Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

9.0 out of 10, Wonderful, (11)
"Was very happy with the experience"
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

Tropical Apartment Overlooking Golf Course, Minutes to Attractions

8.4 out of 10, Very good, (7)
"Good , clean "
Tropical Apartment Overlooking Golf Course, Minutes to Attractions

Clarendon Hills Top Floor

7.0 out of 10, Good, (6)
"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

2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

The price is AU$443
includes taxes & fees
20 July - 21 July
2 Family-Friendly Units Near Downtown Naperville - Free Parking and Breakfast!

Entire house/4bd 1bath/GlenEllyn

2.0 star property
2.0 out of 10, (1)
"1. Hidden/unclear fees for "additional guests" though we never went over max amount of 10. 2. When first arrived at the house, both doors (outer door, and door access to the house) were wide open. Told host about this, she kept saying only the outer door was open. 3. One of us got locked in the only bathroom available at the house on the first night. Notified the host immediately. person had to climb out through a window. was told maintenance person was on their way. 2 hrs later, maintenance...
Entire house/4bd 1bath/GlenEllyn

Cozy Naperville Stay – Free Breakfast & Parking Near Downtown!

6.0 out of 10, (2)
"Nice and clean!!!! The staff are friendly and helpful and the breakfast was delicious "
The price is AU$228
includes taxes & fees
20 July - 21 July
Cozy Naperville Stay – Free Breakfast & Parking Near Downtown!

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

10.0 out of 10, Exceptional, (11)
"Great location, great place...perfect!"
The price is AU$2,686
includes taxes & fees
3 Aug - 4 Aug
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

3 Comfy Units with Easy Access to City, Shops & Restaurants - Free Breakfast!

6.0 out of 10, (1)
The price is AU$663
includes taxes & fees
20 July - 21 July
3 Comfy Units with Easy Access to City, Shops & Restaurants - Free Breakfast!

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

2.0 out of 10, (1)
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (82)
"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "
Furnished Private home in Aurora sleeps 9 guests

Downtown St. Charles: Walk to Restaurants and Bars

10.0 out of 10, Exceptional, (1)
The price is AU$1,364
includes taxes & fees
15 July - 16 July
Downtown St. Charles: Walk to Restaurants and Bars

- Beautiful Condo - King Bed - Free Waffle Breakfast -

10.0 out of 10, Exceptional, (14)
"This is the perfect place to stay in Chicago "
The price is AU$503
includes taxes & fees
17 July - 18 July
- Beautiful Condo - King Bed - Free Waffle Breakfast -

Riverfront rental

9.8 out of 10, Exceptional, (29)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is AU$341
includes taxes & fees
15 July - 16 July
Riverfront rental

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (45)
"House is super clean, pictures are accurate. Would stay again! "
The price is AU$454
includes taxes & fees
4 Aug - 5 Aug
✽ Charming Cottage ✽ close to College/Town/Station

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

4.0 out of 10, (2)
"The property has some safety issues that need to be addressed. Master bed was comfortable. Didn’t sit outside as there were too many bugs. The host was communicative prior to arrival. "
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

9.8 out of 10, Exceptional, (26)
"Good location, close to the beautiful city center of Geneva and train to Chicago."
The price is AU$498
includes taxes & fees
20 July - 21 July
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

4 Charming Units Near Downtown Naperville - Free Breakfast and Parking!

The price is AU$883
includes taxes & fees
20 July - 21 July
4 Charming Units Near Downtown Naperville - Free Breakfast and Parking!

Family Heaven Retreat, 6 Bedroom, Sleep 16

9.2 out of 10, Wonderful, (5)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
The price is AU$1,140
includes taxes & fees
15 July - 16 July
Family Heaven Retreat, 6 Bedroom, Sleep 16

Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

9.0 out of 10, Wonderful, (2)
"It was nice and everyone was very friendly!!"
The price is AU$218
includes taxes & fees
20 July - 21 July
Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed

Family Escape w/ Large Yard + Near Oakbrook Mall | LCP Collection

6.0 out of 10, (1)
Family Escape w/ Large Yard + Near Oakbrook Mall | LCP Collection
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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Frequently asked questions

Can I find holiday rentals in Montgomery?

Yes, there are holiday rentals close to the most popular sights in Montgomery, or you can select a more secluded option if you're looking for a relaxing stay. Montgomery is known for its breweries and riverfront. Make sure you have time to check out the shopping and restaurants during your trip.

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

Clarendon Hills Top Floor: This holiday home rental outside of Montgomery is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Montgomery?

Expedia has 5 holiday rentals for your stay in Montgomery.

What can I see and do in Montgomery?

Explore the area and family-friendly sights such as Splash Country Waterpark, or get out into nature at a spot like Hudson Crossing Park. In the wider area, you’ll find Aurora University and Paramount Theater.

What are holiday rentals like in Montgomery?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montgomery. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.