An aerial view of a city with a river, historic buildings, and a prominent church spire.

Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Montgomery vacation homes

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

1. Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath

Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
Aurora
The price is CA $185
CA $452 total
includes taxes & fees
Oct 6 - Oct 7
Family-Friendly 3BR Home • Sleeps 6 • 2.5 Bath
A living room with a gray sofa, a blue chair, a fireplace, and a ceiling fan.

2. 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
9.6 out of 10, Exceptional, (14 reviews)
"The beds were super comfortable and the location for Naperville/Aurora/Wheaton activities was ideal--about 10 minutes or so for everything."
United States
Scott D.
The price is CA $230
CA $511 total
includes taxes & fees
Sep 29 - Sep 30
PROMO 10% WEEKLY AND 15% MONTHLY OFF Naperville/Aurora, King Bed, Fenced Yard!
A covered porch with wicker furniture, a coffee table, and a potted plant.

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

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is CA $159
CA $392 total
includes taxes & fees
Sep 30 - Oct 1
- Fully-Equipped Condo - King Bed - Massive yard -
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a large island with a stove.

4. River Access•Game room•Backyard•King•W/D•Parking

River Access•Game room•Backyard•King•W/D•Parking
Yorkville
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely loved this place. The backyard was amazing and the house was clean and had everything we needed."
United States
Daniela M.
The price is CA $215
CA $558 total
includes taxes & fees
Oct 1 - Oct 2
River Access•Game room•Backyard•King•W/D•Parking
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with seating.

5. 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
9.4 out of 10, Exceptional, (31 reviews)
"It was a great stay. You will not be disappointed all our needs for a meet"
United States
Kathy R.
The price is CA $300
CA $663 total
includes taxes & fees
Oct 1 - Oct 2
PROMO 15% MONTHLY DISCOUNT! California King Bed, Fast Wi-Fi and 75" Smart TV
A modern living room with a flat-screen TV, a blue sofa, a grey armchair, and a staircase.

6. Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6

Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
Crest Hill
The price is CA $158
CA $526 total
includes taxes & fees
Sep 29 - Sep 30
Renovated 2BR Near Joliet | King Bed, Parking + Patio | Sleeps 6
A patio area with outdoor furniture, a gazebo, and a barbecue grill.

7. 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, (35 reviews)
"The property was perfect for our family! There was plenty of room, indoors and out, for us, our kids, and our grandkids. The house was spotless and the kitchen was extensively stocked with dishes, cookware, etc. We also appreciated the numerous comfy places to gather."
United States
Mila M.
The price is CA $706
CA $1,625 total
includes taxes & fees
Sep 29 - Sep 30
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.
A modern kitchen with white cabinets, a large island, stainless steel appliances, and pendant lighting.

8. Bliss in Batavia near the Fox River

Bliss in Batavia near the Fox River
Batavia
9.8 out of 10, Exceptional, (34 reviews)
"it’s a very nicely, remodeled home in a very quiet neighborhood. Large kitchen, comfortable beds, there’s a walk-in shower in the finished basement, which was important to us. It’s also close to Geneva, which is a very nice town many restaurants and shops."
United States
Fred M.
The price is CA $361
CA $763 total
includes taxes & fees
Sep 29 - Sep 30
Bliss in Batavia near the Fox River
A spacious living room with a fireplace, a large sofa, a coffee table, and a TV.

9. 4BR Tudor • Wooded Lot • 10 Min to Downtown

4BR Tudor • Wooded Lot • 10 Min to Downtown
Naperville
10.0 out of 10, Exceptional, (4 reviews)
"This was a great stay and reccomend again in the future. From the outside and the picture don’t do this place justice, it is humongous when you enter the place and the rooms are bigger than what they seem online. Overall great and easy experience"
United States
Meiko S.
The price is CA $318
CA $887 total
includes taxes & fees
Oct 5 - Oct 6
4BR Tudor • Wooded Lot • 10 Min to Downtown

10. 30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious

30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
Plainfield
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay."
United States
Taylor E.
The price is CA $316
CA $927 total
includes taxes & fees
Sep 29 - Sep 30
30 mins to CHI, 3 Kings, BBQ Grill, TV, Spacious
A modern living room with a sofa set, a coffee table, and a rug.

