Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking
10.0 out of 10, Exceptional, (5)
"The host was very warming to us! The house fit all our needs… cozy & nice! Neighbor was quiet as well. Will definitely use this house again ❤️"
3bd/1.5bath entire home/Game room/Office/extended stays/FREE Wifi & Parking
Fox Valley Farmhouse Overlooking The Fox River!
10.0 out of 10, Exceptional, (23)
"We had a wonderful stay! Beautiful home and extremely clean. Close location to both downtown St. Charles and Geneva shopping and restaurants. The host was very friendly and helpful with suggestions and the check in/check out process was beyond easy. Would recommend 100% and hope to be back again someday!"
Fox Valley Farmhouse Overlooking The Fox River!
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
2.0 out of 10, (1)
"Horrible"
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
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Fox River Retreat
9.6 out of 10, Exceptional, (5)
"Very understanding owner "
Fox River Retreat
✽ Charming Cottage ✽ close to College/Town/Station
10.0 out of 10, Exceptional, (31)
"Great house thank you"
The price is NZ$478
includes taxes & fees
25 Jun - 26 Jun
✽ Charming Cottage ✽ close to College/Town/Station
Lovely 2-Bdrm unit with pool. Home away from home.
9.0 out of 10, Wonderful, (12)
"This apartment fit our needs perfectly. The room sizes are generous and the kitchen is appropriately set up for short term stays. The Owner was responsive and extremely easy to work with. The apartment is located in a good area with very good access to major roads, shopping, services, etc.. We really enjoyed our stay"
Lovely 2-Bdrm unit with pool. Home away from home.
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
9.8 out of 10, Exceptional, (17)
"Very nice place"
The price is NZ$438
includes taxes & fees
26 Jun - 27 Jun
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Glen Ellyn Country Side Home
9.4 out of 10, Exceptional, (9)
"This place was great. So much space, it was clean and super quiet area. It was close to everything we needed and our host responded within minutes of request. If you have kids tons of space with pool. We travel year round coast to coast for lacrosse tournaments using vrbo. This house by far one of the best. We will be back!"
Glen Ellyn Country Side Home
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
10.0 out of 10, Exceptional, (2)
"This location was great for us. The room was very nice and quiet. It was great to have a full size fridge and microwave."
The price is NZ$277
includes taxes & fees
10 Jun - 11 Jun
Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!
Furnished Private home in Aurora
9.6 out of 10, Exceptional, (57)
"We stayed over Mother's Day weekend. It was a lovely house with two large family areas and TVs in every room and access to our streaming apps. We were disappointed the yard was not mowed w/tall weeds. Some of the deck is starting to fall apart. It wasn't suitable for the 3-year-old to run around in. However, the neighbors did say that the landscaping had been kept up last year. But knowing we were coming, it would have been nice to have at least sprayed for the weeds. The sump pump hose has...
Furnished Private home in Aurora
Riverfront rental with fun activities
10.0 out of 10, Exceptional, (18)
"What a great trip! Nice cute location with all that was needed to enjoy our stay. Will look forward to staying here again next time we visit!"
The price is NZ$460
includes taxes & fees
2 Jun - 3 Jun
Riverfront rental with fun activities
Modern Open Concept Home with Pool Table by Train Station
9.4 out of 10, Exceptional, (11)
"The home was very comfortable - it was modern and the beds were good. Unfortunately the repairs to make it rentable were not high quality. The bathroom sink in the half bath was leaking when we arrived. The door frame of the basement bathroom had fallen off & was lying on the floor when we arrived. The shower door in the upstairs bathroom would not stay on the track. However , none of these problems would deter me from renting again. They were just inconveniences."
Modern Open Concept Home with Pool Table by Train Station
Historic home with easy access to Chicago
9.6 out of 10, Exceptional, (152)
"Lots of space"
Historic home with easy access to Chicago
Home away from home Condo comfort
10.0 out of 10, Exceptional, (3)
"The house was very clean and perfect for our weekend trip. The host was very communicative and also allowed us a last minute late check out when our flight changed. I would definitely recommend and stay here again."
Home away from home Condo comfort
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping
9.8 out of 10, Exceptional, (29)
"Our stay at this VRBO rental was nothing short of exceptional! The location was perfect – safe, quiet, and conveniently situated. Syed was incredibly friendly and attentive, going above and beyond to ensure our needs were met. His proactive reminders helped us navigate the rental smoothly, avoiding any unnecessary charges. We felt well taken care of throughout our stay. The 8 of us (in town for a hockey tournament) had more than enough space. Without a doubt, this rental and Syed's hospitality...
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping
Spacious open concept home w/ game room + firepit
9.8 out of 10, Exceptional, (38)
"great house to relax and be together with the family."
Spacious open concept home w/ game room + firepit
St. Charles Riverview Retreat
10.0 out of 10, Exceptional, (8)
"Close to a nice walking trail by the Fox river. Stairs are a bit steep, but one bedroom is on the main floor."
The price is NZ$748
includes taxes & fees
3 Jun - 4 Jun
St. Charles Riverview Retreat
Cozy Home Sleeps 10 Lombard Chicago Suburb
9.8 out of 10, Exceptional, (6)
"The place was lovely and had everything you need! The management company was fantastic with quick response to any of our questions. We will definitely stay here again when in the area."
Cozy Home Sleeps 10 Lombard Chicago Suburb
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
10.0 out of 10, Exceptional, (3)
"We are a group of 15 cousins and family members ranging from mid 50’s to low 70’s. We had just spent the weekend together in the city and were looking forward to a couple days where we could just hang out and catch up. This property was the perfect location. We entered the property and the first this week noticed was the spectacular view of the Fox River. As we walked through we were delighted by how immaculate the house was. The kitchen was fully stocked with every appliance and utensil we...
The price is NZ$2,795
includes taxes & fees
4 Jun - 5 Jun
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Geneva Island Park Retreat
10.0 out of 10, Exceptional, (13)
"We had a fantastic stay at this property! The location was ideal. Extremely easy walk to Geneva’s downtown but the home was located in a quiet neighborhood. The house was clean and had very comfortable beds. We enjoyed the four-season room and took advantage of the bonfire on the back patio. We wish our stay was longer but would definitely be returning."
Geneva Island Park Retreat
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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.

Other types of properties in Montgomery you may be interested in

DoubleTree by Hilton Lisle Naperville
4.0 star property
8.0 out of 10, Very good, (1007)
"The property was comfortable and clean. It could do with a little updating. "
The price is NZ$161
includes taxes & fees
16 Jun - 17 Jun
DoubleTree by Hilton Lisle Naperville
The Champagne Lodge & Luxury Suites
3.5 star property
8.4 out of 10, Very good, (1003)
"Great staff very quiet and peaceful "
The price is NZ$213
includes taxes & fees
3 Jun - 4 Jun
The Champagne Lodge & Luxury Suites
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
8.8 out of 10, Excellent, (1543)
"Parking lot a little confusing at times but a convenient place for us to stay and good service, clean rooms and quiet the times we’ve stayed. "
The price is NZ$139
includes taxes & fees
2 Jun - 3 Jun
SureStay Plus Hotel by Best Western Chicago Lombard
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Montgomery holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Montgomery. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Montgomery. Seeing all the best attractions is bound to make you fall in love with Montgomery. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Montgomery short-term rentals, that won’t be hard to do.

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?

✽ Charming Cottage ✽ close to College/Town/Station: This holiday home rental outside of Montgomery offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Montgomery?

Expedia has 3 holiday 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 wider area, you’ll find Aurora University and Hollywood Casino.

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.

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