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Riverside Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Riverside Vacation Homes

Our top choices for Riverside vacation homes

The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
The price is CA $144
CA $304 total
includes taxes & fees
Sep 2 - Sep 3
The One: A 1BR Stay That Feels Like Home
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (4)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is CA $146
CA $305 total
includes taxes & fees
Sep 2 - Sep 3
Stylish 1BR in West Loop
Cozy Room with Rooftop Lounge & City Views in River North
Property grounds

Cozy Room with Rooftop Lounge & City Views in River North

10.0 out of 10, Exceptional, (1)
"The hotel was very nice and the location was excellent. Was able to walk to many locations. Noise wasn't bad for a city experience. Hotel restaurant was very good."
The price is CA $240
CA $355 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Room with Rooftop Lounge & City Views in River North
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is CA $146
CA $305 total
includes taxes & fees
Sep 2 - Sep 3
Sun-Drenched 1BR Apartment
2 Connecting Suites at a 4⭐️ Hotel
Banquet hall

2 Connecting Suites at a 4⭐️ Hotel

The price is CA $755
CA $1,020 total
includes taxes & fees
Sep 2 - Sep 3
2 Connecting Suites at a 4⭐️ Hotel
2 Connecting Suites at a 5⭐️ Hotel
Exterior

2 Connecting Suites at a 5⭐️ Hotel

The price is CA $3,660
CA $4,939 total
includes taxes & fees
Sep 1 - Sep 2
2 Connecting Suites at a 5⭐️ Hotel
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Exterior detail

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"Very clean in a safe neighborhood. I would stay here again"
The price is CA $198
CA $278 total
includes taxes & fees
Aug 28 - Aug 29
Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Fridge, microwave, oven, stovetop

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

2.0 star property
9.6 out of 10, Exceptional, (9)
"Lovely little cottage in great location with excellent restaurants close by. Had everything we needed for our stay. Kitchen was perfectly equipped and having the washer dryer was such a bonus. The communication with the landlord was very good. Would absolutely stay here again. "
The price is CA $159
CA $401 total
includes taxes & fees
Aug 25 - Aug 26
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Cozy house in the city
Outdoor dining

Cozy house in the city

2.0 star property
8.8 out of 10, Excellent, (3)
"it was nice"
The price is CA $246
CA $552 total
includes taxes & fees
Aug 25 - Aug 26
Cozy house in the city
4BR Retreat w/ Theater, Game Room & Backyard
Dining

4BR Retreat w/ Theater, Game Room & Backyard

8.8 out of 10, Excellent, (6)
The price is CA $96
CA $712 total
includes taxes & fees
Aug 25 - Aug 26
4BR Retreat w/ Theater, Game Room & Backyard
2BR Traveler's Favorite, Modern and Clean
Desk, iron/ironing board, travel crib, free WiFi

2BR Traveler's Favorite, Modern and Clean

10.0 out of 10, Exceptional, (1)
"The place was really nice and clean, an excellent stay that ill consider again my next trip to chicago"
The price is CA $74
CA $496 total
includes taxes & fees
Aug 25 - Aug 26
2BR Traveler's Favorite, Modern and Clean
Peaceful 1BR Escape in Evanston
1 bedroom, iron/ironing board, travel crib, WiFi

Peaceful 1BR Escape in Evanston

9.4 out of 10, Exceptional, (3)
"Quiet, clean and spacious! A peaceful neighborhood. "
The price is CA $121
CA $271 total
includes taxes & fees
Sep 1 - Sep 2
Peaceful 1BR Escape in Evanston
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (6)
"Had a great stay. Great location. "
The price is CA $111
CA $248 total
includes taxes & fees
Aug 25 - Aug 26
Relaxing Chicago Studio
4BR Home with Game Room: Chicago Leisure Escape
Terrace/patio

4BR Home with Game Room: Chicago Leisure Escape

7.0 out of 10, Good, (2)
"Smooth and efficient check in and check out process. The property was both super spacious and had several amenities for my guests and I. There are several spots for groceries in the area if your thing is cooking or grilling."
The price is CA $145
CA $666 total
includes taxes & fees
Aug 21 - Aug 22
4BR Home with Game Room: Chicago Leisure Escape
Enamored in Elmhurst
Smart TV

Enamored in Elmhurst

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great stay"
The price is CA $294
CA $684 total
includes taxes & fees
Aug 21 - Aug 22
Enamored in Elmhurst
Prime City Stay in a 1BR Apt
1 bedroom, iron/ironing board, travel crib, WiFi

Prime City Stay in a 1BR Apt

9.0 out of 10, Wonderful, (6)
The price is CA $117
CA $268 total
includes taxes & fees
Sep 16 - Sep 17
Prime City Stay in a 1BR Apt
Getaway Near ORD With Great Local Amenities
Fridge, microwave, oven, stovetop

Getaway Near ORD With Great Local Amenities

8.8 out of 10, Excellent, (3)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
The price is CA $110
CA $405 total
includes taxes & fees
Aug 25 - Aug 26
Getaway Near ORD With Great Local Amenities
Homey 1BR Space Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

Homey 1BR Space Apartment

9.0 out of 10, Wonderful, (4)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
The price is CA $117
CA $268 total
includes taxes & fees
Sep 16 - Sep 17
Homey 1BR Space Apartment
Chic apartment with fitness room and AC in beautiful Chicago
Exterior

Chic apartment with fitness room and AC in beautiful Chicago

7.0 out of 10, Good, (2)
"This was a nice apartment and stay forThe price. Close to train station. However would be nice to add a microwave. I had to reach out by calling the host after no response about check in information on VRBO app. Received the check in information very late the night prior to my stay. Was charged 50 for early check in but when we arrived they were stillCleaning and we had to wait about 15-20minutes outside. Overall with all the inconveniences. It ended up being good stay for the price. "
The price is CA $138
CA $427 total
includes taxes & fees
Sep 4 - Sep 5
Chic apartment with fitness room and AC in beautiful Chicago
Great Layout – Spacious 2BR Apt
Fridge, microwave, oven, stovetop

Great Layout – Spacious 2BR Apt

10.0 out of 10, Exceptional, (2)
"Clean, comfortable, and would definitely stay again!"
The price is CA $128
CA $303 total
includes taxes & fees
Aug 24 - Aug 25
Great Layout – Spacious 2BR Apt
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 Riverside Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Great spot, good location, nice rooms. "
John 1-night trip
Posted 9 hours ago
Hotel Felix River North/Magnificent Mile