11. 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, (3 reviews)
"Great host and the home location is awesome for hosting family. "
United States
Yolanda P.
The price is CA $312
CA $708 total
includes taxes & fees
Oct 6 - Oct 7
Spacious 4BR Home Family & Pet-Friendly 2 Living Rooms + Game Fun in Plainfield
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

12. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (50 reviews)
"Incredible host and property."
United States
John V.
The price is CA $240
CA $357 total
includes taxes & fees
Sep 29 - Sep 30
Riverfront rental
A building with a sign reading 'Hale Street Cantina' and a brick facade.

13. ✽ Charming Cottage ✽ close to College/Town/Station

✽ Charming Cottage ✽ close to College/Town/Station
Wheaton
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect place for our short stay!"
United States
Laurie R.
The price is CA $255
CA $456 total
includes taxes & fees
Oct 7 - Oct 8
✽ Charming Cottage ✽ close to College/Town/Station
A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

14. 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
9.4 out of 10, Exceptional, (3 reviews)
"Very welcoming and smells good, cozy feeling to it and quiet neighborhood."
United States
Tomas R.
The price is CA $180
CA $307 total
includes taxes & fees
Oct 25 - Oct 26
Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.
A two-story house with a garage, solar panels, and a red car parked in front.

15. Lombard 1BR & 1BH Suite Close to freeway & Mall

Lombard 1BR & 1BH Suite Close to freeway & Mall
Lombard
The price is CA $176
CA $550 total
includes taxes & fees
Oct 4 - Oct 5
Lombard 1BR & 1BH Suite Close to freeway & Mall
A wooden interior hallway with a staircase, a wooden wardrobe, and a cabinet with glass doors.

16. River Park Paradise w/ Fire Pit & Chef's Kitchen

River Park Paradise w/ Fire Pit & Chef's Kitchen
Bolingbrook
10.0 out of 10, Exceptional, (15 reviews)
"Excellent just what we were looking for"
United States
Sue B.
The price is CA $764
CA $1,389 total
includes taxes & fees
Oct 1 - Oct 2
River Park Paradise w/ Fire Pit & Chef's Kitchen

17. 2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
Plano
9.8 out of 10, Exceptional, (16 reviews)
"This is our second year in a row for our annual Friendsgiving. We love the place and plan to make it our annual house for our group! "
United States
Aaron P.
The price is CA $810
CA $2,094 total
includes taxes & fees
Sep 29 - Sep 30
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

18. PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!
wheaton
6.0 out of 10, (2 reviews)
"Perfect house for our family trip. Plenty of space for everyone. "
United States
Kristine T.
The price is CA $278
CA $670 total
includes taxes & fees
Sep 29 - Sep 30
PROMO 10% WEEKLY AND 15% MONTHLY! Spacious & Quaint Home Game Room LOTS of Beds!

19. 4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
Naperville
5.0 out of 10, (2 reviews)
"It was a great functional atmosphere. I would definitely stay again. "
United States
colin m.
The price is CA $484
CA $842 total
includes taxes & fees
Sep 29 - Sep 30
4 BR 3 BATH Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a small island with stools.

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

Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
Lockport
9.8 out of 10, Exceptional, (16 reviews)
"Amazing property had everything we need! "
United States
Rachel
The price is CA $311
CA $719 total
includes taxes & fees
Oct 28 - Oct 29
Lockport Haven/3 King Beds/Wi-fi/Near Downtown!
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

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

8/10 Good
"Its a decent enough low budget hotel. Seems to be kept clean and close to everything."
Shirley 5-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Chicago Lombard

Find out more about Montgomery

Montgomery Vacation Homes information

Number of reviews
362
Accommodation
157 Vacation Homes
Lowest Price
CA $307
Highest Price
CA $2,094

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