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Compare 165 Vacation Homes in Montgomery with updated reviews, rates, and availability.

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (77)
"Great spacious place to stay with a large family. "
Furnished Private home in Aurora sleeps 9 guests

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

10.0 out of 10, Exceptional, (4)
"This property was great for our group! It was clean and ready to use when we got there. There was even snacks left out for us! "
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Historic home with easy access to Chicago

9.8 out of 10, Exceptional, (164)
"Very clean and well maintained. Would stay again for sure. "
Historic home with easy access to Chicago

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

10.0 out of 10, Exceptional, (31)
"Clean, spacious, easy living for parents and in laws during the holiday."
The price is AED 767
AED 1,396 total
includes taxes & fees
12 May - 13 May
King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Charming 2-bedroom house with Feather Theme , WiFi in excellent Aurora

10.0 out of 10, Exceptional, (4)
"N/a"
Charming 2-bedroom house with Feather Theme , WiFi in excellent Aurora

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (57)
"We rented this property for a family wedding in the area. The spacious layout was great for family gatherings. "
Great place to stay in Warrenville

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (31)
"Great location"
Geneva Island Park Retreat

Spacious Deck & Balcony, Game Area, Garage

9.4 out of 10, Exceptional, (10)
"We had a great stay! Thank you for hosting us!"
The price is AED 818
AED 1,953 total
includes taxes & fees
11 May - 12 May
Spacious Deck & Balcony, Game Area, Garage

Desirable chic home in a Prime Location!

8.4 out of 10, Very Good, (5)
"Nice place great location would stay here again "
Desirable chic home in a Prime Location!

Beautiful Home

10.0 out of 10, Exceptional, (8)
"Host was very communicative, house was very clean and provided bedroom, kitchen, and bathroom essentials which was a very nice surprise. Overall great place to stay very nice. "
Beautiful Home

Bliss in Batavia near the Fox River

9.8 out of 10, Exceptional, (20)
"My family and I enjoyed staying at the house while we were in town! The place was beautiful, very clean and plenty of space for us to enjoy. The house was close to downtown with a lot of local businesses to enjoy. Would highly recommend!"
The price is AED 973
AED 1,958 total
includes taxes & fees
13 May - 14 May
Bliss in Batavia near the Fox River

Relaxing Spanish style home with in-ground pool

9.8 out of 10, Exceptional, (39)
"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!"
Relaxing Spanish style home with in-ground pool

Cozy Home | King Bed | 10P | Metra | Chicago Suburb

9.8 out of 10, Exceptional, (9)
"The place was lovely and had everything you need! The management company was fantastic with quick response to any of our questions. We will definitely stay here again when in the area."
Cozy Home | King Bed | 10P | Metra | Chicago Suburb

- Fully-Equipped Condo - King Bed - Massive yard -

10.0 out of 10, Exceptional, (28)
"This was an incredible stay in Geneva. The location of this property was top notch, as was the property itself. A ton of space for my family of five and it had everything we needed during our stay. Would definitely recommend to anyone looking in Geneva. "
The price is AED 735
AED 1,381 total
includes taxes & fees
18 May - 19 May
- Fully-Equipped Condo - King Bed - Massive yard -

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (59)
"Perfect stay"
Spacious open concept home w/ game room + firepit

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"House is super clean, pictures are accurate. Would stay again! "
The price is AED 624
AED 1,069 total
includes taxes & fees
12 May - 13 May
✽ Charming Cottage ✽ close to College/Town/Station

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (18)
"Easy check-in, attentive host, clean house. Great for our group of 12! "
The price is AED 1,833
AED 3,537 total
includes taxes & fees
11 May - 12 May
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

10.0 out of 10, Exceptional, (71)
"Michael was a great host. The property was very clean. The beds were very comfortable. The sculpture park across the street along the river was wonderful for walks in the evening. There are also other quaint cities near by to see."
"St Geneva" Private With River View! 10 min to Lamplight Equestrian Center

Minutes to Downtown Saint Charles, Cozy/Chic Home

10.0 out of 10, Exceptional, (6)
"Perfect location Very clean house and lots of rooms"
Minutes to Downtown Saint Charles, Cozy/Chic Home

Feel good, live well in this cozy Wheaton 3 bedroom!

Feel good, live well in this cozy Wheaton 3 bedroom!
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 Montgomery

Tropical Apartment Overlooking Golf Course, Minutes to Attractions

8.4 out of 10, Very Good, (7)
"We enjoyed our stay in this comfortable space. We especially enjoyed walking our dog in the many parks and trails."
The price is AED 382
AED 475 total
includes taxes & fees
14 May - 15 May
Tropical Apartment Overlooking Golf Course, Minutes to Attractions

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (25)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is AED 588
AED 858 total
includes taxes & fees
11 May - 12 May
Riverfront rental with fun activities

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"House is super clean, pictures are accurate. Would stay again! "
The price is AED 624
AED 1,069 total
includes taxes & fees
12 May - 13 May
✽ Charming Cottage ✽ close to College/Town/Station
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.