Search for vacation rentals in Oak Park.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Oak Park area to find the perfect spot for your vacay.

1104 S Austin Blvd

1104 S Austin Blvd

Oak Park, IL
$3,750
Vacation Rentals, Unknown
Welcome to this charming private home in historic Oak Park, IL. Available short-term or longer term rental. Strategically situated just minutes away from major expressways, downtown Chicago, and......

245 S Maple Ave #2

245 S Maple Ave #2

Oak Park, IL
$2,200
Vacation Rentals, Unknown
Very Spacious apartment 2nd floor of a 3-unit building. 1 Bedroom has tandem room for additional storage. Includes Heat, water and 1 garage space. No pets, No smoking Minimum Credit score of 675.......

N Taylor Ave

N Taylor Ave

Oak Park, IL
$3,300
Vacation Rentals, Unknown
Charming family home in Northeast Oak Park. 3 bedrooms and 3 full baths! Family friendly block with two yearly block parties. Walking distance to Taylor and Anderson Parks. Blocks from Hatch......

S Taylor Ave

S Taylor Ave

Oak Park, IL
$2,500
Vacation Rentals, Unknown
This Quaint rehabbed 3 bedroom single family home near great schools in Oak Park. Located in the arts District of Oak park One bathroom with jacuzzi tub, decorative fireplace, kitchen with built-in......

617 N Harvey Ave

617 N Harvey Ave

Oak Park, IL
$5,500
Vacation Rentals, Unknown
Modern yet warm and inviting this spacious home has been expanded and lovingly cared for by these long-term owners. The first floor has a very open floor plan with a huge family room with a large......

919 Belleforte Ave

919 Belleforte Ave

Oak Park, IL
$3,999
Vacation Rentals, Unknown
Fabulous north Oak Park home on a quintessential tree lined street. This sunny Georgian has been lovingly maintained and updated over the past 2 years and offers a fantastic rental opportunity. It......

405 S Maple Ave #10

405 S Maple Ave #10

Oak Park, IL
$1,295
Vacation Rentals, Unknown
Downtown Oak Park Open Floor Plan 1 Bed/1 Bath Condo Available for a November Lease Start! Kitchen features white countertops, refrigerator, and stove. Open concept living room brings plenty of......

529 Home Ave

529 Home Ave

Oak Park, IL
$3,200
Vacation Rentals, Unknown
Welcome Home! This charming brick American Foursquare is an elegant blend of vintage details married with modern features. From the moment you walk up you'll enjoy lush landscaping and a large......

1214 N Oak Park Ave

1214 N Oak Park Ave

Oak Park, IL
$4,700
Vacation Rentals, Unknown
Classic elegance meets modern comfort in this spacious 3+ bedroom, 2 and 1/2 bathroom Oak Park Single Family Home. As you enter this well-maintained side-entry brick home, you'll be welcomed by......

947 N Taylor Ave

947 N Taylor Ave

Oak Park, IL
$3,800
Vacation Rentals, Unknown
Charming family home in Northeast Oak Park. 3 bedrooms and 3 full baths! Family friendly block with two yearly block parties. Walking distance to Taylor and Anderson Parks. Blocks from Hatch......

616 N Taylor Ave

616 N Taylor Ave

Oak Park, IL
$1,950
Vacation Rentals, Unknown
RENTAL OPEN HOUSE Saturday 10/14 10:00 AM-12 NOON RENTAL OPEN HOUSE Sunday 10/15 10:00 AM-12 NOON $1950/Month Three Bedroom/1 Bath Apartment in Prime Oak Park Peaceful Location Hardwood Floors, New......

326 N Grove Ave

326 N Grove Ave

Oak Park, IL
$5,200
Vacation Rentals, Unknown
CLASSIC VICTORIAN CHARM w/an IN-TOWN LOCATION in the Frank Lloyd Wright Historical District! Furnished home for rent with well designed Von Dreele-Freerksen kitchen leading to first floor......

629 N Harvey Ave

629 N Harvey Ave

Oak Park, IL
$3,500
Vacation Rentals, Unknown
Beautiful American Four Square home conveniently located just north of the green line and within walking distance. With high ceilings and nine rooms, this house feels very spacious and comfortable.......

