Montgomery Vacation Rentals

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Vacation Rentals in Montgomery

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

9.4 out of 10, Exceptional, (16)
"Met our needs perfectly. "
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking

Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

9.6 out of 10, Exceptional, (25)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
$99 nightly
The price is $105
Sep 1 - Sep 2
Total with taxes and fees
Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (47)
"We loved how cute this house was! It was very convenient for visiting our daughter and nice to have plenty of space and amenities. Our host was very prompt communication. Would definitely stay here again!"
$295 nightly
The price is $313
Sep 4 - Sep 5
Total with taxes and fees
✽ Charming Cottage ✽ close to College/Town/Station

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"Easy access to all St Charles "
Minutes to Downtown Saint Charles, Cozy/Chic Home

4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

10.0 out of 10, Exceptional, (23)
"Great house, great neighborhood, host was amazing!"
4bd house, Hot-tub, full-basement, pool table & big yard,3 full bathroom.

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

10.0 out of 10, Exceptional, (12)
"Great location, great place...perfect!"
$1,027 nightly
The price is $1,089
Sep 2 - Sep 3
Total with taxes and fees
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

Clarendon Hills Top Floor

6.8 out of 10, (10)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.2 out of 10, Wonderful, (27)
"We had a large group (11) the property had plenty of room for everyone to be comfortable. The host was very helpful and quickly responded to any inquiries we had."
Spread out - Renovated 5BR+Loft, Sleeps 12+

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

2.0 out of 10, (1)
"Horrible"
$142 nightly
The price is $151
Sep 1 - Sep 2
Total with taxes and fees
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

Riverfront rental

9.8 out of 10, Exceptional, (32)
"It is a small house but it has everything you need to be comfortable and the host is very friendly."
$237 nightly
The price is $251
Sep 2 - Sep 3
Total with taxes and fees
Riverfront rental

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

4.0 out of 10, (2)
"The property has some safety issues that need to be addressed. Master bed was comfortable. Didn’t sit outside as there were too many bugs. The host was communicative prior to arrival. "
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

Townhome < 5 Mi to Naperville & Morton Arboretum

9.8 out of 10, Exceptional, (7)
"Excellent location for our family to be able to connect with other family members."
Townhome < 5 Mi to Naperville & Morton Arboretum

Spacious Deck & Balcony, Game Area, Garage

9.6 out of 10, Exceptional, (14)
"We had a great stay! Thank you for hosting us!"
$528 nightly
The price is $560
Sep 3 - Sep 4
Total with taxes and fees
Spacious Deck & Balcony, Game Area, Garage

Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago

10.0 out of 10, Exceptional, (11)
"This amazing rental worked perfectly for what I needed it for. It was well stocked, had incredible amenities, and was in a great location. I will absolutely look to this rental again in the future! "
Designer Home: Heated Pool, Hot Tub, 4 Kings, Near Chicago

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

10.0 out of 10, Exceptional, (30)
"Great stay at this bnb; roomy and the host was super friendly!"
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

Feel good, live well in this cozy Wheaton 3 bedroom!

10.0 out of 10, Exceptional, (1)
"Very clean. Spacious, open living area, lots of storage and comfortable beds. "
Feel good, live well in this cozy Wheaton 3 bedroom!

- Beautiful Condo - King Bed - Free Waffle Breakfast -

10.0 out of 10, Exceptional, (17)
"A wonderful stay!! Good location. Very clean. Well stocked with everything we needed to enjoy ourselves! So many little touches made it a really nice place to stay. Comfortable and charming! "
$263 nightly
The price is $279
Sep 9 - Sep 10
Total with taxes and fees
- Beautiful Condo - King Bed - Free Waffle Breakfast -

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (90)
"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "
Furnished Private home in Aurora sleeps 9 guests

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

9.8 out of 10, Exceptional, (26)
"Easy to find, good parking for up to two cars, adequately furnished, modern, close to restaurants and shopping. Have enjoyed staying here! multiple"
$261 nightly
The price is $283
Sep 23 - Sep 24
Total with taxes and fees
*The Belltower Haven*Large*Family Friendly*Wi-Fi

4BR Family Home w/ Great Light | LCP Collection

9.2 out of 10, Wonderful, (7)
"As advertised. Comfortable. Plenty of space for a family. We enjoyed walking past the pond and geese - convenient to oak brook area and Graue mill natural areas. "
$592 nightly
The price is $628
Sep 30 - Oct 1
Total with taxes and fees
4BR Family Home w/ Great Light | LCP Collection
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

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 $105 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.

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?

Clarendon Hills Top Floor: Visitors like this Montgomery vacation home rental. It is equipped with a barbecue grill, 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 you can cook with friends or family.

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 Sugar Grove Family Fun 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 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.