Holiday Homes in Orland Park

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Featured Holiday Homes in Orland Park

Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (71)
"Plenty of space. Great location. We enjoyed our stay very much. My only suggestion would be go in the day before guest check in and make sure everything smells and looks clean. "
Furnished Private home in Aurora sleeps 9 guests
Spacious Deck & Balcony, Game Area, Garage
Private kitchen

Spacious Deck & Balcony, Game Area, Garage

10.0 out of 10, Exceptional, (3)
"Thoroughly enjoyed staying at this property. Hosts were proactive, kind, and responsive. Home was very clean and provided many amenities as well. Would definitely stay again next time visiting the greater Wheaton area."
The price is AU$787
includes taxes & fees
2 Dec - 3 Dec
Spacious Deck & Balcony, Game Area, Garage
Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC
Living area

Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (2)
"So cute and lots of space. Would definitely stay here again!"
Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC
Spacious 5-bedroom house with movie room, game room and more!
Fridge, microwave, oven, stovetop

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!
Charming 3-bedroom house just minutes from Downtown Wheaton!
Private kitchen

Charming 3-bedroom house just minutes from Downtown Wheaton!

Charming 3-bedroom house just minutes from Downtown Wheaton!
Cozy Home Sweet Homewood.
Fridge, microwave, oven, stovetop

Cozy Home Sweet Homewood.

10.0 out of 10, Exceptional, (15)
"We were in Homewood for a wedding and this was a perfect location. Besides its proximity to the wedding venue, we walked to the train station for a day in the city. The house is exactly as listed. It was very clean, organized and comfortable. Everything we needed was supplied. My husband especially liked the TVs. 😊 Since we were there on Halloween, we had the added bonus of seeing a truly family-oriented neighborhood in action. Lots of happy trick-or-treaters showed up accompanied by lots of...
Cozy Home Sweet Homewood.
King Bed, DIsney+, Spacious, Family-Friendly House
Private kitchen

King Bed, DIsney+, Spacious, Family-Friendly House

10.0 out of 10, Exceptional, (20)
"I really enjoyed our stay at this location. It had good appliances and was very clean. Owners made it a point to communicate throughout! "
The price is AU$627
includes taxes & fees
2 Dec - 3 Dec
King Bed, DIsney+, Spacious, Family-Friendly House
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now
Fridge, microwave, oven, stovetop

Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now

9.6 out of 10, Exceptional, (9)
"Stayed at the property for a conference at McCormick. Very convenient and nice."
Luxury Chicago TH is a 10-minute drive to DWTN, perfect for city access RSV Now
Desirable chic home in a Prime Location!
Interior

Desirable chic home in a Prime Location!

9.0 out of 10, Wonderful, (2)
"My coworker and I stayed at this property for a work trip. The house was clean and modern, provided a bathroom for each of us, and was within walking distance of our company office in parkview plaza."
Desirable chic home in a Prime Location!
Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
Shower, jetted bath, hair dryer, towels

Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

The price is AU$743
includes taxes & fees
2 Dec - 3 Dec
Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
Charming apartment king bed with AC, WiFi
Private kitchen

Charming apartment king bed with AC, WiFi

Charming apartment king bed with AC, WiFi
Clarendon Hills Top Floor
Fridge, microwave, oven, stovetop

Clarendon Hills Top Floor

6.6 out of 10, (4)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (15)
"Older property which matched description well. Comfortably fit 5 adults and teens for 4 night stay. Quiet neighborhood even though it is right next to highway. Grocery store within a few mins. We traveled several times to downtown Chicago and Rosemont without issues (other than normal chicago traffic). There are stairs from any entrance, so just be prepared if you have a heavy cooler like we did. :) Could have been a bit cleaner, but that would not stop me from staying again. The host...
The price is AU$581
includes taxes & fees
3 Dec - 4 Dec
LUXE 3 BR, 2 BA + Hot Tub
Historic home with easy access to Chicago
Exterior

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (162)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Fridge, microwave, oven, dishwasher

Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover

9.2 out of 10, Wonderful, (7)
"The house was good, plenty of space. The steps were hard to get up and down but the upstairs was a nice space. House had a bit of a musty odor and the windows could use a cleaning. One night while watching a movie, we received a text stating we were had a loud party and to keep it down. They must have big brother watching us as the only party going on that night was in the movie. Overall the house was close to the city but in a nice Neiborhood. Having a fenced yard with off street parking...
Newly Updated Vintage 6 Bedroom Single Family Home by AllSet Turnover
Discover Wheaton's charm.
Fridge, microwave, oven, stovetop

Discover Wheaton's charm.

9.8 out of 10, Exceptional, (8)
"An exceptional place to stay. We felt very welcome. Plenty of room both indoors and out. Host is very responsive, respectful, and accommodating!"
Discover Wheaton's charm.
Spanish style home with in-ground pool
Fridge, microwave, oven, stovetop

Spanish style home with in-ground pool

9.8 out of 10, Exceptional, (36)
"This home is rated in my top 3 all time favorite vacation homes. I travel a LOT. This beauty was emaculate. Owners amazing! Excellent communication. Check-in, check out THE best. Run don't walk to book this fabulous renter!"
Spanish style home with in-ground pool
Cozy 5-bedroom with lake views and spacious deck
Outdoor dining

Cozy 5-bedroom with lake views and spacious deck

10.0 out of 10, Exceptional, (8)
"This was our 2nd year in a row staying here. Everything was great yet again. I highly recommend this house for anyone staying in the area."
Cozy 5-bedroom with lake views and spacious deck
Luxury Suite in Glen Ellyn, IL USA
Exterior

Luxury Suite in Glen Ellyn, IL USA

10.0 out of 10, Exceptional, (5)
"The host was very communicative from the beginning. Had a bit of a booking hiccup via another site. Reached out to the host and she responded and rectified the situation right away. The unit is a split level, accessible only through the garage. We received the code to enter the door to the unit, well in advance. However, we did not receive the code to enter the garage until arrival (and after having to reach out to the host). Once again, the host was very quick to respond. The home is in a quiet...
The price is AU$555
includes taxes & fees
2 Dec - 3 Dec
Luxury Suite in Glen Ellyn, IL USA
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
Terrace/patio

Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath

10.0 out of 10, Exceptional, (87)
"The house was simply beautiful, and the hosts were very communicative and on top of things. Would stay here again"
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
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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Other property types in Orland Park

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (591)
"Staff is friendly and very helpful!"
The price is AU$239
includes taxes & fees
8 Dec - 9 Dec
Sentral Michigan Avenue
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (208)
"Easiest check in and check out process "
The price is AU$145
includes taxes & fees
24 Dec - 25 Dec
Sonder Market Hall
Sonder South Wabash
Superior Apartment, 1 Bedroom, Balcony, City View | Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (395)
"Great place to stay "
The price is AU$258
includes taxes & fees
23 Dec - 24 Dec
Sonder South Wabash
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.
Beautiful view of the beach with palm trees

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