Montgomery Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Montgomery holiday rentals

Property grounds
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is HK$466
HK$865 total
includes taxes & fees
19 Jan - 20 Jan 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
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

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (32)
"We had a great stay in Geneva for the night. Our spot was very convenient to lots of places around town. I would definitely recommend staying at this location! "
United States
jennifer f.
The price is HK$645
HK$1,985 total
includes taxes & fees
27 Jan - 28 Jan 2026
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Interior
Fire Pit & Grill: Family Home on Fox River Trail!

Fire Pit & Grill: Family Home on Fox River Trail!

Fire Pit & Grill: Family Home on Fox River Trail!
3.0 star property
St. Charles
The price is HK$1,422
HK$4,202 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fire Pit & Grill: Family Home on Fox River Trail!
Fridge, microwave, oven, stovetop
Executive Retreat - 2 Parking Spaces, Sleeps 4!

Executive Retreat - 2 Parking Spaces, Sleeps 4!

Executive Retreat - 2 Parking Spaces, Sleeps 4!
Westmont
7.4 out of 10, Good, (3)
"Easy stay"
United States
Brent T.
The price is HK$707
HK$2,454 total
includes taxes & fees
7 Jan - 8 Jan 2026
Executive Retreat - 2 Parking Spaces, Sleeps 4!
Exterior
Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games

Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games

Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games
2.0 star property
Yorkville
10.0 out of 10, Exceptional, (1)
"We loved our stay. The sunroom was our favorite spot for family movie time. There were deer daily in the back yard morning and evening. The location was also very nice. It was also very clean. Good communication with host as well. Would stay at again."
United States
Jessica B.
The price is HK$2,090
HK$4,887 total
includes taxes & fees
18 Jan - 19 Jan 2026
Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games
Fridge, microwave, oven, stovetop
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi

Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
Joliet
10.0 out of 10, Exceptional, (33)
"Thanks for a great stay. Everything was as promised."
United States
Talley B.
The price is HK$933
HK$2,101 total
includes taxes & fees
6 Jan - 7 Jan 2026
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
Fridge, microwave, oven, stovetop
*The Belltower Haven*Large*Family Friendly*Wi-Fi

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

*The Belltower Haven*Large*Family Friendly*Wi-Fi
Joliet
9.8 out of 10, Exceptional, (34)
"Apartment was clean and spacious. "
United States
Kristina R.
The price is HK$933
HK$2,184 total
includes taxes & fees
6 Jan - 7 Jan 2026
*The Belltower Haven*Large*Family Friendly*Wi-Fi
Exterior
Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
8.0 out of 10, Very good, (1)
The price is HK$1,113
HK$1,422 total
includes taxes & fees
4 Jan - 5 Jan 2026
Air-Conditioned King Suite | Complimentary Breakfast
Terrace/patio
Riverfront rental

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is HK$971
HK$1,581 total
includes taxes & fees
1 Jan - 2 Jan 2026
Riverfront rental
Private kitchen
Entire home in Lockport, Illinois

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
2.0 star property
Lockport
The price is HK$965
HK$2,678 total
includes taxes & fees
12 Jan - 13 Jan 2026
Entire home in Lockport, Illinois
Fridge, microwave, oven, stovetop
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

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Geneva
9.6 out of 10, Exceptional, (8)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
The price is HK$811
HK$2,136 total
includes taxes & fees
30 Dec - 31 Dec
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
1 bedroom, desk, iron/ironing board, free WiFi
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

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.4 out of 10, Exceptional, (23)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
The price is HK$769
HK$2,084 total
includes taxes & fees
6 Jan - 7 Jan 2026
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Outdoor dining
✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (55)
"Great place for a family visit to Wheaton! Thanks!"
United States
Lisa
The price is HK$1,321
HK$2,397 total
includes taxes & fees
30 Dec - 31 Dec
✽ Charming Cottage ✽ close to College/Town/Station
Property grounds
LUXE Suburban Chicago River Oasis w/Chef's Kitchen & Fire Pit!

LUXE Suburban Chicago River Oasis w/Chef's Kitchen & Fire Pit!

LUXE Suburban Chicago River Oasis w/Chef's Kitchen & Fire Pit!
2.0 star property
Bolingbrook
10.0 out of 10, Exceptional, (7)
"Great property - we had a great time. Excellent location. "
United States
Aritra G.
The price is HK$2,868
HK$5,238 total
includes taxes & fees
30 Dec - 31 Dec
LUXE Suburban Chicago River Oasis w/Chef's Kitchen & Fire Pit!
3 bedrooms, desk, iron/ironing board, travel cot
- Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
10.0 out of 10, Exceptional, (20)
"Beautiful place! Every detail was thought of for their guest!"
United States
Libby M.
The price is HK$839
HK$2,108 total
includes taxes & fees
4 Jan - 5 Jan 2026
- Beautiful Condo - King Bed - Free Waffle Breakfast -
Fridge, microwave, oven, stovetop
- Fully-Equipped Condo - King Bed - Massive yard -

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (37)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
The price is HK$839
HK$2,108 total
includes taxes & fees
4 Jan - 5 Jan 2026
- Fully-Equipped Condo - King Bed - Massive yard -
Interior
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (5)
"Amazing property had everything we need! "
United States
Rachel
The price is HK$1,321
HK$2,904 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Outdoor dining
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

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, (20)
"The hosts were fantastic—very friendly and accommodating. The property itself was excellent, tucked away from the main road yet within walking distance of several restaurants, shops, and a supermarket. I would wholeheartedly recommend staying here if you're planning a trip to the Chicagoland area!"
United States
christian m.
The price is HK$914
HK$2,253 total
includes taxes & fees
30 Dec - 31 Dec
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Private kitchen
Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (18)
"Great place to stay. "
United States
Jason T.
Spacious Deck & Balcony, Game Area, Garage
Fridge, microwave, oven, stovetop
King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*
Joliet
10.0 out of 10, Exceptional, (48)
"Cozy little home that was a great fit for our guys golf trip"
United States
Joe P.
King Bed Suite, *Spacious Newly Remodeled House*
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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Top Montgomery Hotel Reviews

Hampton Inn & Suites Downers Grove Chicago

Hampton Inn & Suites Downers Grove Chicago

10/10 Excellent
"We loved this hotel. The room was extra-nice, especially with the suite setup. The people were lovely, and the breakfast was great. We'll be back!"
Erin 3-night trip
Posted 1 day ago
Hampton Inn & Suites Downers Grove Chicago

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?

Modern 4 Bedroom Private Vacation Home : This holiday home rental outside of Montgomery offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 Aurora Skate Center, 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.