Montgomery Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montgomery holiday rentals

Holiday Home in South Elgin

Riverfront rental
9.8 out of 10, Exceptional, (36 reviews)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
United States
Josh R.
The price is AU$277
includes taxes & fees
19 Mar - 20 Mar
Riverfront rental
9.8 out of 10, Exceptional, (36 reviews)
"I had a great stay here for my dog show. The host answered phone calls and everything in the house was clean and exactly as described. Check-in was smooth, the neighborhood was quiet, and and amenities worked perfectly for my trip. I’d definitely stay again."
United States
Octavio Sebastian M.
The price is AU$408
includes taxes & fees
29 Mar - 30 Mar
Historic Hideaway*King Bed*Remodeled* fast Wi-Fi
10.0 out of 10, Exceptional, (59 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
The price is AU$444
includes taxes & fees
23 Mar - 24 Mar
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (14 reviews)
"This is our second year in a row for our annual Friendsgiving. We love the place and plan to make it our annual house for our group! "
United States
Aaron P.
The price is AU$1,495
includes taxes & fees
19 Mar - 20 Mar
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
10.0 out of 10, Exceptional, (23 reviews)
"We had a lovely stay! The property was well appointed and comfortable. The host was very responsive. "
United States
Kathryn M.
The price is AU$359
includes taxes & fees
23 Mar - 24 Mar
- Beautiful Condo - King Bed - Free Waffle Breakfast -
10.0 out of 10, Exceptional, (3 reviews)
"Great stay. Nice place. Easy access. Clean. "
United States
Juan S.
The price is AU$329
includes taxes & fees
19 Mar - 20 Mar
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
9.6 out of 10, Exceptional, (17 reviews)
"Location was easy to find and good as a base for day trips to Chicago. "
United States
Brian H.
The price is AU$502
includes taxes & fees
19 Mar - 20 Mar
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

Apartment in Yorkville

Relaxing 2BR Riverfront Townhome
10.0 out of 10, Exceptional, (2 reviews)
"We needed to book at trip at the last minute (2 days before, with dogs) and was very happy to find this available! The unit was just as expected and very clean. Beds were very comfortable. The location is walking distance to downtown Yorkeville (great food/bars, walking, etc) but also a park 2 blocks in the other direction so the dogs were very happy. Although we didn't use it, there was a garage we could have parked in. Check in went smoothly and communication with the Owner was easy. Check...
United States
Cat S.
The price is AU$458
includes taxes & fees
19 Mar - 20 Mar
Relaxing 2BR Riverfront Townhome
9.8 out of 10, Exceptional, (27 reviews)
"Cute house, great yard and neighborhood, and host was very responsive."
United States
Shannon V.
The price is AU$781
includes taxes & fees
23 Mar - 24 Mar
Bliss in Batavia near the Fox River

Holiday Home in Yorkville

3BR Retreat in a House 2Floor
9.4 out of 10, Exceptional, (3 reviews)
"It’s was a nice place and perfect for our short stay. "
United States
Heather L.
The price is AU$277
includes taxes & fees
22 Mar - 23 Mar
3BR Retreat in a House 2Floor
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 AU$228
includes taxes & fees
19 Mar - 20 Mar
Studio - Sleeps 3 - 2 mins from Downtown Oswego
9.6 out of 10, Exceptional, (32 reviews)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is AU$174
includes taxes & fees
5 Apr - 6 Apr
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
2.5 star property
The price is AU$878
includes taxes & fees
18 Apr - 19 Apr
Modern 4 Bedroom Private Vacation Home
10.0 out of 10, Exceptional, (38 reviews)
"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 AU$412
includes taxes & fees
25 Mar - 26 Mar
- Fully-Equipped Condo - King Bed - Massive yard -
9.6 out of 10, Exceptional, (24 reviews)
"Had a nice time. Great location!"
United States
Jinjer M.
The price is AU$397
includes taxes & fees
19 Mar - 20 Mar
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
9.6 out of 10, Exceptional, (27 reviews)
"This property was very clean, spacious and a great place to stay for my family!"
United States
Vanessa P.
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
9.4 out of 10, Exceptional, (23 reviews)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
United States
Jerilynn L.
The price is AU$398
includes taxes & fees
19 Mar - 20 Mar
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
10.0 out of 10, Exceptional, (30 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is AU$1,493
includes taxes & fees
19 Mar - 20 Mar
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
10.0 out of 10, Exceptional, (5 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AU$521
includes taxes & fees
12 Apr - 13 Apr
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
9.4 out of 10, Exceptional, (33 reviews)
"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 AU$397
includes taxes & fees
8 Apr - 9 Apr
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 favourite 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 depend 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 AU$174 per night. Entering your travel dates in the search wizard might find you 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?

Clarendon Hills Top Floor: This holiday home rental outside of Montgomery is equipped with a BBQ, air conditioning and 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 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.