Flossmoor Vacation Rentals

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Vacation Rentals in Flossmoor

LakeHouse
10.0 out of 10, Exceptional, (9)
"The property was very clean, warm and welcoming. Beds were comfortable, and kitchen well stocked. Property manager was great at checking in, and readily available. The location was close drive to downtown Chicago and soldiers field. This made it easy for us to get to the concert we were seeing at soilders field and exploring downtown. Great location and an awesome space for a group of friends to stay. The rooftop deck and balconies had views of the lake and a nice place to relax after a long day...
LakeHouse
Welcome to Boss Barbie’s Dreamhouse! Everything is pink.
9.6 out of 10, Exceptional, (5)
"The property was adorable for the girls (age 13). Any questions or concerns were addressed expeditiously. I met the friendly neighbors across the street and next door. The block is quiet, close to the highway and perfect for our visit."
Welcome to Boss Barbie’s Dreamhouse! Everything is pink.
Modern Log Cabin for Luxury experience
10.0 out of 10, Exceptional, (38)
"We stayed at Troba for a bachelorette wellness weekend for my sister. I really wanted it to be special and a weekend everyone would remember and this stay did not disappoint. From the very beginning stages of planning and reaching out to the host with an inquiry, the weeks leading up to our reservation, and throughout our stay the host was very responsive and helpful. She replied quickly and offered recommendations. All of the tiny details made the experience extra special including but not...
Modern Log Cabin for Luxury experience
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
9.8 out of 10, Exceptional, (63)
"We had the best time at this little "home away from home." There was more than enough space for my friend and me, and it was a beautiful set-up! The hosts are wonderful as well. I highly recommend this VRBO!"
Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
9.6 out of 10, Exceptional, (5)
"Property was just like the pictures. It was nice to have the train system just steps away. Bonus you couldn't hear the train from apartment. "
Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community
Full Luxurious Modern House Near Chicago
3.0 out of 10, (4)
"Showed up to property and other people were there . Host wouldn’t respond .. Vrbo offered a refund and a 1 day hotel stay which means we would have to figure the rest of the trip out .. host responded late in the night with a different property which was smaller and offered no partial refund or even a later check out… long story short id stay awake from this host. And Vrbo from that matter"
Full Luxurious Modern House Near Chicago
The Chic Urban Retreat Near the Lake!
10.0 out of 10, Exceptional, (1)
"Loved the place - stayed for the Air Show and we were close enough to get everywhere quickly!"
The Chic Urban Retreat Near the Lake!
Cheerful 4 bedroom smart home w/ indoor fireplace
7.8 out of 10, Good, (12)
"Loved the place and host was super helpful when needed! "
Cheerful 4 bedroom smart home w/ indoor fireplace
Woodlawn ~ Entire Luxury Apt
Woodlawn ~ Entire Luxury Apt
Cozy 2- bedroom w/ patio mins from Midway Airport
10.0 out of 10, Exceptional, (8)
"This place was perfect for three of us in town for family reunion. Has well stocked kitchen, nice bath, decent beds. Best feature is back yard/patio with lights & privacy. Street parking was not a problem while we were there."
Cozy 2- bedroom w/ patio mins from Midway Airport
Full suburban home 30 mins from downtown Chicago!
10.0 out of 10, Exceptional, (3)
"The house was perfect for our needs during our visit. Plenty of space for all who came with us. Location was amazing. "
Full suburban home 30 mins from downtown Chicago!
Lux Home in Chicago 7mins Downtown
9.8 out of 10, Exceptional, (11)
"Everything about the stay was flawless. The instructions and communication prior to arrival were complete and clear. The property was clean, stocked with basic necessities and the Larry was very responsive. "
Lux Home in Chicago 7mins Downtown
Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, (11)
"Great and quiet location. Comfortable very clean neat enough space for us . We greatly recommend hopefully we able to stay next year. Nice backyard "
Cozy Home Sweet Homewood.
Beautiful Modern Historic Greystone - Near Lake Michigan- Free Parking
6.0 out of 10, (2)
"the unit had plenty of room; the internet was fast and we watched a long movie on Netflix. Everything was clean and comfortable and there was plenty of soaps and towels. Close to Washington Park so we walked there every day. Quiet neighborhood, safe location, we didn't want to leave."
Beautiful Modern Historic Greystone - Near Lake Michigan- Free Parking
A Dream Home in Chicagoland
3.0 out of 10, (2)
"We arrived; there was trash everywhere all in the yard as well as in the backyard. House smelled like smoke. Grill does not work, property key system needed batteries and locked me and my new born outside for hrs. Would not recommend at all. "
The price is ¥21,290
¥60,173 total
includes taxes & fees
Oct 1 - Oct 2
A Dream Home in Chicagoland
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
8.6 out of 10, Excellent, (4)
"Overall it was a great experience and I’ll be coming back sooner"
Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking
9.6 out of 10, Exceptional, (41)
"We booked this property for our Chicago vacation. We were in a good spot to be able to drive out to the city when we had plans but also plenty of things to do nearby as well! After being in busy traffic, it was a relief to be able to come back to the house away from it all! Like other reviews stated, the house is on a main road, but it sits back far enough and we couldn’t hear a thing! The house was a great size and felt like home. It was equipped with most things we needed. The backyard is a...
The price is ¥29,453
¥55,173 total
includes taxes & fees
Sep 24 - Sep 25
The Comfy King Ranch /King Bed/Fast WiFi & Free Parking
Cozy Cottage on Lake Dalecarlia
10.0 out of 10, Exceptional, (26)
"House was very clean and beautifully decorated. The view from the sunroom was lovely and very relaxing. We enjoyed our time there very much!!"
Cozy Cottage on Lake Dalecarlia
Spacious 3 bdrm 1.5 bath; Renovated Woodlawn; Incredible Access; UChicago; OPC
7.8 out of 10, Good, (6)
"The house was good for our needs, we enjoyed it, and the communication with the host (Henry) was excellent, plus he was always available and expedite in helping us. We were able to enjoy our time in Chicago at this property! The microwave had a dirty tray, so we washed it before use it. Also the kitchen countertop needed a cleaning before using. And there was many of those places with hidden dust around the house (behind the table, for example) - I understand Chicago's dirt is hard, but it was...
Spacious 3 bdrm 1.5 bath; Renovated Woodlawn; Incredible Access; UChicago; OPC
Stay near family or close to downtown, this loft in Beverly has it all!
10.0 out of 10, Exceptional, (2)
"Overall it was a great stay. The place was extremely clean. Brand new carpet. Area was safe and quiet and the host was extremely nice and communicative. I would definitely stay again."
Stay near family or close to downtown, this loft in Beverly has it all!
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Other types of properties in Flossmoor you may be interested in

