Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Montgomery vacation rentals

1 bedroom

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Chicago
10.0 out of 10, Exceptional, (26 reviews)
"Nice people,nice rooms!"
United States
Anonymous traveler
$90 nightly
The price is $99
Jul 1 - Jul 2
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
Private kitchen

Quiet 2 Bedroom Escape Steps from Downtown Joliet

Quiet 2 Bedroom Escape Steps from Downtown Joliet
Joliet
$299 nightly
The price is $339
Jun 9 - Jun 10
Total with taxes and fees
Quiet 2 Bedroom Escape Steps from Downtown Joliet
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
9.8 out of 10, Exceptional, (68 reviews)
"This is a cozy little home close to all the things we love about visiting Wheaton. "
United States
Nancy F.
$304 nightly
The price is $322
Jun 9 - Jun 10
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station
TV, offices

Cozy Getaway - 2 Parking Spaces, Sleeps 4!

Cozy Getaway - 2 Parking Spaces, Sleeps 4!
Westmont
6.0 out of 10, (1 review)
"The door lock was not easy got locked out many times. There were three guests and we were left with three towels and three wash clothes for an entire week stay. No basic stuff like salt and pepper for plastic wrap or foil. No large bowls to make anything in. Two pans. There were lamps with no where to plug in. We don't have outlets to plug phones and stuff in. We had to buy extension cords. 4 hangers in the closet. Furniture layout was crowed. On the positive side. Place was very conveniently...
United States
Tracy M.
Cozy Getaway - 2 Parking Spaces, Sleeps 4!
Smart TV

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
Westmont
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
$224 nightly
The price is $237
Jun 4 - Jun 5
Total with taxes and fees
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
TV, offices

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4

Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Westmont
8.4 out of 10, Very Good, (5 reviews)
"Great experience and great location very grateful for the stay, would highly recommend."
United States
DeMarco L.
$324 nightly
The price is $355
Jun 9 - Jun 10
Total with taxes and fees
Curated for Cozy Stays -2 Parking Spaces, Sleeps 4
Outdoor dining

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, (29 reviews)
"Vic and his staff were extremely attentive. Thank you for a great stay"
United States
Brian N.
$297 nightly
The price is $314
Jun 4 - Jun 5
Total with taxes and fees
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
$253 nightly
The price is $255
Jun 8 - Jun 9
Total with taxes and fees
Riverfront rental
Exterior

Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
8.8 out of 10, Excellent, (3 reviews)
"Very nice facility. Room was spacious and comfortable. Staff were friendly and helpful. Had a great experience. "
United States
Jeffery R.
$177 nightly
The price is $197
Jun 7 - Jun 8
Total with taxes and fees
Air-Conditioned King Suite | Complimentary Breakfast
Interior

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, (5 reviews)
"We really enjoyed our stay. The property was nicely decorated-very modern and cute. The location was good for us-close to the friends and family we wanted to visit. We felt it was a very safe area. Stores and restaurants were close by. Definitely recommend and will stay there again!"
United States
Denise K.
$205 nightly
The price is $217
Jun 15 - Jun 16
Total with taxes and fees
King Size Bed, Near Hwy, Work Desk, Parking Just A Few Feet Away
Interior

King Bed Suite, *Spacious Newly Remodeled House*

King Bed Suite, *Spacious Newly Remodeled House*
Joliet
10.0 out of 10, Exceptional, (49 reviews)
"The place was everything we needed , clean, convenient and comfortable "
United States
Victor P.
$339 nightly
The price is $370
Jun 9 - Jun 10
Total with taxes and fees
King Bed Suite, *Spacious Newly Remodeled House*
1 bedroom, desk, iron/ironing board, WiFi

Studio - Sleeps 3 - 2 mins from Downtown Oswego

Studio - Sleeps 3 - 2 mins from Downtown Oswego
Oswego
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
$230 nightly
The price is $244
Jun 7 - Jun 8
Total with taxes and fees
Studio - Sleeps 3 - 2 mins from Downtown Oswego
Living area

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
10.0 out of 10, Exceptional, (1 review)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
$389 nightly
The price is $392
Jun 9 - Jun 10
Total with taxes and fees
Entire home in Lockport, Illinois
Interior

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Carol Stream
9.4 out of 10, Exceptional, (6 reviews)
"The property was nice. Perfect for our guys trip. "
United States
Jay S.
$559 nightly
The price is $593
Jun 7 - Jun 8
Total with taxes and fees
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area
Shower, hair dryer, towels, soap

3-bedroom hillside property in woods with fireplace and lake view

3-bedroom hillside property in woods with fireplace and lake view
Lemont
6.0 out of 10, (6 reviews)
"Was very nice to stay owner was very nice it was a pleasant stay for me ,my family and my friends will recommend . "
United States
Jennifer D.
$255 nightly
The price is $273
Jun 23 - Jun 24
Total with taxes and fees
3-bedroom hillside property in woods with fireplace and lake view
Smart TV

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, (26 reviews)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
United States
Jerilynn L.
$281 nightly
The price is $310
Jun 9 - Jun 10
Total with taxes and fees
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
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
Geneva
9.4 out of 10, Exceptional, (35 reviews)
"The host was very welcoming "
United States
Karen B.
$297 nightly
The price is $328
Jun 4 - Jun 5
Total with taxes and fees
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
TV

Relaxing 2BR Riverfront Townhome

Relaxing 2BR Riverfront Townhome
Yorkville
10.0 out of 10, Exceptional, (2 reviews)
"Matched the photos - was a decent place to spend a night on our road trip. Yorkville seems like a nice area too - stores and restaurants nearby"
United States
Tora U.
Relaxing 2BR Riverfront Townhome
Smart TV

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, (9 reviews)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
$289 nightly
The price is $319
Jun 10 - Jun 11
Total with taxes and fees
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Combined shower/tub, hair dryer

*The Belltower Haven*Large*Family Friendly*Wi-Fi

*The Belltower Haven*Large*Family Friendly*Wi-Fi
Joliet
9.8 out of 10, Exceptional, (34 reviews)
"It was a nice property and close to where we were going!"
United States
Elyse O.
$343 nightly
The price is $376
Jun 16 - Jun 17
Total with taxes and fees
*The Belltower Haven*Large*Family Friendly*Wi-Fi
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

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

2/10 Terrible
"Very old, in bad shape. I was a bit scared when i entered the room"
satyakumar 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Lisle Naperville

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 $88 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?

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking: Visitors like this Montgomery vacation home rental. It offers a patio, a garden, 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. Make the most of the arcade game room in this rental home to help you unwind. Our travelers also rate Fun, Spacious, NO STAIRS, Garage, WIFI, Sleeps 8max – Ideal for Families & Crews 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 Splash Country Waterpark, or get out into nature at a spot like Fabyan Villa Museum & Japanese Garden. 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.