Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Montgomery vacation rentals

A patio area with a stone fire pit and wooden chairs.

1. 2-bedroom cottage with hot tub in charming Loogootee

2-bedroom cottage with hot tub in charming Loogootee
Loogootee
9.6 out of 10, Exceptional, (4 reviews)
"Cozy little cottage. We just had a one night getaway and it was great to unwind."
United States
Kelsey K.
The price is CA $203
CA $282 total
includes taxes & fees
Nov 10 - Nov 11
2-bedroom cottage with hot tub in charming Loogootee
A modern house with a stone pathway leading to a wooden deck and a covered outdoor seating area.

2. Hidden Family Cabin with Hot Tub

Hidden Family Cabin with Hot Tub
Shoals
9.6 out of 10, Exceptional, (19 reviews)
"We loved our stay at Compass Valley. The cabin was super clean and we loved using the hot tub and cold plunge. The beds were super comfortable, plus we loved the secluded location. Hope to visit again!"
United States
Cory M.
The price is CA $349
CA $786 total
includes taxes & fees
Nov 19 - Nov 20
Hidden Family Cabin with Hot Tub
A spacious living room with a fireplace, a large window, and a high ceiling with exposed beams.

3. Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (15 reviews)
"Very beautiful and comfortable house for our stay"
United States
James S.
The price is CA $465
CA $565 total
includes taxes & fees
Dec 1 - Dec 2
Family Friendly Lakehouse with great views!
A hot tub with steps leading up to it, surrounded by wooden decking and a wooden ceiling.

4. Mimosa Bungalow - Mimosa Bungalow

Mimosa Bungalow - Mimosa Bungalow
Crane
9.0 out of 10, Wonderful, (4 reviews)
"Very clean and accommodating! Thank you for the early check in."
United States
Larry M.
The price is CA $426
CA $739 total
includes taxes & fees
Nov 16 - Nov 17
Mimosa Bungalow - Mimosa Bungalow
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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Find vacation rentals that suit your style

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Top Montgomery Hotel Reviews

A Hampton Inn by Hilton hotel with a well-lit entrance, a landscaped lawn, and a clear sky.
Hampton Inn Jasper

Hampton Inn Jasper

Hampton Inn Jasper
Jasper

10/10 Excellent

Room was clean, staff was friendly
Canada
Ghislain
Reviewed January 15, 2026
Hampton Inn Jasper

Find out more about Montgomery

Everything you need to know about Montgomery vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomery vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montgomery vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery vacation rentals we have selected for you start as low as CA $203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomery rentals

At Expedia, we put the best Montgomery vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montgomery rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomery vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomery. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a vacation rental in Montgomery?

Yes, you can find vacation rentals close to the most popular attractions in Montgomery, or you can select a more remote option if you're looking for relaxation. Montgomery is known for its shopping.

What are some of the best vacation home rentals in Montgomery?

Mimosa Bungalow - Mimosa Bungalow: This vacation home rental near Montgomery offers a balcony, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Montgomery?

Visit the sights such as Dubois County Museum while you're exploring the area.

What are vacation rentals like in Montgomery?

Vacation rentals are private properties you can book for a short or long stay in Montgomery. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.