Book Holiday Homes in Montgomery

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Featured Holiday Homes in Montgomery

Furnished Private home in Aurora sleeps 9 guests

Furnished Private home in Aurora sleeps 9 guests

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 sleeps 9 guests
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East

Lombard
Located in Lombard, this vacation home is within a 5-minute drive of Lilacia Park and Yorktown Shopping Center.
Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East
Historic home with easy access to Chicago

Historic home with easy access to Chicago

Glen Ellyn
A stay at this vacation home places you in the heart of Glen Ellyn, within a 5-minute drive of Wheaton College and Billy Graham Center Museum.
Historic home with easy access to Chicago
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King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House

Joliet
The price is AU$545 per night from 29 Apr to 30 Apr
AU$545
includes taxes & fees
29 Apr - 30 Apr
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/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House
Charming 2-bedroom house with Feather Theme , WiFi in excellent Aurora

Charming 2-bedroom house with Feather Theme , WiFi in excellent Aurora

Aurora
With a stay at this vacation home in Aurora, you'll be within a 5-minute drive of AMITA Health Mercy Medical Center Aurora and Fresenius Medical Care at Provena ...
Charming 2-bedroom house with Feather Theme , WiFi in excellent Aurora
Great place to stay in Warrenville

Great place to stay in Warrenville

Warrenville
Located in Warrenville, this vacation home is in a rural location, within a 5-minute drive of Blackwell Forest Preserve and Nike Sports Complex.
Great place to stay in Warrenville
Geneva Island Park Retreat

Geneva Island Park Retreat

Geneva
With a stay at this vacation home in Geneva, you'll be within a 15-minute walk of Island Park and C'est La Vie.
Geneva Island Park Retreat
Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage

Glen Ellyn
The price is AU$747 per night from 29 Apr to 30 Apr
AU$747
includes taxes & fees
29 Apr - 30 Apr
With a stay at this vacation home in Glen Ellyn, you'll be within a 5-minute drive of Lilacia Park and College of Dupage.
Spacious Deck & Balcony, Game Area, Garage
Desirable chic home in a Prime Location!

Desirable chic home in a Prime Location!

Oakbrook Terrace
Located in Villa Park, this vacation home is within a 5-minute drive of Drury Lane Theater and Oakbrook Center Mall.
Desirable chic home in a Prime Location!
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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
166 Holiday Homes
Lowest Price
AU$141
Highest Price
AU$747
Popular accommodation
Furnished Private home in Aurora sleeps 9 guests, Spacious 3-Bedroom Home with Game Lounge & Relaxing Backyard Near Glenbard East, Historic home with easy access to Chicago, King Bed/Fast Wi-Fi/Spacious/Family-Friendly/Just 2 steps to enter House, Charming 2-bedroom house with Feather Theme , WiFi in excellent Aurora, Great place to stay in Warrenville, Geneva Island Park Retreat, Spacious Deck & Balcony, Game Area, Garage , Desirable chic home in a Prime Location!

Top trending hotels in Montgomery

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$141 per night from 29 Apr to 30 Apr
AU$141
includes taxes & fees
29 Apr - 30 Apr
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
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$200 per night from 29 Apr to 30 Apr
AU$200
includes taxes & fees
29 Apr - 30 Apr
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
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 11 May to 12 May
AU$144
includes taxes & fees
11 May - 12 May
Located in Naperville, DoubleTree by Hilton Lisle Naperville is in the business district, a 2-minute drive from Morton Arboretum and 6 minutes from College of ...
DoubleTree by Hilton Lisle Naperville
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Best Western Naperville Inn

Best Western Naperville Inn

2.5 out of 5
1617 Naperville Wheaton Rd, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 5 May to 6 May
AU$151
includes taxes & fees
5 May - 6 May
Located in Naperville, Best Western Naperville Inn is in the business district, a 4-minute drive from Morton Arboretum and 6 minutes from Riverwalk.
Best Western Naperville Inn
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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.