Search Holiday Rentals in Rosemont

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • 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 holiday rentals

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.6 out of 10, Exceptional, (9 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
The price is £1,138
includes taxes & fees
15 May - 16 May
River North Private Deck With In and Out Parking

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 £439
includes taxes & fees
26 May - 27 May
River North Rooftop With In and Out Parking 3

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 £282
includes taxes & fees
21 May - 22 May
Sunlit 1BR Apartment | Warm & Welcoming Space

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 £192
includes taxes & fees
20 May - 21 May
Modern Comfort: 1BR Unit w/ Laundry

Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
Downtown Chicago Stay with Free In & Out Parking 4

Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Great location, plenty of space and clean home. "
United States
Brittany T.
The price is £484
includes taxes & fees
3 Jun - 4 Jun
Modern West Loop Gem-City Views & Prime Location 5

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 £161
includes taxes & fees
12 May - 13 May
Chic Studio in the Heart of the Gold Coast

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 £405
includes taxes & fees
18 May - 19 May
LIVN Millennium Park Downtown Chicago 2BR

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Super clean, great communication! Thanks for a great stay."
United States
Tracey L.
The price is £238
includes taxes & fees
14 May - 15 May
LIVN West Loop Chicago 2 BR City View

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 £230
includes taxes & fees
19 May - 20 May
West Loop Living – Bright 1BR

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (17 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is £597
includes taxes & fees
1 Jun - 2 Jun
Spacious 4BR Central Apartment w/ Skyline Views

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (752 reviews)
"Great location"
United States
Alex
The price is £194
includes taxes & fees
12 May - 13 May
Kasa Magnificent Mile Chicago

Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago Stay with Free In & Out Parking 3
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Perfect Stay!"
United States
Miyauna G.
Downtown Chicago Stay with Free In & Out Parking 3

LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"We loved the location."
United States
Nicoll M.
The price is £511
includes taxes & fees
17 May - 18 May
LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is £173
includes taxes & fees
14 May - 15 May
LIVN Millennium Park Downtown Chicago Studio

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 £412
includes taxes & fees
13 May - 14 May
Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 1

Modern West Loop Gem-City Views & Prime Location 1
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Great location, HUGE space, and great service at a great rate!"
United States
Ernest C.
Modern West Loop Gem-City Views & Prime Location 1

LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is £250
includes taxes & fees
18 May - 19 May
LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
The price is £167
includes taxes & fees
14 May - 15 May
LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (4 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is £532
includes taxes & fees
15 May - 16 May
LIVN West Loop Chicago King Studio
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

Everything you need to know about Rosemont holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rosemont holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rosemont holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rosemont holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rosemont. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rosemont holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rosemont holiday rentals we have selected for you start as low as £80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rosemont rentals

At Expedia, we put the best Rosemont holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rosemont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rosemont holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rosemont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Rosemont?

Yes, there are holiday rentals in Rosemont close to The Dome at the Parkway Bank Sports Complex, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Rosemont like the array of shops and acclaimed theatre scene. Leave some time to check out the great live music and lively bars during your visit.

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

ENVITAE Hotel, 4BR Luxury Modern Apartments: This holiday home rental outside of Rosemont 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.

How many holiday rentals are there in Rosemont?

With 20 Expedia holiday rentals, you're guaranteed 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 the 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 holiday rentals like in Rosemont?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rosemont. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to 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.