Montgomery Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Montgomery holiday rentals

1 bedroom

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is HK$705
HK$780 total
includes taxes & fees
1 Jul - 2 Jul
2 Full Beds | Non-Smoking, Kitchen
Private kitchen

Quiet 2 Bedroom Escape Steps from Downtown Joliet

Quiet 2 Bedroom Escape Steps from Downtown Joliet
Joliet
The price is HK$897
HK$2,644 total
includes taxes & fees
3 Jun - 4 Jun
Quiet 2 Bedroom Escape Steps from Downtown Joliet
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
9.8 out of 10, Exceptional, (68 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is HK$1,411
HK$2,483 total
includes taxes & fees
10 Jun - 11 Jun
✽ Charming Cottage ✽ close to College/Town/Station
TV, offices

Cozy Getaway - 2 Parking Spaces, Sleeps 4!

Cozy Getaway - 2 Parking Spaces, Sleeps 4!
Westmont
6.0 out of 10, (1 review)
"The door lock was not easy got locked out many times. There were three guests and we were left with three towels and three wash clothes for an entire week stay. No basic stuff like salt and pepper for plastic wrap or foil. No large bowls to make anything in. Two pans. There were lamps with no where to plug in. We don't have outlets to plug phones and stuff in. We had to buy extension cords. 4 hangers in the closet. Furniture layout was crowed. On the positive side. Place was very conveniently...
United States
Tracy M.
The price is HK$1,003
HK$2,936 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Getaway - 2 Parking Spaces, Sleeps 4!
Smart TV

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is HK$1,113
HK$1,860 total
includes taxes & fees
4 Jun - 5 Jun
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
TV, offices

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Westmont
8.4 out of 10, Very good, (5 reviews)
"Great experience and great location very grateful for the stay, would highly recommend."
United States
DeMarco L.
The price is HK$870
HK$2,770 total
includes taxes & fees
9 Jun - 10 Jun
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Outdoor dining

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (29 reviews)
"Vic and his staff were extremely attentive. Thank you for a great stay"
United States
Brian N.
The price is HK$1,053
HK$2,412 total
includes taxes & fees
3 Jun - 4 Jun
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
The price is HK$1,489
HK$2,043 total
includes taxes & fees
8 Jun - 9 Jun
Riverfront rental
Exterior

Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
8.8 out of 10, Excellent, (3 reviews)
"Very nice facility. Room was spacious and comfortable. Staff were friendly and helpful. Had a great experience. "
United States
Jeffery R.
The price is HK$1,185
HK$1,542 total
includes taxes & fees
14 Jun - 15 Jun
Air-Conditioned King Suite | Complimentary Breakfast
Interior

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay. The property was nicely decorated-very modern and cute. The location was good for us-close to the friends and family we wanted to visit. We felt it was a very safe area. Stores and restaurants were close by. Definitely recommend and will stay there again!"
United States
Denise K.
The price is HK$846
HK$1,685 total
includes taxes & fees
3 Jun - 4 Jun
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Interior

King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*
Joliet
10.0 out of 10, Exceptional, (49 reviews)
"The place was everything we needed , clean, convenient and comfortable "
United States
Victor P.
The price is HK$1,254
HK$2,685 total
includes taxes & fees
3 Jun - 4 Jun
King Bed Suite, *Spacious Newly Remodeled House*
1 bedroom, desk, iron/ironing board, WiFi

Studio - Sleeps 3 - 2 mins from Downtown Oswego

Studio - Sleeps 3 - 2 mins from Downtown Oswego
Oswego
9.6 out of 10, Exceptional, (5 reviews)
"The location was perfect - 15 minutes or less from our family and friends in Oswego, Boulder Hill, Bristol, and Yorkville. Shops and restaurants nearby. Close to all the major roads. A great choice for us."
United States
ARLA
The price is HK$956
HK$1,910 total
includes taxes & fees
7 Jun - 8 Jun
Studio - Sleeps 3 - 2 mins from Downtown Oswego
Living area

