Rent The Cottages - Vacation Rentals in Orland Square

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $276

         

10.0 (2 Reviews)

House

Cozy/Private 3 BR nestled on an acre of Serenity

• Air Conditioner
• Parking
• Pool

• Chicago
• Tinley Park

View Availability

From US $411

         

|

New

House

Modern Retreat with Private Pool & Yard, 10 mins to Tinley Ampitheatre home

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Orland Hills

View Availability

From US $111

         

9.4 (1057 Reviews)

Hotel

Wingate by Wyndham Tinley Park

• Air Conditioner
• Parking
• Pool

• Chicago
• Tinley Park

View Availability

From US $115

         

10.0 (1 Review)

Apartment

Charming 2-Bedroom Apt. King Bed, Desk, Fast WiFi, A/C, Near Hospitals

• Air Conditioner
• Parking
• TV

• Chicago
• Palos Hills

View Availability

From US $225

         

New

House

Luxury Retreat Near Local Gems

• Air Conditioner
• Parking
• Security/Safety

• Chicago
• Parkside

View Availability

From US $148

         

|

9.2 (364 Reviews)

Hotel

Holiday Inn Chicago Tinley Park by IHG

• Air Conditioner
• Pool
• TV

• Chicago
• Tinley Park

View Availability

From US $239

         

9.6 (54 Reviews)

House

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Worth

View Availability

From US $175

         

|

9.2 (216 Reviews)

Hotel

Holiday Inn Express & Suites - Orland Park Mokena by IHG

• Air Conditioner
• Parking
• Pool

• Chicago
• Mokena

View Availability

From US $105

         

|

8.8 (1163 Reviews)

Hotel

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

• Air Conditioner
• Parking
• TV

• Chicago
• Tinley Park

View Availability

From US $113

         

5.0 (2 Reviews)

Condo

~Home Comforts, Roku SmartTV, Fast WiFi~

• Air Conditioner
• Parking
• TV

• Sayville
• Fire Island Pines

View Availability

From US $345

         

New

House

Charming 3-bedroom house with fitness equipment in lovely Oak Forest

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Chicago
• Oak Forest

View Availability

From US $308

         

New

House

NEW! Modern Retreat with Private Pool & Yard

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Orland Hills

View Availability

New

From US $247

         

New

House

Ranch Single Level Home near downtown Tinley Park

• Air Conditioner
• Pet Friendly
• TV

• Chicago
• Tinley Park

View Availability

From US $189

         

New

Condo

Renovated, with updated appliances and fully furnished with brand new furniture

• Air Conditioner
• Parking
• TV

• Chicago
• Orland Park

View Availability

From US $378

         

10.0 (17 Reviews)

House

Gorgeous Log Home in Chicagoland!

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Mokena

View Availability

From US $80

         

10.0 (4 Reviews)

Condo

Thirty Day Minimum Condo in Chicago SW Suburbs of Orland Park Illinois

• Air Conditioner
• Parking
• TV

• Chicago
• Orland Park

View Availability

From US $208

         

9.6 (10 Reviews)

House

Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Crestwood

View Availability

From US $489

         

9.4 (3 Reviews)

House

Delightful 4-bedroom house with AC in Tinley Park

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Tinley Park

View Availability

From US $374

         

8.4 (9 Reviews)

House

Marvel - 4BR’s, 2 BA & Game Room

• Air Conditioner
• Pet Friendly
• Security/Safety

• Chicago
• Mokena

View Availability

From US $240

         

8.0 (1 Review)

House

Orland Park FHS Rental -Huntington Ct

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Orland Park

View Availability

From US $220

         

7.0 (2 Reviews)

House

Modern & Cozy house in Chicago suburb

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Chicago
• Worth

View Availability

From US $446

         

New

House

Crestwood FHS Rental - #1

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Crestwood

View Availability

From US $441

         

New

House

Extended Stay - Crestwood FHS Rental

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Crestwood

View Availability

From US $284

         

New

House

Palos Hills FHS Rental

• Air Conditioner
• Parking
• Pet Friendly

• Chicago
• Palos Hills

View Availability

★ Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Orland Square.