Holiday Rentals in Montgomery

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Our top choices for Montgomery holiday rentals

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 €98
includes taxes & fees
19 Jan - 20 Jan 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

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 €227
includes taxes & fees
7 Jan - 8 Jan 2026
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

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 €459
includes taxes & fees
4 Jan - 5 Jan 2026
Fire Pit & Grill: Family Home on Fox River Trail!

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 €275
includes taxes & fees
7 Jan - 8 Jan 2026
Executive Retreat - 2 Parking Spaces, Sleeps 4!

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 €549
includes taxes & fees
18 Jan - 19 Jan 2026
Relaxing Retreat: Hot Tub, Hot Cocoa, Fire Pit, Movie Night with Popcorn, Games

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 €234
includes taxes & fees
6 Jan - 7 Jan 2026
Historic Hideaway*King Bed*Remodeled* fast 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 €249
includes taxes & fees
26 Jan - 27 Jan 2026
*The Belltower Haven*Large*Family Friendly*Wi-Fi

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 €149
includes taxes & fees
4 Jan - 5 Jan 2026
Air-Conditioned King Suite | Complimentary Breakfast

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.
Riverfront rental

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
2.0 star property
Lockport
The price is €301
includes taxes & fees
12 Jan - 13 Jan 2026
Entire home in Lockport, Illinois

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 €260
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

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 €233
includes taxes & fees
6 Jan - 7 Jan 2026
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

✽ 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 €268
includes taxes & fees
1 Jan - 2 Jan 2026
✽ Charming Cottage ✽ close to College/Town/Station

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 €587
includes taxes & fees
1 Jan - 2 Jan 2026
LUXE Suburban Chicago River Oasis w/Chef's Kitchen & Fire Pit!

- 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 €236
includes taxes & fees
4 Jan - 5 Jan 2026
- Beautiful Condo - King Bed - Free Waffle Breakfast -

- 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 €227
includes taxes & fees
4 Jan - 5 Jan 2026
- Fully-Equipped Condo - King Bed - Massive yard -

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 €325
includes taxes & fees
4 Jan - 5 Jan 2026
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

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

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

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

Find out more about Montgomery

Everything you need to know about Montgomery holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomery holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montgomery holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery holiday rentals we have selected for you start as low as €98 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery rentals

At Expedia, we put the best Montgomery holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montgomery rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomery holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomery. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.