Sister Bay Condo Rentals - Vacation Rentals in Countryside

Guesthouse Gem 2BR, Smart TVs, W/D, & Parking From US $320
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Chicago Marriott Southwest at Burr Ridge From US $206
         

|
8.7 (82 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Chicago-Burr Ridge From US $138
         

9.2 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Landing | Chic 2BD, Pool, Gym From US $274
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Landing | Spectacular 1BD, Pool, Gym From US $236
         

New
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Luxury Places to Stay in Countryside

Over 34+ Luxury Places to Stay in or Near Countryside
Crowne Plaza Chicago SW - Burr Ridge by IHG From US $198
         

|
8.2 (249 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
William Tell Hotel MOD Collection by Sonesta From US $187
         

|
7.1 (231 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Plus Chicagoland - Countryside From US $171
         

|
8.0 (708 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Hampton Inn & Suites Chicago-Burr Ridge From US $164
         

|
8.6 (192 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Chicago Marriott Southwest at Burr Ridge From US $147
         

|
8.8 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Chicagoland - Countryside From US $119
         

|
8.6 (1307 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Countryside

Over 3+ Top-Rated Vacation Rentals with a Pool in or Near Countryside
Crowne Plaza Chicago SW - Burr Ridge by IHG From US $107
         

|
8.6 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Countryside

Over 4+ Pet-Friendly Vacation Rentals in or Near Countryside
Lofty Urban Retreat From US $352
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Coziest estate home 20 minutes to downtown From US $241
         

8.8 (15 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
3 bedroom Condo on Lagrange From US $415
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Countryside

Over 1+ Large Vacation Homes & Villas in or Near Countryside

Wheelchair Accessible Vacation Homes in Countryside

Over 2+ Wheelchair Accessible Vacation Homes in or Near Countryside
William Tell Hotel MOD Collection by Sonesta From US $114
         

|
8.0 (1450 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Extended Stay America Suites Chicago Burr Ridge From US $114
         

7.4 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Countryside Vacation Rentals and Airbnb Places to Stay Under $200

Over 12+ Countryside Vacation Rentals and Airbnb Places to Stay Under $200
American Inn and Suites From US $107
         

1.8 (25 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
American Inn & Suites From US $80
         

5.8 (379 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Landing | Modern 2BD, Clubhouse, Gym From US $139
         

New
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Landing | Beautiful 1BD, Clubhouse, Pool From US $138
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Landing | Incredible 2BD, Clubhouse, Pool From US $133
         

Landing | Stunning 2BD, Gym, Pool From US $125
         

New
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Landing | Beautiful 2BD, Clubhouse, Pool From US $125
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Countryside

Over 2+ Instantly Bookable Vacation Homes in or Near Countryside
Classy and Sophisticated Townhome in quiet area From US $261
         

4.8 (5 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens
Modern, 1-bedroom apartment in La Grange with AC, fitness room, WiFi From US $243
         

About Countryside Vacation Rentals

With more than 43 Countryside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sisterbaycondorentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Countryside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sisterbaycondorentals Countryside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Countryside. Places to stay near Countryside are 624.63 ft² on average, with prices averaging $214 a night.

Sisterbaycondorentals makes it easy and safe to find and compare vacation rentals in Countryside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Countryside

Type Count
Holiday Apartments 17
Hotels with Suites 16
Vacation Homes 10

Use these Quick Filters to Find a Vacation Rental in Countryside

Pro Tip: Sisterbaycondorentals makes it easy to compare the best listings on Sisterbaycondorentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sisterbaycondorentals 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 Countryside.

Weather in Countryside

View the weather forecast for Countryside before booking your Countryside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Countryside, IL


Countryside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Countryside?
How many vacation rentals are available in Countryside?

Currently, the total number of properties listed in 2026 is over 43 in the Countryside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Countryside.