822 Belleforte Ave

822 Belleforte Ave

Oak Park, IL
$3,850
Vacation Rentals, Unknown
Cute and cozy home located in North Oak Park and in the desirable Mann School district. It's nestled on a beautiful block with wonderful neighbors and fun block parties. This home has been nicely......

308 Wisconsin Ave #1

308 Wisconsin Ave #1

Oak Park, IL
$1,995
Vacation Rentals, Unknown
Step into this open and spacious 1st floor apartment in a lovely Victorian-style 2-flat that features an all-new bathroom and beautiful floors. You'll have everything you need, Including an in-unit......

812 Augusta St

812 Augusta St

Oak Park, IL
$3,600
Vacation Rentals, Unknown
Gorgeous 2011 renovation! This gem has exterior 1800's character and a new interior. Island kitchen has upscale appliances, undercounter beverage cooler, and a gas log fireplace! Etched-glass......

532 Carpenter Ave

532 Carpenter Ave

Oak Park, IL
$2,600
Vacation Rentals, Unknown
Beautiful Oak Park single-family home on a sunny corner lot and tree-lined street. This home features beautiful original hardwood floors throughout, with a modern open floor plan, open kitchen, a......

634 S Harvey Ave

634 S Harvey Ave

Oak Park, IL
$3,200
Vacation Rentals, Unknown
Beautiful 3 bedroom/1.1 bathroom home on a fabulous block! The first floor includes an enclosed front porch, which is a perfect space to grab a book and relax, spacious living room, a dining room......

862 Carpenter Ave

862 Carpenter Ave

Oak Park, IL
$2,475
Vacation Rentals, Unknown
Welcome to 862 Carpenter Ave, Oak Park, IL 60304! Picture yourself in this home. Take a virtual tour and see the floorplan in the photo gallery. Find yourself in this beautiful home! This home......

1146 Ontario St #3E

1146 Ontario St #3E

Oak Park, IL
$1,575
Vacation Rentals, Unknown
Here's an Oak Park charmer! Offering a super-comfortable living space, this one-bedroom, one-bathroom home is perfect for those seeking a convenient centrally-located place. With heat and water......

1119 Erie St

1119 Erie St

Oak Park, IL
$2,600
Vacation Rentals, Unknown
Unique Coach House located steps from Downtown Oak Park. This includes the CTA Green Line, Metra West, Whole Foods, Trader Joes, Lake Theater and scores of restaurants. It is also a short drive......

434 S Grove Ave

434 S Grove Ave

Oak Park, IL
$3,495
Vacation Rentals, Unknown
Enjoy all of the luxuries of this beautiful single family home that is move-in ready. All furniture, beds, kitchen wares, linens, pillows and decor are in place, so all you need to bring is your......

1145 S Humphrey Ave

1145 S Humphrey Ave

Oak Park, IL
$3,565
Vacation Rentals, Unknown
Welcome to your new home sweet home in the heart of Oak Park! This stunning 3-bedroom, 2-bathroom gem at 1145 S Humphrey Ave offers the perfect blend of modern convenience and vintage charm. With......

417 S Kenilworth Ave #8

417 S Kenilworth Ave #8

Oak Park, IL
$1,640
Vacation Rentals, Unknown
This Spacious Condo Features Updated Kitchen and Bath w/ New Decorative Tile, Stainless Steel Appliances, New Bathroom Vanity. Large Living Room w/ Hardwood Floors. New Carpets and Mirror Closets......

S East Ave

S East Ave

Oak Park, IL
$785
Vacation Rentals, Unknown
Looking for female house-mate/tenant; Perfect for (female) medical students, interns; Bright, spacious, LARGE private bedroom w/ PRIVATE BATH & shower; top floor in beautiful Victorian home in......

$2650 Two bedroom in Oak Park

$2650 Two bedroom in Oak Park

Oak Park, IL
$2,650
Vacation Rentals, Apartments
Sublet.com Listing ID 4689974. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4689974. Contact a Sublet.com representative at 201-845-7300 if you have......

$2500 Two bedroom in Oak Park

$2500 Two bedroom in Oak Park

Oak Park, IL
$2,500
Vacation Rentals, Apartments
Sublet.com Listing ID 4674615. For more information and pictures visit https://www.sublet.com/rent.asp and enter listing ID 4674615. Contact a Sublet.com representative at 201-845-7300 if you have......

Oak Park, IL

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