Default HTG hotel image

Riverdale Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Riverdale vacation rentals

Desk, iron/ironing board, travel crib, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
9.8 out of 10, Exceptional, (7 reviews)
"This was a great stay! Great size and location. Would recommend it a lot."
United States
Dulce
The price is AED 569
AED 1,023 total
includes taxes & fees
21 Jul - 22 Jul
Chic Studio in the Heart of the Gold Coast
Property grounds

ENVITAE Hotel, 4BR Luxury Modern Apartments

ENVITAE Hotel, 4BR Luxury Modern Apartments
Near North Side
9.6 out of 10, Exceptional, (13 reviews)
"Un superbe building avec des prestations sympas, un chouette appartement avec tout ce qu’il faut pour être confortable et les petits détails qui font la différence, notamment pour un court séjour car cela évite de voyager avec ou de courir en acheter: savon pour les mains, shampooing, gel douche, lessive, café etc il est très proche de la ligne rouge du métro et d’un arrêt de bus. "
United States
Emeline B.
The price is AED 1,039
AED 2,357 total
includes taxes & fees
8 Jul - 9 Jul
ENVITAE Hotel, 4BR Luxury Modern Apartments
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,196 reviews)
"Great location"
United States
JAVIER
The price is AED 590
AED 800 total
includes taxes & fees
5 Jul - 6 Jul
Sentral Michigan Avenue
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
8.0 out of 10, Very Good, (3 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 AED 507
AED 982 total
includes taxes & fees
5 Jul - 6 Jul
Sunlit 1BR Apartment | Warm & Welcoming Space
Interior

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (30 reviews)
"The cabin was cute and cozy and the host was very welcoming. "
United States
Deric D.
The price is AED 305
AED 424 total
includes taxes & fees
28 Jun - 29 Jun
Beautiful Rustic Cabin for Two!
Interior

9 Mi to Downtown! Pet-Friendly Unit Near UChicago

9 Mi to Downtown! Pet-Friendly Unit Near UChicago
Woodlawn
10.0 out of 10, Exceptional, (2 reviews)
"Great host very accommodating."
United States
Kali P.
9 Mi to Downtown! Pet-Friendly Unit Near UChicago
TV, offices

River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
The price is AED 775
AED 1,958 total
includes taxes & fees
19 Jul - 20 Jul
River North Rooftop With In and Out Parking 6
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 AED 595
AED 1,099 total
includes taxes & fees
5 Jul - 6 Jul
Chicago-Themed 1BR in a Central Spot near Downtown
Interior

Two bedroom in United States of America, Chicago

Two bedroom in United States of America, Chicago
Bronzeville
The price is AED 514
AED 1,320 total
includes taxes & fees
29 Jun - 30 Jun
Two bedroom in United States of America, Chicago
TV, offices

LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
The price is AED 613
AED 811 total
includes taxes & fees
28 Jun - 29 Jun
LIVN Millennium Park Downtown Chicago 1 BR
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 AED 489
AED 956 total
includes taxes & fees
29 Jun - 30 Jun
1BR Modern Luxe Apt with In-Unit Laundry
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.8 out of 10, Exceptional, (6 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 AED 973
AED 2,199 total
includes taxes & fees
28 Jun - 29 Jun
River North Rooftop With In and Out Parking 3
1 bedroom, iron/ironing board, travel crib, WiFi

LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is AED 573
AED 763 total
includes taxes & fees
29 Jun - 30 Jun
LIVN West Loop Chicago Classic Queen Studio
Fridge, microwave, oven, stovetop

Beautiful Unit CHI in Prime River North - 2

Beautiful Unit CHI in Prime River North - 2
Downtown Chicago
8.6 out of 10, Excellent, (25 reviews)
"Great place to stay for our girls weekend. Very convenient to everything in the city! We had the second unit and just to know this is a walk up with about 40-45 stairs to get to the unit. "
United States
Dawn P.
Beautiful Unit CHI in Prime River North - 2
2 bedrooms, iron/ironing board, travel crib, WiFi

Sunlit & Chic 2BR Retreat

Sunlit & Chic 2BR Retreat
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful condo! Very clean and great location! We enjoyed our stay very much."
United States
Misty H.
The price is AED 514
AED 1,055 total
includes taxes & fees
21 Jul - 22 Jul
Sunlit & Chic 2BR Retreat
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (495 reviews)
"Very clean and loved the location and amenities with the store on the first floor was fantastic"
United States
Kimberly
The price is AED 894
AED 1,140 total
includes taxes & fees
1 Jul - 2 Jul
Level Chicago – Old Town
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
9.8 out of 10, Exceptional, (27 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AED 592
AED 811 total
includes taxes & fees
28 Jun - 29 Jun
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Fridge, microwave, oven, stovetop

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.6 out of 10, Exceptional, (62 reviews)
"Our stay was very comfortable. Communication was fantastic and super timely. The kitchen was well stocked. The house was very clean and spacious. Would definitely stay there again!"
United States
Erin B.
The price is AED 702
AED 1,473 total
includes taxes & fees
9 Jul - 10 Jul
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Beach nearby, sun loungers, beach towels

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Miller Beach
10.0 out of 10, Exceptional, (51 reviews)
"Had a great stay and robin was super helpful and friendly! Great location close to lake"
United States
Weylin W.
The price is AED 2,314
AED 3,838 total
includes taxes & fees
18 Jul - 19 Jul
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (21 reviews)
"Great place! The location is perfect. The apartment was comfortable for 5 people. Love the king beds in each room.It was clean and the staff was very helpful.Would definitely stay here again!"
United States
valerie h.
The price is AED 1,690
AED 3,277 total
includes taxes & fees
21 Jul - 22 Jul
Spacious 4BR Central Apartment w/ Skyline Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Riverdale Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The Ambassador Gold Coast was our first hotel stay as we embarked on an AmTrak Rail Pass trek across the country and back, and they set the bar very high! The staff was very helpful, the room was large with a big window, very clean, great bed, and nice bathroom. The buffet breakfast (included) was the BEST of the entire month-long trip! Everything imaginable, in a lovely comfortable dining room. Also, we were welcomed with free drink tickets at the bar, and an h'or d'oeuvre ticket that we didn't have time to use! We loved the Gold Coast neighborhood, felt very safe there, and this hotel remained an absolute favorite for the remainder of our trip. Thanks for getting us off to a great start on the trip of a lifetime! We hope to stay there again, and will recommend it to anyone traveling to Chicago!"
Cathie 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

Can I find a vacation rental in Riverdale?

Yes, you can find vacation rentals near the most popular local attractions in Riverdale, or you can go with a more secluded option if you'd like a relaxing place to stay. Riverdale is known for its art and waterfront.

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

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental near Riverdale is located in the city center and has a balcony, a barbecue grill, 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 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 a family-friendly sight such as Mascot Hall Of Fame. In the larger area, you’ll find popular places like Soldier Field and Michigan Avenue.

What’s a vacation rental in Riverdale like?

A vacation rental is a private property you can stay in for several days or longer in Riverdale. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.