana AveChicago, IL$4,600
Vacation Rentals, Unknown
2022 new construction single family home on an extra-wide lot in Humboldt Park! 4 bedrooms, a perfect work from home office, and 3.5 bathrooms fill this 3,275 square foot bright and airy home. The...... |
6436 S Hermitage Ave |
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6436 S Hermitage AveChicago, IL$1,749
Vacation Rentals, Unknown
Must see this house is a hidden gem, features 4 bedrooms and 3 full bathrooms. The master bedroom/suite extremely spacious and has a bathroom. The primary bedroom has 2 nice size closets. The 2nd...... |
1340 W Arthur Ave #2 |
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1340 W Arthur Ave #2Chicago, IL$3,000
Vacation Rentals, Unknown
Bright and spacious 3 bedroom, 2 bath in gorgeous Prairie-style brick two flat on peaceful, tree-lined street. Huge living room, formal dining room, sunny kitchen with dishwasher, large bedrooms,...... |
2250 N Menard Ave |
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2250 N Menard AveChicago, IL$2,750
Vacation Rentals, Unknown
Beautifully maintained 1-story home for rent in Belmont Craigin! 3 bed/1 bath with a full basement. This home comes with central air/heat and laundry room. Walking distance to nearby public parks,...... |
12523 S Lowe Ave |
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12523 S Lowe AveChicago, IL$2,700
Vacation Rentals, Unknown
Completely Updated Home on Great Block Beautiful 5 Bed 2 Bath completely updated home that sit on GREAT BLOCK. The home has a finished basement, granite countertops with Central A/C. This home is...... |
5231 N Reserve Ave #1E |
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5231 N Reserve Ave #1EChicago, IL$1,350
Vacation Rentals, Unknown
This condo located at 5231 N Reserve Ave #1E Chicago, IL 60656 is the perfect place to be called a home, this is a spacious 2 bed and 1 bath condo. 1st Floor unit for easy move in! Tenant is...... |
S Hermitage Ave |
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S Hermitage AveChicago, IL$1,749
Vacation Rentals, Unknown
Must see this house is a hidden gem, features 4 bedrooms and 3 full bathrooms. The master bedroom/suite extremely spacious and has a bathroom. The master bedroom has 2 nice size closets. The 2nd...... |
6005 S Kolmar Ave |
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6005 S Kolmar AveChicago, IL$2,200
Vacation Rentals, Unknown
SINGLE FAMILY HOME WITH 4 BEDROOMS, LIVING ROOM, KITCHEN AND BATH NICE DECK. UNFINISHED BASEMENT AND 2 CAR GARAGE.... |
11620 S Princeton Ave |
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11620 S Princeton AveChicago, IL$2,199
Vacation Rentals, Unknown
Completely refurbished with an open concept layout, 45 feet from one end to the other. 5 bedrooms, 2 full bathrooms. Plus a nicely finished office on the back porch. Custom-built oversized walk-in...... |
363 E Wacker Dr #2708 |
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363 E Wacker Dr #2708Chicago, IL$135
Vacation Rentals, Unknown
Discover unparalleled luxury living at The St. Regis Chicago, located in the highly sought-after neighborhood of Lake Shore East. This exceptional 3-bedroom, 2.5-bathroom plus den corner residence...... |
7139 N Melvina Ave |
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7139 N Melvina AveChicago, IL$3,600
Vacation Rentals, Unknown
Welcome to your dream home in the highly sought-after Wildwood/North Edgebrook neighborhood! This charming two-story Cape Cod with 3 bedrooms and 2 full baths has undergone a stunning rehab in...... |
4121 W Wilcox St #2 |
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4121 W Wilcox St #2Chicago, IL$1,850
Vacation Rentals, Unknown
Beautifully updated unit featuring in unit laundry, hardwood floors, living room, dining room. All new kitchen and appliances with granite countertops, new bathroom and enclosed backyard. REALTOR...... |
6000 S Nashville Ave |
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6000 S Nashville AveChicago, IL$4,200
Vacation Rentals, Unknown
Ready for Rent August 1, 2024. Beautiful large corner lot home featuring 5 bedrooms and 3 baths. Custom Cabinetry kitchens on each living space with high end SS appliances and granite countertops;...... |
2631 S Troy St |
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2631 S Troy StChicago, IL$1,700
Vacation Rentals, Unknown
FULL HOME WITH YARD AND PARKING PAD FOR RENT IN GREAT LOCATION Recently rehabbed home featuring ALL NEW STAINLESS STEEL APPLIANCES with new modern finishes. Hardwood floors in bedrooms. NEW WINDOWS...... |
7715 S Hermitage Ave |
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7715 S Hermitage AveChicago, IL$1,700
Vacation Rentals, Unknown
just updated home with new floors , painted , partially finished attic for office or 2nd living room, clean unfinished basement, private landlord, quiet street with good block club photos are of it...... |