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

Montgomery Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Montgomery vacation rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

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

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
8.0 out of 10, Very good, (1 review)
"Overall good I would stay there again if I was to travel to Chicago again"
United States
Avo H.
$335 nightly
The price is $355
Nov 2 - Nov 3
Total with taxes and fees
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

2. 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
9.2 out of 10, Wonderful, (15 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.
$319 nightly
The price is $338
Oct 6 - Oct 7
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

3. PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.4 out of 10, Exceptional, (32 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
$433 nightly
The price is $459
Oct 4 - Oct 5
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

4. 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, (4 reviews)
"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."
United States
Daniela M.
$349 nightly
The price is $370
Oct 4 - Oct 5
Total with taxes and fees
River Access•Game room•Backyard•King•W/D•Parking
A kitchen with white cabinets, a stainless steel sink, and a light-colored countertop.

5. Cozy condo

Cozy condo
Aurora
6.0 out of 10, (2 reviews)
"Good for short term stays."
United States
Lindsey H.
Cozy condo
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.

6. 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, (36 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.
$304 nightly
The price is $336
Oct 5 - Oct 6
Total with taxes and fees
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

7. 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, (35 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.
$1,084 nightly
The price is $1,149
Oct 5 - Oct 6
Total with taxes and fees
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
A living room with a large window, a sofa, a chair, and a desk with a vase of flowers.

8. Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong

Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
Naperville
$486 nightly
The price is $515
Oct 6 - Oct 7
Total with taxes and fees
Naperville Oasis: 3 Kings, Yard, Patio, Ping-Pong
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

9. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
9.6 out of 10, Exceptional, (5 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.
$626 nightly
The price is $663
Oct 18 - Oct 19
Total with taxes and fees
4BR Tudor • Wooded Lot • 10 Min to Downtown
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and a countertop.

10. 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, (28 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
$282 nightly
The price is $312
Oct 25 - Oct 26
Total with taxes and fees
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
$386 nightly
The price is $409
Oct 21 - Oct 22
Total with taxes and fees
- Fully-Equipped Condo - King Bed - Massive yard -
(OUTDOOR SPACE) Where comfort and charm come together. Unwind in the outdoor lounge set under an inviting gazebo with twinkling lights. Stay fresh with a gentle breeze from the fan as you relax.

12. 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.
$547 nightly
The price is $579
Oct 5 - Oct 6
Total with taxes and fees
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Dining

13. 4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Naperville
5.0 out of 10, (2 reviews)
"It was a great functional atmosphere. I would definitely stay again. "
United States
colin m.
$559 nightly
The price is $592
Oct 4 - Oct 5
Total with taxes and fees
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
A covered outdoor deck with wicker furniture, a glass-top table, and a potted plant.

14. - 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.
$378 nightly
The price is $401
Oct 15 - Oct 16
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -
A modern living room with a sofa set, a coffee table, and a rug.

15. 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.
$469 nightly
The price is $497
Oct 7 - Oct 8
Total with taxes and fees
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Two twin beds in a hotel room with a green accent wall, a framed picture, and a nightstand with a lamp.

16. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
9.2 out of 10, Wonderful, (30 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$69 nightly
The price is $76
Oct 30 - Oct 31
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a view of the outside through the windows.

17. 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.
$283 nightly
The price is $312
Oct 19 - Oct 20
Total with taxes and fees
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail
A modern kitchen with grey cabinets, a white countertop, and a round table with blue chairs.

18. Stylish 1BR - A+ Location, Parking, Laundry

Stylish 1BR - A+ Location, Parking, Laundry
Lisle
$239 nightly
The price is $240
Oct 5 - Oct 6
Total with taxes and fees
Stylish 1BR - A+ Location, Parking, Laundry
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

19. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (51 reviews)
"Incredible host and property."
United States
John V.
$243 nightly
The price is $258
Oct 5 - Oct 6
Total with taxes and fees
Riverfront rental
A modern living room with a large white table, grey sofa, and a flat-screen TV mounted on the wall.

20. King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away

King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Lockport
10.0 out of 10, Exceptional, (10 reviews)
"Adorable place to stay, decor is done so cute. Very comfortable family room to relax"
United States
Teresa S.
$248 nightly
The price is $262
Oct 4 - Oct 5
Total with taxes and fees
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montgomery Hotel Reviews

Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

10/10 Excellent
"Good place"
Mike 3-night trip
Posted 1 hour ago
Hyatt Place Chicago/Lombard/Oak Brook

Find out more about Montgomery

Everything you need to know about Montgomery vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montgomery vacation 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 low season months. For more hustle and bustle, you may prefer to visit Montgomery in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montgomery rentals

At Expedia, we put the best Montgomery vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Spacious3BR 1.5 bath Retreat/Game Room/Fenced Yard/No Stairs!/Garage/Dogfriendly: Visitors like this Montgomery vacation home rental. It offers a patio, an arcade game room, and a barbecue grill 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 you can cook with friends or family. Our travelers also rate 3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking as a favorite home for rent in Montgomery.

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 Fabyan Villa Museum & Japanese Garden. In the larger area, you’ll find Aurora University and Waubonsee Community College.

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.