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Vacation rentals in Countryside

Vacation rentals in Countryside

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Countryside

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Cozy Cottage Minutes from Downtown Chicago
    SUPERHOSTEntire guesthouse · 4 guests · 1 bed · 1 bath
    Cozy Cottage Minutes from Downtown Chicago

    Super cute cottage overlooking horse farm minutes from downtown Chicago and expressways

    What guests are saying:

    “There is one thing that isn’t mentioned in the description that was an extremely pleasant surprise. There is a stunning view of sunset from the living room. If you book this I promise you’ll find yourself sitting on the living room couch looking out the window during sunset. Location was great and highly recommended if you’re wanting to go to swallow cliff. It’s just about a 5-8 minute drive. There is a Koehler spa nearby too if you need to step up your relaxing game. The unit also smelled great. Abundant toiletries, towels, pillows and blankets. Kitchen was generously stocked with ingredients, pots, and pans so you can pick up local produce and cook during your stay. Will definitely be booking again for long term stays. Great place to disconnect and relax with plenty to do nearby. If you’re vegan you must try Healthy Substance for breakfast or brunch. It’s totally worth the drive. Also within 10 minutes.”

  • Catmandu
    SUPERHOSTPrivate room · 3 guests · 2 beds · 1 private bath
    Catmandu

    Catmandu bedroom #1: Private en suite with comfy Queen size bed and a loveseat sitting area that pulls out to a single size bed if needed.

    What guests are saying:

    “The neighborhood and horse were beautiful! Spotlessly clean and GORGEOUS! We had everything we needed and then some. Lovely touches like a library of books and movies, toiletries, snacks, a lovely assortment of coffees and teas, basically, of we needed it, the host was there in a flash to provide it. Wonderful stay!”

  • Comfy and cozy in quiet, residential neighborhood
    SUPERHOSTPrivate room · 2 guests · 2 beds · 1 private bath
    Comfy and cozy in quiet, residential neighborhood

    We love to have people in our home & will try to do all that we can to make your stay excellent. Close to restaurants and shopping. 15 minute car drive to two train stations to downtown Chicago. Your room by private bathroom upstairs w/ door closing area off - semi private; my study upstairs. Enjoy family room, full kitchen, dining room, living room with fire place, front porch. Right off I-88, quiet neighborhood. Off street parking in our driveway. Happy to visit or allow your privacy. I

    What guests are saying:

    “Super close to Morton Arboretum, easy access to I88 and 355, tons of stores and restaurants within a few mins drive. The home is in a quiet, beautiful neighborhood; I felt very secure traveling alone, coming and going early and late. The room is well appointed with easy access to private bathroom. So many amenities, I lacked for nothing. I enjoyed running most afternoons at nearby Hidden Lake and Herrick Lake trails. I’ll book Alice’s place whenever I return to the area.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Countryside vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Countryside

Private floor with living room and office space
SUPERHOSTPrivate room
Private floor with living room and office space
Price:GYD5,428 / night
Palos Hills Apartment with a View
SUPERHOSTEntire apartment
Palos Hills Apartment with a View
Price:GYD18,582 / night
Private Room with single bed in comfortabe Home
SUPERHOSTPrivate room
Private Room with single bed in comfortabe Home
Price:GYD6,055 / night
Stylish, Cozy Apartment for the Perfect Get Away
SUPERHOSTPrivate room
Stylish, Cozy Apartment for the Perfect Get Away
Price:GYD2,923 / night
Private bedroom A in a quiet Chicago suburb.
SUPERHOSTPrivate room
Private bedroom A in a quiet Chicago suburb.
Price:GYD6,890 / night
Stay on Historic Route 66!
Hotel room
Stay on Historic Route 66!
Price:GYD11,024 / night
Cozy, New Luxury 2 Bedroom 15 Mins to O'Hare
SUPERHOSTEntire apartment
Cozy, New Luxury 2 Bedroom 15 Mins to O'Hare
Price:GYD9,604 / night
Private bedroom B in a Chicago suburb HOT TUB
SUPERHOSTPrivate room
Private bedroom B in a Chicago suburb HOT TUB
Price:GYD7,099 / night
Catmandu 2
SUPERHOSTPrivate room
Catmandu 2
Price:GYD8,351 / night
Cosmopolitan nest in Oak Parks North Side
SUPERHOSTEntire apartment
Cosmopolitan nest in Oak Parks North Side
Price:GYD9,604 / night
Private Room/Bath Wicker Park, Free Street Parking
SUPERHOSTPrivate room
Private Room/Bath Wicker Park, Free Street Parking
Price:GYD8,351 / night
Spacious accommodation near Midway Airport
SUPERHOSTPrivate room
Spacious accommodation near Midway Airport
Price:GYD7,516 / night
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