Riverdale Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Riverdale holiday rentals

Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,150 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is HK$1,192
HK$1,629 total
includes taxes & fees
25 May - 26 May
Sentral Michigan Avenue
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is HK$1,042
HK$2,010 total
includes taxes & fees
10 May - 11 May
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$1,465
HK$2,573 total
includes taxes & fees
10 May - 11 May
Sunlit 1BR Apartment | Warm & Welcoming Space
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$971
HK$1,840 total
includes taxes & fees
12 May - 13 May
Chic Studio in the Heart of the Gold Coast
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (22 reviews)
"Everything was walking distance and had everything needed for a comfortable stay "
United States
Daniel
The price is HK$1,410
HK$4,681 total
includes taxes & fees
13 May - 14 May
Modern West Loop Gem-City Views & Prime Location 6
Interior

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.8 out of 10, Excellent, (25 reviews)
"The cabin was cute and cozy and the host was very welcoming. "
United States
Deric D.
The price is HK$760
HK$1,027 total
includes taxes & fees
18 May - 19 May
Beautiful Rustic Cabin for Two!
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$2,076
HK$4,709 total
includes taxes & fees
26 May - 27 May
River North Rooftop With In and Out Parking 3
TV, offices

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is HK$1,285
HK$1,701 total
includes taxes & fees
10 May - 11 May
LIVN Millennium Park Downtown Chicago 2BR
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is HK$1,379
HK$2,453 total
includes taxes & fees
10 May - 11 May
West Loop Living – Bright 1BR
Property grounds

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
9.6 out of 10, Exceptional, (24 reviews)
"I had a fun stay "
United States
Jusu K.
The price is HK$1,121
HK$1,562 total
includes taxes & fees
10 May - 11 May
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place lots of at home pleasures. Comfortable and easy to walk to most public transit. Would stay again."
United States
Dana M.
The price is HK$1,191
HK$1,591 total
includes taxes & fees
10 May - 11 May
LIVN West Loop Chicago King Studio
Full-sized fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (473 reviews)
"Love the amenities. Great location too"
United States
Paul
The price is HK$1,707
HK$2,197 total
includes taxes & fees
26 May - 27 May
Level Chicago – Old Town
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (192 reviews)
"Great property - would come back. Decent size rooms and generally good all around"
United States
Suyash
The price is HK$1,135
HK$1,976 total
includes taxes & fees
10 May - 11 May
Kasa River North Chicago
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is HK$1,191
HK$2,185 total
includes taxes & fees
11 May - 12 May
Chicago-Themed 1BR in a Central Spot near Downtown
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (16 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$1,136
HK$3,576 total
includes taxes & fees
20 May - 21 May
Spacious 4BR Central Apartment w/ Skyline Views
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
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 HK$831
HK$1,850 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Iron/ironing board, travel cot, WiFi, bed sheets

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Room was clean, check in was easy, and the owner was very communicative."
United States
David
The price is HK$634
HK$1,406 total
includes taxes & fees
19 May - 20 May
Cozy Charm Studio Apt in Chicago
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.8 out of 10, Excellent, (3 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$1,269
HK$2,344 total
includes taxes & fees
19 May - 20 May
1BR Modern Luxe Apt with In-Unit Laundry
Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The Oak Park Loft
Iron/ironing board, travel cot, WiFi, bed sheets

Studio Unit | Chic + Prime Location

Studio Unit | Chic + Prime Location
Hyde Park
9.6 out of 10, Exceptional, (4 reviews)
"Location was just perfect!"
United States
Meg D.
The price is HK$634
HK$1,406 total
includes taxes & fees
19 May - 20 May
Studio Unit | Chic + Prime Location
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

Freehand Chicago

Freehand Chicago

8/10 Good
"The room was small but great value price wise. It’s a nice spot for a couple just visiting for a day or two. The bathroom was really tight but we managed. Only complaint I had was the fact that the heat is controlled for the entire building. It was freezing in the room because they said it was out of season to have the heat on in May (ppl are still wearing coats in Chicago in May lol) but they were nice enough to provide a space heater which made it comfortable! Would stay again."
Dominique 2-night trip
Posted 2 hours ago
Freehand Chicago

Find out more about Riverdale

Search for holiday rentals in Riverdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Riverdale using one of the methods below:

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Look no further and take a look at our great range of rental properties in Riverdale!

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?

ENVITAE Hotel, 4BR Luxury Modern Apartments: This holiday home rental outside of Riverdale is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable 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 Odyssey Fun World. 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.