An aerial view of a city with a river, historic buildings, and a prominent church spire.

Montgomery Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Montgomery holiday rentals

A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

1. PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.6 out of 10, Exceptional, (14 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
The price is NZ$543
includes taxes & fees
8 Sept - 9 Sept
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

2. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
The price is NZ$657
includes taxes & fees
6 Oct - 7 Oct
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

3. River Access•Game room•Backyard•King•W/D•Parking

River Access•Game room•Backyard•King•W/D•Parking
Yorkville
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."
United States
Daniela M.
The price is NZ$639
includes taxes & fees
7 Sept - 8 Sept
River Access•Game room•Backyard•King•W/D•Parking
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (46 reviews)
"Pulling up to the property left us a little skeptical, but it overdelivered. Really will updated inside, great location, and great communication. We would definitely stay here again!"
United States
Mike M.
The price is NZ$465
includes taxes & fees
7 Sept - 8 Sept
- Fully-Equipped Condo - King Bed - Massive yard -
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and a countertop.

5. 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
9.6 out of 10, Exceptional, (27 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
The price is NZ$526
includes taxes & fees
8 Sept - 9 Sept
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a view of the outside through the windows.

6. 2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
Geneva
9.8 out of 10, Exceptional, (40 reviews)
"Property was very clean and well-kept. The neighborhood was quiet and felt safe. In a great location too, about a mile from the Metra/downtown Geneva"
United States
Ethan D.
The price is NZ$528
includes taxes & fees
10 Sept - 11 Sept
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

7. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (2 reviews)
"This is a spacious house in a very nice, quiet neighborhood. The backyard is a perfect spot to relax and soak in the sun/play games. This is a great house for families. We had a nearby wedding and this was a wonderful house to get ready at. The hosts are extremely welcoming and communicate wonderfully. "
United States
Alicia F.
The price is NZ$1,049
includes taxes & fees
8 Sept - 9 Sept
4BR Tudor • Wooded Lot • 10 Min to Downtown
A modern kitchen with white cabinets, a large island, stainless steel appliances, and pendant lighting.

8. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (33 reviews)
"it’s a very nicely, remodeled home in a very quiet neighborhood. Large kitchen, comfortable beds, there’s a walk-in shower in the finished basement, which was important to us. It’s also close to Geneva, which is a very nice town many restaurants and shops."
United States
Fred M.
The price is NZ$861
includes taxes & fees
8 Sept - 9 Sept
Bliss in Batavia near the Fox River
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

9. Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (34 reviews)
"The property was perfect for our family! There was plenty of room, indoors and out, for us, our kids, and our grandkids. The house was spotless and the kitchen was extensively stocked with dishes, cookware, etc. We also appreciated the numerous comfy places to gather."
United States
Mila M.
The price is NZ$1,953
includes taxes & fees
7 Sept - 8 Sept
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
A covered outdoor deck with wicker furniture, a glass-top table, and a potted plant.

10. - Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (28 reviews)
"Best hosts on VRBO. They were so fast to address questions, and put in so many thoughtful touches. I wish all hosts were like them!!!!!"
United States
Nikki G.
The price is NZ$505
includes taxes & fees
14 Sept - 15 Sept
- Beautiful Condo - King Bed - Free Waffle Breakfast -

11. 2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Plano
10.0 out of 10, Exceptional, (15 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 NZ$1,950
includes taxes & fees
8 Sept - 9 Sept
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.

12. 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, (34 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is NZ$506
includes taxes & fees
7 Sept - 8 Sept
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern living room with a sofa set, a coffee table, and a rug.

13. Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (3 reviews)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is NZ$847
includes taxes & fees
7 Sept - 8 Sept
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
A modern living room with a pink sofa, a chair, and a chandelier.

14. Naperville Luxury 3-bedroom

Naperville Luxury 3-bedroom
Naperville
The price is NZ$1,271
includes taxes & fees
7 Sept - 8 Sept
Naperville Luxury 3-bedroom
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

15. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.6 out of 10, Exceptional, (29 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveller
The price is NZ$131
includes taxes & fees
1 Oct - 2 Oct
2 Full Beds | Non-Smoking, Kitchen
A building with a sign reading "Hale Street Cantina" and a brick facade.

16. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (71 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is NZ$551
includes taxes & fees
7 Oct - 8 Oct
✽ Charming Cottage ✽ close to College/Town/Station

17. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
The price is NZ$1,315
includes taxes & fees
8 Sept - 9 Sept
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

18. PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
6.0 out of 10, (2 reviews)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is NZ$819
includes taxes & fees
8 Sept - 9 Sept
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
A pathway flanked by stone arches, surrounded by lush green grass and trees.

19. Spacious 5-bedroom house in perfect Plano with AC for relaxing stays

Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
Plano
The price is NZ$903
includes taxes & fees
7 Sept - 8 Sept
Spacious 5-bedroom house in perfect Plano with AC for relaxing stays
A modern living room with a wooden dining table, two brown leather chairs, a green sofa, and a coffee table. A flat-screen TV is mounted on the wall, and a forest mural is visible.

20. 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, (34 reviews)
"This is our second time at this property and we will be back. Cita the host is top notch and bent over backwards for every request. lovely neighborhood for walking and quiet. The space is perfect for a quiet dinner with our grown kids. Thank you Cita and the cleaning crew who made it beautiful!"
United States
Gail F.
The price is NZ$579
includes taxes & fees
6 Oct - 7 Oct
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.
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Top Montgomery Hotel Reviews

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

8/10 Good
"Everything was great. Nice rooms, comfortable beds. Definitely would stay there again. The only hiccup was a young girl at the desk early morning our day of checkout. We had some questions and this girl looked and talked like she didnt want to be there. Maybe her name was Tiara or Kiara. Lousy attitude. We walked away from the desk kind if dumbfounded. Everybody else we dealt with at the desk was super helpful. But not her. It wouldnt deter me from returning there but I would avoid her if I ever saw her working there again."
Steven 1-night trip
Posted less than an hour ago
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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 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 NZ$123 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?

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 Waubonsee Community College.

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.