Montgomery Vacation Rentals

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Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Montgomery vacation 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 ￥9,415
￥17,425 total
includes taxes & fees
Jan 2 - Jan 3, 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 ￥12,960
￥39,882 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
House (3 Bedrooms) | 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 ￥28,574
￥84,417 total
includes taxes & fees
Jan 2 - Jan 3, 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 ￥15,657
￥51,671 total
includes taxes & fees
Dec 28 - Dec 29
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 ￥42,443
￥98,800 total
includes taxes & fees
Dec 28 - Dec 29
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)
"Nice place in a good neighborhood. Well maintained property!"
United States
Chad W.
The price is ￥18,737
￥44,202 total
includes taxes & fees
Jan 7 - Jan 8, 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 ￥18,737
￥43,871 total
includes taxes & fees
Jan 6 - Jan 7, 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 ￥19,942
￥25,847 total
includes taxes & fees
Dec 28 - Dec 29
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 ￥22,640
￥35,578 total
includes taxes & fees
Dec 30 - Dec 31
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 ￥20,254
￥54,892 total
includes taxes & fees
Jan 13 - Jan 14, 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 ￥19,518
￥46,665 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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 ￥15,500
￥41,981 total
includes taxes & fees
Jan 6 - Jan 7, 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 ￥26,544
￥48,154 total
includes taxes & fees
Dec 29 - Dec 30
✽ 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 ￥46,374
￥91,840 total
includes taxes & fees
Dec 30 - Dec 31
LUXE Suburban Chicago River Oasis w/Chef's Kitchen & Fire Pit!
3 bedrooms, desk, iron/ironing board, travel crib
- 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 ￥19,023
￥45,050 total
includes taxes & fees
Jan 4 - Jan 5, 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 ￥18,788
￥44,801 total
includes taxes & fees
Jan 11 - Jan 12, 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, (4)
"Amazing property had everything we need! "
United States
Rachel
The price is ￥26,544
￥58,834 total
includes taxes & fees
Jan 5 - Jan 6, 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 ￥19,838
￥47,169 total
includes taxes & fees
Dec 29 - Dec 30
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.
The price is ￥25,763
￥55,070 total
includes taxes & fees
Dec 28 - Dec 29
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

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

10/10 Excellent
"Clean room "
Kimberly 2-night trip
Posted 1 day ago
The Champagne Lodge & Luxury Suites

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 vacation rentals in Montgomery?

Yes, you can find vacation rentals near the most popular points of interest in Montgomery, or you can go with a more secluded option if you'd like a relaxing place to 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's the top vacation rental in Montgomery?

Modern 4 Bedroom Private Vacation Home : You might want to consider this vacation home rental near Montgomery, which offers a barbecue grill and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Montgomery?

Expedia has 5 vacation 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 Centennial Beach. In the larger area, you’ll find Aurora University and Paramount Theater.

What are vacation rentals like in Montgomery?

Vacation rentals are private accommodations you can stay in for a short or long stay in Montgomery. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family trips or small group gatherings.