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Riverdale Holiday Rentals

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Our top choices for Riverdale holiday rentals

1. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (13 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveller
The price is NZ$810
includes taxes & fees
1 Oct - 2 Oct
Romantic Escape - Adult Playhouse with Exotic Dungeon

2. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
8.8 out of 10, Excellent, (12 reviews)
"Very nice place! Comfortable beds, quiet neighborhood. Excellent value!"
United States
David M.
The price is NZ$463
includes taxes & fees
27 Oct - 28 Oct
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

3. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (35 reviews)
"I had a fun stay "
United States
Jusu K.
The price is NZ$364
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

4. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,347 reviews)
"Nice room, will stay again, highly recommend:)"
United States
Reina
The price is NZ$415
includes taxes & fees
26 Oct - 27 Oct
Sentral Michigan Avenue

5. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (7 reviews)
"Property looks recently renovated and has everything you need for a comfortable stay."
United States
Anna P.
The price is NZ$708
includes taxes & fees
1 Oct - 2 Oct
Stylish 2BR Near Hyde Park, UChicago & Lake

6. Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (29 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
The price is NZ$824
includes taxes & fees
7 Oct - 8 Oct
Spacious 3br home near Chicago, fenced yard for pets

7. 2MI to Obama Center - Pet-Friendly near UOC!

2MI to Obama Center - Pet-Friendly near UOC!
Woodlawn
9.6 out of 10, Exceptional, (4 reviews)
"Great host very accommodating."
United States
Kali P.
The price is NZ$614
includes taxes & fees
1 Oct - 2 Oct
2MI to Obama Center - Pet-Friendly near UOC!

8. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (48 reviews)
"Location is perfect"
United States
Mary
The price is NZ$585
includes taxes & fees
4 Oct - 5 Oct
Kasa Lake Shore Chicago

9. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (7 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveller
The price is NZ$838
includes taxes & fees
1 Oct - 2 Oct
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

10. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
The price is NZ$346
includes taxes & fees
5 Oct - 6 Oct
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

11. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (5 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveller
The price is NZ$1,248
includes taxes & fees
1 Oct - 2 Oct
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

12. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

13. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.4 out of 10, Very good, (35 reviews)
"Great stay. Clean place. Happy to come back."
United States
David F.
The price is NZ$204
includes taxes & fees
4 Oct - 5 Oct
Beautiful Rustic Cabin for Two!

14. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (532 reviews)
"Location and facility was very nice"
United States
Brian
The price is NZ$671
includes taxes & fees
4 Oct - 5 Oct
Level Chicago – Old Town

15. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (80 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is NZ$552
includes taxes & fees
27 Oct - 28 Oct
Cozy, Comfortable and Convenient apartment. Close to everything!

16. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (33 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is NZ$320
includes taxes & fees
13 Oct - 14 Oct
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

17. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is NZ$529
includes taxes & fees
7 Oct - 8 Oct
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

18. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (114 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is NZ$534
includes taxes & fees
5 Oct - 6 Oct
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

19. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
The price is NZ$485
includes taxes & fees
8 Oct - 9 Oct
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

20. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is NZ$838
includes taxes & fees
1 Oct - 2 Oct
Classic Forest Park Foursquare < 1 Mi to Blue Line
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Riverdale Hotel Reviews

Find out more about Riverdale

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Riverdale holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Riverdale. 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 Riverdale. Seeing all the best attractions is bound to make you fall in love with Riverdale. Who knows, you may even be tempted to extend your 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 holiday 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 Riverdale short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Riverdale?

Yes, there are holiday rentals close to the most popular sights in Riverdale, or you can select a more secluded option if you're looking for a relaxing stay. Riverdale is known for its art and waterfront.

What are some of the best holiday rentals that Riverdale has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This holiday home rental outside of Riverdale is located in the city centre, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Riverdale?

Explore the area and cultural attractions such as Nathan Manilow Sculpture Park, or visit one of the family-friendly sights such as Childrens Museum of Oak Lawn. In the wider area, you’ll find popular places such as Soldier Field and United Center.

What’s a holiday rental in Riverdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Riverdale. Holiday rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.