Rosemont Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rosemont vacation rentals

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 CA $251
CA $678 total
includes taxes & fees
Apr 29 - Apr 30
River North Rooftop With In and Out Parking 3

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, (18 reviews)
"Great place"
United States
Daniel L.
The price is CA $288
CA $892 total
includes taxes & fees
Apr 19 - Apr 20
Modern West Loop Gem-City Views & Prime Location 6

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 CA $155
CA $319 total
includes taxes & fees
Apr 26 - Apr 27
Sunlit 1BR Apartment | Warm & Welcoming Space

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.0 out of 10, Wonderful, (17 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is CA $99
CA $246 total
includes taxes & fees
Apr 19 - Apr 20
Modern Comfort: 1BR Unit w/ Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (9 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 CA $155
CA $319 total
includes taxes & fees
Apr 19 - Apr 20
West Loop Living – Bright 1BR

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 CA $155
CA $320 total
includes taxes & fees
Apr 19 - Apr 20
Chicago-Themed 1BR in a Central Spot near Downtown

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 CA $147
CA $292 total
includes taxes & fees
Apr 28 - Apr 29
Chic Studio in the Heart of the Gold Coast

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (14 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is CA $323
CA $802 total
includes taxes & fees
Apr 30 - May 1
Spacious 4BR Central Apartment w/ Skyline Views

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
The price is CA $212
CA $282 total
includes taxes & fees
Apr 19 - Apr 20
LIVN West Loop Chicago King Studio

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is CA $198
CA $625 total
includes taxes & fees
Apr 27 - Apr 28
Premium Urban 4BR - Perfect Mix of Comfort & Location

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 price is CA $221
CA $406 total
includes taxes & fees
Apr 17 - Apr 18
The Oak Park Loft

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,130 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is CA $197
CA $272 total
includes taxes & fees
Apr 27 - Apr 28
Sentral Michigan Avenue

Oak Park Queen

Oak Park Queen
Oak Park
8.2 out of 10, Very good, (33 reviews)
"The property was very clean and comfortable. Good location. The owner was responsive."
United States
Susan S.
The price is CA $167
CA $369 total
includes taxes & fees
Apr 19 - Apr 20
Oak Park Queen

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful property, great location, quiet, with plenty of curb parking directly in front. "
United States
carlos l.
The price is CA $522
CA $1,058 total
includes taxes & fees
May 10 - May 11
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (465 reviews)
"Would definitely stay again. Everything was great!"
United States
Michelle
The price is CA $210
CA $281 total
includes taxes & fees
Apr 19 - Apr 20
Level Chicago – Old Town

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.4 out of 10, Exceptional, (22 reviews)
"Everything was excellent. Highly recommended!!!"
United States
Donald S.
The price is CA $521
CA $1,315 total
includes taxes & fees
Apr 19 - Apr 20
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (190 reviews)
"Great place! Would definitely stay again!"
United States
Katherine
The price is CA $221
CA $389 total
includes taxes & fees
Apr 30 - May 1
Kasa River North Chicago

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"Finding a good 3 br or 4 br option in and around OP / RF is challenging and if this one is available, jump on it. Functional plan, easy parking, great location and responsive owners. "
United States
Lawrence P.
The price is CA $513
CA $1,066 total
includes taxes & fees
May 3 - May 4
Oak Park Victorian by FLW Studio

Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (18 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is CA $309
CA $943 total
includes taxes & fees
Apr 20 - Apr 21
Chic 3bed 2bath Home with free parking close to United Center

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay. "
United States
Jason T.
The price is CA $420
CA $924 total
includes taxes & fees
Apr 19 - Apr 20
Spacious Deck & Balcony, Game Area, Garage
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rosemont Hotel Reviews

Find out more about Rosemont

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 Rosemont. 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.

Frequently asked questions

Are there vacation rentals in Rosemont?

Yes, we give you a choice of vacation rentals in Rosemont close to The Dome at the Parkway Bank Sports Complex, or you can select a more remote option if you want a relaxing stay. Tourists who visit Rosemont like the array of shops and acclaimed theater scene. Leave some time to check out the great live music and top-notch restaurants during your visit.

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

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This vacation home rental outside of Rosemont is located in the city center and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Rosemont?

With 20 Expedia vacation rentals, you're sure to find just the right place for your Rosemont stay.

What can I see and do in Rosemont?

The Dome at the Parkway Bank Sports Complex and Parkway Bank Park Entertainment District are a couple of family-friendly sights, whereas cultural attractions include Rosemont Theatre. Other popular places to visit in the area include Wrigley Field and Navy Pier.

What are vacation rentals like in Rosemont?

Vacation rentals are privately owned properties you can book for several days or longer in Rosemont. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.