Westmont Holiday Rentals

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Holiday Rentals in Westmont

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
10.0 out of 10, Exceptional, (198)
"This was an amazing place, in a great location, the view was unbelievable, and there was lots of things to do in the area our host, we’re great to work with, they had great insight, and information to share with us to make our stay even more enjoyable. we would definitely use their property again"
51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
10.0 out of 10, Exceptional, (20)
"Very cool penthouse apartment with two balconies and access to additional rooftop patio having amazing views of the Chicago skyline. Highly recommend!"
4-Bedroom Penthouse w/ 2 Large Balconies & Rooftop
Ground Floor Studios in Chicago by 747 Lofts
2.0 star property
10.0 out of 10, Exceptional, (7)
"Easy to check in, good information for parking in the area. The place was clean and nice."
The price is NZ$242
per night
22 May - 23 May
Ground Floor Studios in Chicago by 747 Lofts
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Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
10.0 out of 10, Exceptional, (176)
"Great stay! All of the rooms were wonderful! Really close to food! There are a lot of stairs so make sure you are able to walk up but really great place!"
Vintage Graystone in Little Italy near the loop UIC United Ct & McCormick Place
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
10.0 out of 10, Exceptional, (2)
"very close to Michigan Avenue convenience store like a block away. It was a great stay."
The price is NZ$354
per night
27 May - 28 May
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
The Neighborhood Hotel-Little Italy
2.0 star property
9.8 out of 10, Exceptional, (28)
"Beautiful, spacious, clean rooms. Cozy safe neighborhood. Prompt and responsive communication. Would absolutely stay here again!!"
The Neighborhood Hotel-Little Italy
Wrigley/Southport Corridor Garden Oasis +parking!
9.8 out of 10, Exceptional, (36)
"Great access to Wrigley/ South Port & Lake view neighborhoods. Very Clean and laid out space that maximizes the space in this unit. Will be back soon!"
Wrigley/Southport Corridor Garden Oasis +parking!
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (65)
"Very clean and comfortable. Great location very close to an L stop. Walkable to shopping and the lake front and river walk"
Kasa River North Chicago
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
9.6 out of 10, Exceptional, (7)
"Great unit! Spacious and clean. We were able to have the best family mini vacay sharing tons of laughs and memories. I believe it is family owned, which is a bonus for us. We even crossed paths with the grandmother who was very kind and accommodating. The only downside was that the neighborhood looked a bit rough in the harsh light of day. However, we only encountered polite neighbors and an adorable doggo next door."
Brand new entire 3 bedroom unit. 7 miles from dwntwn, 4 miles frm United Center
Cozy modern unit w/ easy access to downtown Chi
9.6 out of 10, Exceptional, (18)
"It’s really confortable clean and accesible easy"
Cozy modern unit w/ easy access to downtown Chi
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (17)
"My wife and I spent a long weekend here. The apartment had plenty of room, was nicely decorated. The kitchen contained everything we needed to cook a full meal (which we did not). The bed is very comfortable. Ride service to downtown averaged $25. It was perfect."
The price is NZ$309
per night
22 May - 23 May
Chic Suite/Mins to L Train /Laundry/Free Parking
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, (19)
"Had a great time used space for birthday event!!"
The price is NZ$572
per night
16 May - 17 May
national historic home near downtown airports no parties no events
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
9.4 out of 10, Exceptional, (70)
"The house and location was perfect for our group trip to Chicago. Ample rooms and beds for everyone, and host was extremely responsive throughout the process and our stay. Walking distance to a bunch of great restaurants and bars. Would definitely stay again!"
Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (399)
"It was amazing to have a whole apartment for the price of a hotel room... less actually. Their system is simple and painless. I will book here again!"
The price is NZ$292
per night
27 May - 28 May
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (222)
"Everything was great. From easy check in to easy check out. The room was very nice and cozy. Very clean. Amazing view of downtown from the bedroom and balcony. I will be staying here again! "
Kasa Magnificent Mile Chicago
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
9.2 out of 10, Wonderful, (9)
"Excellent"
The price is NZ$315
per night
19 May - 20 May
Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking
LUXE 3 BR, 2 BA + Hot Tub
9.2 out of 10, Wonderful, (9)
"Nice house in a nice, quiet neighborhood. Plenty of room for the whole family. Liked being able to park our car in the attached garage. Using the hot tub in backyard was very enjoyable. Our host was very pleasant and quick to respond."
The price is NZ$450
per night
19 May - 20 May
LUXE 3 BR, 2 BA + Hot Tub
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, (106)
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (295)
"Overall the stay was amazing. We will definitely be booking here again."
The price is NZ$377
per night
28 May - 29 May
Sonder South Wabash
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See all available properties in Westmont
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.

Other types of properties in Westmont you may be interested in

River Hotel
4.0 star property
8.8 out of 10, Excellent, (2873)
"We stayed here for two nights and it was amazing! We will come back again)"
The price is NZ$330
per night
27 May - 28 May
River Hotel
The Westin Michigan Avenue Chicago
4.5 star property
8.6 out of 10, Excellent, (1002)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"
The price is NZ$365
per night
23 May - 24 May
The Westin Michigan Avenue Chicago
Warwick Allerton - Chicago
4.0 star property
7.8 out of 10, Good, (2584)
"Nice view. Great location. I just bounced in and out for a concert but I would totally stay here again. "
The price is NZ$204
per night
27 May - 28 May
Warwick Allerton - Chicago
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Westmont holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Westmont. 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 Westmont. Seeing all the best attractions is bound to make you fall in love with Westmont. Who knows, you may even be tempted to extend your 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 holiday 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 Westmont short-term rentals, that won’t be hard to do.

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?

Your Home Away From Home: This holiday home rental outside of Westmont offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

How many holiday rentals are there in Westmont?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Westmont stay.

What can I see and do in Westmont?

Twin Lakes Park and Ty Warner Park are a couple of scenic spots to enjoy the outdoors, whereas Gregg House Museum is one of the cultural attractions. Other places in town to visit include Veterans Memorial Park and Twin Lakes Golf Course.

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.

Recent reviews of Westmont properties
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