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
10.0 out of 10, Exceptional, (1 review)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is HK$1,290
HK$2,893 total
includes taxes & fees
3 Jun - 4 Jun
Entire home in Lockport, Illinois
Interior

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
The price is HK$1,419
HK$4,536 total
includes taxes & fees
3 Jun - 4 Jun
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Shower, hair dryer, towels, soap

3-bedroom hillside property in woods with fireplace and lake view

3-bedroom hillside property in woods with fireplace and lake view
Lemont
6.0 out of 10, (6 reviews)
"Was very nice to stay owner was very nice it was a pleasant stay for me ,my family and my friends will recommend . "
United States
Jennifer D.
The price is HK$1,266
HK$1,857 total
includes taxes & fees
8 Jun - 9 Jun
3-bedroom hillside property in woods with fireplace and lake view
Smart TV

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.4 out of 10, Exceptional, (26 reviews)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
United States
Jerilynn L.
The price is HK$946
HK$2,378 total
includes taxes & fees
9 Jun - 10 Jun
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Smart TV, books

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (35 reviews)
"The host was very welcoming "
United States
Karen B.
The price is HK$987
HK$2,577 total
includes taxes & fees
3 Jun - 4 Jun
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
TV

Relaxing 2BR Riverfront Townhome

Relaxing 2BR Riverfront Townhome
Yorkville
10.0 out of 10, Exceptional, (2 reviews)
"Matched the photos - was a decent place to spend a night on our road trip. Yorkville seems like a nice area too - stores and restaurants nearby"
United States
Tora U.
The price is HK$1,113
HK$2,492 total
includes taxes & fees
3 Jun - 4 Jun
Relaxing 2BR Riverfront Townhome
Smart TV

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Geneva
9.6 out of 10, Exceptional, (9 reviews)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
The price is HK$1,034
HK$2,484 total
includes taxes & fees
9 Jun - 10 Jun
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Combined shower/bathtub, hair dryer

*The Belltower Haven*Large*Family Friendly*Wi-Fi

*The Belltower Haven*Large*Family Friendly*Wi-Fi
Joliet
9.8 out of 10, Exceptional, (34 reviews)
"It was a nice property and close to where we were going!"
United States
Elyse O.
The price is HK$1,176
HK$2,500 total
includes taxes & fees
3 Jun - 4 Jun
*The Belltower Haven*Large*Family Friendly*Wi-Fi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery Hotel Reviews

Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

8/10 Good
"This was a local overnight stay. We live in the area, and wanted a 3 generation girl's night. Booking was easy enough, and information was accurate and helpful. Some comments on the property begin with the entrance. The sidewalk coming into the building looked very dirty, like it needs to be hosed off, or sealed. Bad first impression. I knew where the check-in desk is from a previous visit, but it is a distance from the entrance, and could use some better signage, and illuminated (currently kind of dark). Our room was on the top floor, and we enjoyed the view. There was some paint chipping on the ceiling, and we had a spider visit us. The ice bucket lid did not fit the bucket. Also the extra blanket for the pullout couch was dirty and all the blanket binding was frayed and falling off. The staff was very nice and accommodating. The bellhop was way too friendly. The pool was almost hot. And we were disappointed that the hot tub is permanently closed. There is a very nice area in the lobby where you can eat take out food. Wish there was coffee available in the lobby. Maybe add some ice and lemon to the water in the container in the lobby. I debated staying here versus another nearby hotel that is comparable in amenities but provides a free breakfast. Breakfast at this hotel is not free - $18 for buffet."
Linda 1-night trip
Posted 7 hours ago
Hyatt Regency Lisle near Naperville

Find out more about Montgomery

Search for holiday rentals in Montgomery on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomery using one of the methods below:

  • View our selection of featured holiday rentals in Montgomery
  • Use the map to find apartments and other holiday homes in the Montgomery neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montgomery while they last

Look no further and take a look at our great range of rental properties in Montgomery!

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?

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking: This highly rated holiday home rental in Montgomery offers a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of an arcade/games room in this rental home to help you unwind. Our travellers also rate Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews as a favourite home for rent in Montgomery.

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 Fabyan Villa Museum & Japanese Garden. 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.