Book Holiday Homes in Montgomery

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Featured Holiday Homes in Montgomery

Fox River Retreat

Fox River Retreat

St. Charles
Located in St. Charles, this vacation home is on a river, within a 10-minute drive of St. Charles Heritage Center and Camp Kane and Arcada Theater.
Fox River Retreat
Furnished Private home in Aurora

Furnished Private home in Aurora

Aurora
Located in Aurora, this vacation home is within a 5-minute drive of Copley Memorial Hospital and Rush-Copley Medical Center.
Furnished Private home in Aurora
King Bed, DIsney+, Spacious, Family-Friendly House

King Bed, DIsney+, Spacious, Family-Friendly House

Joliet
The price is AU$565 per night from 18 Nov to 19 Nov
AU$565
includes taxes & fees
18 Nov - 19 Nov
With a stay at this vacation home in Joliet, you'll be within a 15-minute drive of Harrah's Casino and Route 66 Raceway.
King Bed, DIsney+, Spacious, Family-Friendly House
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Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve

Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve

2 out of 5
Willowbrook
Located in Willowbrook, this vacation home is a 3-minute drive from Willowbrook Community Park and 5 minutes from Creekside Park.
Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage

Glen Ellyn
The price is AU$688 per night from 6 Nov to 7 Nov
AU$688
includes taxes & fees
6 Nov - 7 Nov
Located in Glen Ellyn, this vacation home is a 5-minute drive from College of Dupage and 6 minutes from French Market.
Spacious Deck & Balcony, Game Area, Garage
Clarendon Hills Top Floor

Clarendon Hills Top Floor

Clarendon Hills
With a stay at this vacation home in Clarendon Hills, you'll be within a 5-minute drive of Ty Warner Park and Twin Lakes Park.
Clarendon Hills Top Floor
Charming 3-bedroom house in fantastic Plainfield,  10 min to Naperville

Charming 3-bedroom house in fantastic Plainfield, 10 min to Naperville

2 out of 5
Plainfield
A stay at this vacation home places you in the heart of Plainfield, within a 5-minute drive of Electric Park and Settlers Park.
Charming 3-bedroom house in fantastic Plainfield, 10 min to Naperville
✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station

Wheaton
The price is AU$446 per night from 19 Nov to 20 Nov
AU$446
includes taxes & fees
19 Nov - 20 Nov
With a stay at this vacation home in Wheaton, you'll be within a 5-minute drive of Wheaton College and Billy Graham Center Museum.
✽ Charming Cottage ✽ close to College/Town/Station
Spread out - Renovated 5BR+Loft, Sleeps 12+

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

Aurora
With a stay at this vacation home in Aurora, you'll be within a 5-minute drive of Aurora Regional Fire Museum and Hollywood Casino Aurora.
Spread out - Renovated 5BR+Loft, Sleeps 12+
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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.

Montgomery Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Montgomery vacation homes are the perfect way for you to wing it.

Holiday houses in Montgomery let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Montgomery in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Montgomery adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Montgomery with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Montgomery vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Montgomery Holiday Homes essential information

Accommodation
143 Holiday Homes
Lowest Price
AU$107
Highest Price
AU$688
Popular accommodation
Fox River Retreat, Furnished Private home in Aurora, King Bed, DIsney+, Spacious, Family-Friendly House, Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve, Spacious Deck & Balcony, Game Area, Garage , Clarendon Hills Top Floor, Charming 3-bedroom house in fantastic Plainfield, 10 min to Naperville, ✽ Charming Cottage ✽ close to College/Town/Station, Spread out - Renovated 5BR+Loft, Sleeps 12+

Top trending hotels in Montgomery

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is AU$197 per night from 6 Nov to 7 Nov
AU$197
includes taxes & fees
6 Nov - 7 Nov
Located in Willowbrook, The Champagne Lodge & Luxury Suites is a 4-minute drive from Willowbrook Community Park and 6 minutes from Burr Ridge Village ...
The Champagne Lodge & Luxury Suites
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 6 Nov to 7 Nov
AU$137
includes taxes & fees
6 Nov - 7 Nov
Located in Lombard (Highland Hills), SureStay Plus Hotel by Best Western Chicago Lombard is within a 5-minute drive of Yorktown Shopping Center and Advocate ...
SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 19 Nov to 20 Nov
AU$107
includes taxes & fees
19 Nov - 20 Nov
Located in Westmont, Chicago Club Inn & Suites is in the suburbs, within a 10-minute drive of Oakbrook Center Mall and Yorktown Shopping Center.
Chicago Club Inn & Suites
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Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 1 Dec to 2 Dec
AU$199
includes taxes & fees
1 Dec - 2 Dec
Located in Lombard, Embassy Suites by Hilton Chicago Lombard Oak Brook is in the business district, a 4-minute walk from Yorktown Shopping Center and within ...
Embassy Suites by Hilton Chicago Lombard Oak Brook
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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.

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^Subject to availability and chosen travel dates.