
Countryside Vacation Rentals
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Our top choices for Countryside vacation rentals

1. Sentral Michigan Avenue
Sentral Michigan Avenue
2. Kasa Lake Shore Chicago
Kasa Lake Shore Chicago
3. Level Chicago – Old Town
Level Chicago – Old Town
4. Vibrant House, Walk to Train, Game Room
Vibrant House, Walk to Train, Game Room
5. Wrigleyville Suites
Wrigleyville Suites
6. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
7. Cozy, Comfortable and Convenient apartment. Close to everything!
Cozy, Comfortable and Convenient apartment. Close to everything!
8. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
9. At Home in Oak Park
At Home in Oak Park
10. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
11. Great Area Logan Square Apt Games Pets - Sleeps 5
Great Area Logan Square Apt Games Pets - Sleeps 5
12. 3BR Complete and Spacious Apartment in Ideal Spot
3BR Complete and Spacious Apartment in Ideal Spot
13. Perfect 2-bedroom apartment in lovely Berwyn for your stay
Perfect 2-bedroom apartment in lovely Berwyn for your stay
14. Chic Urban Retreat Near Wrigley Field w/Parking
Chic Urban Retreat Near Wrigley Field w/Parking
15. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
16. Historic Oak Park Home
Historic Oak Park Home
17. 2 Full Beds | Non-Smoking, Kitchen
2 Full Beds | Non-Smoking, Kitchen
18. LUXE 3 BR, 2 BA + Hot Tub
LUXE 3 BR, 2 BA + Hot Tub
19. Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park Trendy Studio Apartment in Good Spot
20. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Regal Stylish Loft Rooftop|13 mins DT |4 mins LakeFind vacation rentals that suit your style
Top Countryside Hotel Reviews

L7 Chicago by LOTTE
Find out more about Countryside
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Countryside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.


































































