Westmont Holiday Rentals

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Our top choices for Westmont holiday rentals

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Westmont
8.4 out of 10, Very good, (5)
"Great experience and great location very grateful for the stay, would highly recommend."
United States
DeMarco L.
The price is HK$708
HK$2,457 total
includes taxes & fees
21 Dec - 22 Dec
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Cozy Getaway - 2 Parking Spaces, Sleeps 4!

Cozy Getaway - 2 Parking Spaces, Sleeps 4!
Westmont
The price is HK$934
HK$2,758 total
includes taxes & fees
28 Dec - 29 Dec
Cozy Getaway - 2 Parking Spaces, Sleeps 4!

Executive Retreat - 2 Parking Spaces, Sleeps 4!

Executive Retreat - 2 Parking Spaces, Sleeps 4!
Westmont
7.4 out of 10, Good, (3)
"Easy stay"
United States
Brent T.
The price is HK$825
HK$2,620 total
includes taxes & fees
28 Dec - 29 Dec
Executive Retreat - 2 Parking Spaces, Sleeps 4!

Less is more! Pet friendly Tiny Home near Chicago!

Less is more! Pet friendly Tiny Home near Chicago!
Burr Ridge
9.8 out of 10, Exceptional, (35)
"We loved it!!! Perfect space for the 3 of us area is beautiful!! "
United States
Aaliyah G.
The price is HK$805
HK$1,627 total
includes taxes & fees
21 Dec - 22 Dec
Less is more! Pet friendly Tiny Home near Chicago!

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1012)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is HK$919
HK$1,308 total
includes taxes & fees
21 Dec - 22 Dec
Sentral Michigan Avenue

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (402)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job."
Canada
pouya
The price is HK$1,366
HK$1,603 total
includes taxes & fees
19 Jan - 20 Jan 2026
Chicago luxury home suites

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"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$490
HK$1,311 total
includes taxes & fees
6 Jan - 7 Jan 2026
Sun-Drenched 1BR Apartment

Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit
Downtown Chicago
10.0 out of 10, Exceptional, (5)
"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$537
HK$1,288 total
includes taxes & fees
19 Jan - 20 Jan 2026
Gold Coast Living: Modern Studio Unit

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is HK$490
HK$1,311 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is HK$490
HK$1,311 total
includes taxes & fees
19 Jan - 20 Jan 2026
West Loop Living – Bright 1BR

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$490
HK$1,311 total
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry

Stylish 1BR in West Loop

Stylish 1BR in West Loop
Downtown Chicago
10.0 out of 10, Exceptional, (10)
"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"
United States
Jacob D.
The price is HK$490
HK$1,311 total
includes taxes & fees
19 Jan - 20 Jan 2026
Stylish 1BR in West Loop

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is HK$490
HK$1,311 total
includes taxes & fees
1 Jan - 2 Jan 2026
The One: A 1BR Stay That Feels Like Home

Modern West Loop Gem-City Views & Prime Location 2

Modern West Loop Gem-City Views & Prime Location 2
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Apartment was clean and nice. Nice to have off street parking and the hosts were quick to respond. "
United States
Erik R.
The price is HK$1,307
HK$3,203 total
includes taxes & fees
30 Dec - 31 Dec
Modern West Loop Gem-City Views & Prime Location 2

Your Chicago get Away

Your Chicago get Away
Downtown Chicago
8.4 out of 10, Very good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is HK$1,398
HK$2,984 total
includes taxes & fees
22 Dec - 23 Dec
Your Chicago get Away

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is HK$1,027
HK$2,780 total
includes taxes & fees
27 Dec - 28 Dec
River North Rooftop With In and Out Parking 1

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"The property was exactly as advertised; clean, good neighborhood, and the views of the city were great. The private outdoor patio access was fantastic."
United States
Rich G.
The price is HK$2,879
HK$5,363 total
includes taxes & fees
26 Dec - 27 Dec
River North Private Deck With In and Out Parking

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.6 out of 10, Exceptional, (14)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is HK$615
HK$1,573 total
includes taxes & fees
21 Dec - 22 Dec
Twice as Nice: Chic 2BR Stay with Style & Space
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 Westmont Hotel Reviews

Find out more about Westmont

Search for holiday rentals in Westmont on Expedia! You can easily find your home rentals, villas, holiday apartments in Westmont 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 Westmont!

Frequently asked questions

Can I find a holiday rental in Westmont?

Yes, there are holiday rentals close to the most popular sights in Westmont, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Westmont. While you're here, grab a bite or have a drink at the cocktail bars.

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

Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars: This holiday home rental outside of Westmont is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Westmont?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Westmont stay.

What can I see and do in Westmont?

Ty Warner Park and Twin Lakes Park are a couple of scenic spots to enjoy the outdoors, whereas Gregg House Museum is one of the cultural attractions. Twin Lakes Golf Course and United Center are a couple of places you'll find in the wider area.

What are holiday rentals like in Westmont?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westmont. Holiday rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment 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 choice for family gatherings.