Red Roof Inn PLUS+ Chicago - Willowbrook
2.5 star property
6.4 out of 10, (1011)
"Get what you pay for."
The price is ¥8,252
¥9,240 total
includes taxes & fees
Oct 1 - Oct 2
Red Roof Inn PLUS+ Chicago - Willowbrook
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very Good, (1008)
"Had a great stay with great service. Will be back "
The price is ¥13,666
¥18,079 total
includes taxes & fees
Sep 24 - Sep 25
The Champagne Lodge & Luxury Suites
Holiday Inn Chicago SW-Countryside ConfCtr
3.5 star property
7.6 out of 10, Good, (1011)
"Hotel is convenient to I-55 and I-294. Nice pool when open. "
The price is ¥16,687
¥18,686 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Inn Chicago SW-Countryside ConfCtr
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.

Frequently asked questions

Can I find a vacation rental in Flossmoor?

Yes, you can find vacation rentals near top local attractions in Flossmoor, or you can select a more secluded option if you're looking for a relaxing stay. Flossmoor is known for its shopping and golf courses. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best vacation rentals in Flossmoor?

Welcome to Boss Barbie’s Dreamhouse! Everything is pink. : This vacation home rental outside of Flossmoor has air-conditioning and WiFi to help you feel perfectly comfortable 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 Flossmoor?

Expedia has 3 vacation rentals for your stay in Flossmoor.

What can I see and do in Flossmoor?

Explore the area and family-friendly sights such as Odyssey Fun World, or get out into nature at a spot like Centennial Park. Coyote Run Golf Course and Ravisloe Country Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Flossmoor?

Vacation rentals are private properties you can stay in for a short or long stay in Flossmoor. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.