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Holiday Homes in Montgomery

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Our top choices for Montgomery holiday homes

✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 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.
✽ Charming Cottage ✽ close to College/Town/Station

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.
The price is AU$486
includes taxes & fees
23 June - 24 June
King Bed Suite, *Spacious Newly Remodeled House*

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)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is AU$475
includes taxes & fees
24 June - 25 June
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (44 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.
The price is AU$351
includes taxes & fees
20 July - 21 July
Riverfront rental

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)
The price is AU$341
includes taxes & fees
11 July - 12 July
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

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.
The price is AU$818
includes taxes & fees
29 June - 30 June
Great Value 3BR 2.5BA Game Rm Free Park, Safe Area

- Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (41 reviews)
"Great place, well appointed, worked well for our needs!! Host was very responsive to any questions/requests. "
United States
Amy C.
The price is AU$486
includes taxes & fees
28 June - 29 June
- Fully-Equipped Condo - King Bed - Massive yard -

Entire home in Lockport, Illinois

Entire home in Lockport, Illinois
Lockport
10.0 out of 10, Exceptional, (2 reviews)
"The house is very clean. The host was very kind and responsive. "
United States
Susan B.
The price is AU$585
includes taxes & fees
6 July - 7 July
Entire home in Lockport, Illinois

Townhome with Game Zone, Big Beds, & Smart TVs

Townhome with Game Zone, Big Beds, & Smart TVs
Westmont
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Will stay again if in the area!"
United States
Josh R.
The price is AU$856
includes taxes & fees
28 June - 29 June
Townhome with Game Zone, Big Beds, & Smart TVs

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
Aurora
9.8 out of 10, Exceptional, (13 reviews)
"Helpful and engaging host. Great spot and very comfortable."
United States
Matt M.
The price is AU$521
includes taxes & fees
23 June - 24 June
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
Plainfield
10.0 out of 10, Exceptional, (1 review)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is AU$819
includes taxes & fees
30 June - 1 July
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield

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.
The price is AU$480
includes taxes & fees
24 June - 25 June
3-bedroom hillside property in woods with fireplace and lake view

Family Heaven Retreat, 6 Bedroom, Sleep 16

Family Heaven Retreat, 6 Bedroom, Sleep 16
Carol Stream
9.6 out of 10, Exceptional, (8 reviews)
"Host was very receptive to any damages that needed fixing, beds were comfy and clean, and kitchen is wonderful! "
United States
Daniella S.
The price is AU$1,199
includes taxes & fees
23 June - 24 June
Family Heaven Retreat, 6 Bedroom, Sleep 16

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
10.0 out of 10, Exceptional, (11 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is AU$717
includes taxes & fees
29 June - 30 June
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!

Spacious Deck & Balcony, Game Area, Garage

Spacious Deck & Balcony, Game Area, Garage
Glen Ellyn
9.6 out of 10, Exceptional, (25 reviews)
"Great place to stay. "
United States
Jason T.
The price is AU$938
includes taxes & fees
24 June - 25 June
Spacious Deck & Balcony, Game Area, Garage

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly
Westmont
10.0 out of 10, Exceptional, (3 reviews)
"Clean, Family friendly yes"
United States
ronald M.
The price is AU$957
includes taxes & fees
23 June - 24 June
Modern Spacious 4BR Home Near Chicago • Sleeps 10 • Family & Pets Friendly

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard
Lombard
9.6 out of 10, Exceptional, (18 reviews)
"Location was easy to find and good as a base for day trips to Chicago. "
United States
Brian H.
The price is AU$516
includes taxes & fees
24 June - 25 June
PROMO 10% MONTHLY DISCOUNT! Comfy Home w Access to Major Roads/Hwys, Huge Yard

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
Naperville
9.6 out of 10, Exceptional, (29 reviews)
"Location was convenient for our needs. Plenty of space to meet a large family. Plenty of bedding & towels. We enjoyed our visit. Thanks again. "
United States
Trina M.
The price is AU$725
includes taxes & fees
23 June - 24 June
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV

Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Riverfront Luxury w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (14 reviews)
"Great property - we had a great time. Excellent location. "
United States
Aritra G.
The price is AU$1,331
includes taxes & fees
24 June - 25 June
Riverfront Luxury w/ Fire Pit & Chef's Kitchen

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
Aurora
10.0 out of 10, Exceptional, (31 reviews)
"Great place to stay! Easy to check-in and check-out. We didn't have any issues with the house or host. Would stay again."
United States
Ava B.
The price is AU$1,554
includes taxes & fees
23 June - 24 June
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
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

Montgomery Holiday Homes information

Number of reviews
393
Accommodation
164 Holiday Homes
Lowest Price
AU$341
Highest Price
AU$1,554