We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Apartments in Orland Park, IL and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $228 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Orland Park area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 30 kilometres of Orland Park, Illinois.

    1 / 19
    Naperville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    1 / 11
    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Downers Grove
    6 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Forest Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 1 bedroom suite with a big screen TV, a super comfy bed & the convenience of cooking your own meals (oven, frig & microwave in your kitchen). Located on a wonderfully quiet residential block, very close to public trans and expressway. Downtown Chicago & O'Hare airport are one train ride... View all property information
    Location Information
    Forest Park, Illinois 60130
    1 / 8
    Countryside
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373124 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a post-war luxury high-rise residence located in Midtown West near... View all property information
    Location Information
    Countryside, Illinois 60525
    1 / 8
    Countryside
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 373139 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is a post-war luxury high-rise residence located in Midtown West near... View all property information
    Location Information
    Countryside, Illinois 60525
    1 / 19
    Forest Park
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 361763 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience luxury in Forest Park by staying in this wonderful three bedroom home that... View all property information
    Location Information
    Forest Park, Illinois 60130
    1 / 20
    5 of 5 stars (1) Excellent
    Lemont
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Porch
    • Internet Access
    • Shared Garden
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in Lemont, IL, home of the famous Cog Hill Golf Course, this home (circa 1868) has over 4000 S.F. and is now available to rent. The history of this home includes the Singer Family ( Inventors of the Singer Sewing Machine). The Singer Mansion was recently featured in the popular "Chicago... View all property information
    Location Information
    Lemont, Illinois 60439
    5 of 5 stars Reviewed 5 November 2012
    We were blown away when we first entered The Singer Mansion and I just loved my husbands face as we entered - it was everything we dreamed of and more-the photographs prepared us...
    See all reviews
    1 / 20
    Westchester
    4 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371493 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Our newly rehabbed, remodeled, and redecorated brick-style home, is now available.... View all property information
    Location Information
    Westchester, Illinois 60154
    1 / 22
    Hillside
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371499 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Our newly rehabbed, remodeled, and redecorated 3 bedroom 2 bathroom home, is now... View all property information
    Location Information
    Hillside, Illinois 60162
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Oakbrook Terrace
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Terrace
    • Wi-Fi
    • Parking
    • Balcony
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Suite Home Chicago at Regency offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Located in the center of Oakbrook's office and retail corridor, Regency Place... View all property information
    Location Information
    Oakbrook Terrace, DuPage County 60181
    1 / 18
    Lisle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 364235 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Have your own private abode in this stunning two bedroom, two bathroom furnished... View all property information
    Location Information
    Lisle, DuPage County 60532
    1 / 15
    Hyde Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 368117 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Hyde Park, Illinois
    1 / 5
    Naperville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 360178 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Live with ease and comfort in this stunning and brilliantly furnished one bedroom... View all property information
    Location Information
    Naperville, Illinois 60563
    1 / 28
    Naperville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 363871 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This gleaming fully furnished 2 bedroom, 2 bathroom apartment in Naperville is just... View all property information
    Location Information
    Naperville, Illinois 60540
    1 / 12
    Naperville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 368997 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is ideally located close to Naperville's charming downtown with its... View all property information
    Location Information
    Naperville, Illinois 60540
    1 / 9
    Lisle
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 374495 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Photos are meant to give you an idea of what it would be like living at this community,... View all property information
    Location Information
    Lisle, DuPage County 60532
    1 / 22
    Naperville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 372493 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Naperville, Illinois 60563
    1 / 9
    Naperville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 364238 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Looking for a place to enjoy and relax? This elegant and spacious one bedroom, one... View all property information
    Location Information
    Naperville, Illinois 60563
    Tinley Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful 2700+ square foot home. There are four bedrooms with one being used as an office. There is a pool table in basement. In-ground heated pool in backyard allows guests to relax. The master bedroom has an en-suite bathroom with a steam shower. There are two televisions (one in the living room... View all property information
    Location Information
    Tinley Park, Illinois 60487
    Get the List
    1 / 23
    Forest Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371667 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. The Space Crowned 'The best in neighborhood dining' according to a 2008 Chicago Tribune... View all property information
    Location Information
    Forest Park, Illinois 60130
    1 / 20
    Melrose Park
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 367366 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Single family house, fully furnished 3 bedroom, laundry room, 1 full bath and one... View all property information
    Location Information
    Melrose Park, Illinois 60164
    1 / 23
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371208 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Oak Park, Illinois
    1 / 1
    Crete
    4 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    2016 Rental Rates: In-Season: 6/25-8/20: $11,100 per week~~ 8/20-9/3: $8400 per week, including linens and cleaning Off-Season Rates: 4/30-5/28:.$7000/week ~~ 5/28-6/25: $8,400/week ~~ 9/3-10/1:$7700/week ~~ 10/1-10/29: $7000/week~~ 10/29-12/31: $5900/week CLEANING AND LINENS INCLUDED IN ALL RATES!... View all property information
    Location Information
    Crete, Illinois 02633
    1 / 7
    Naperville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 360183 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Live with ease and comfort in this stunning and brilliantly furnished two bedroom... View all property information
    Location Information
    Naperville, Illinois 60563
    1 / 19
    Naperville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 364257 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. COMMUNITY AMENITIES 24 Hour Emergency Maintenance & Lock Out Service Business Center... View all property information
    Location Information
    Naperville, Illinois 60563
    1 / 23
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371199 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Oak Park, Illinois
    1 / 11
    Naperville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 363512 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property in the western suburbs of Chicago is ideally located close to... View all property information
    Location Information
    Naperville, Illinois 60540
    1 / 10
    Hyde Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 364989 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. NEIGHBORHOOD: Crandon Condo is in beautiful South Shore, southeast of the University of... View all property information
    Location Information
    Hyde Park, Illinois
    1 / 20
    Oak Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 372494 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 20
    Oak Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371141 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Oak Park, Illinois
    1 / 20
    Oak Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371139 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Oak Park, Illinois
    1 / 11
    Hyde Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 364990 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. NEIGHBORHOOD: Crandon Condo is in beautiful South Shore, southeast of the University of... View all property information
    Location Information
    Hyde Park, Illinois
    1 / 23
    Oak Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 371206 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. *This unit is being Furnished On-Demand by HomeSuite! Photos are meant to give you a... View all property information
    Location Information
    Oak Park, Illinois
    1 / 23
    Villa Park
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 362827 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This amazing single family brick bungalow has all the luxuries of a home. It has been... View all property information
    Location Information
    Villa Park, DuPage County 60181
    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Wi-Fi
    • Terrace
    • Patio
    • Grill
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Private Garden
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Terrace
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    Oak Park
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Balcony
    • Terrace
    • Patio
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302