Montgomery Vacation Rentals

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Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Montgomery vacation rentals

Fridge, microwave, oven, stovetop
Cozy East Side Condo in Washington close to City Park and Hospital

Cozy East Side Condo in Washington close to City Park and Hospital

Cozy East Side Condo in Washington close to City Park and Hospital
Washington
10.0 out of 10, Exceptional, (22)
"The property was spacious, very clean, updated and in a great location. "
United States
Richard E.
The price is ￥22,546
￥50,672 total
includes taxes & fees
Dec 30 - Dec 31
Cozy East Side Condo in Washington close to City Park and Hospital
Outdoor dining
Scenic Escape: River Paradise

Scenic Escape: River Paradise

Scenic Escape: River Paradise
Shoals
10.0 out of 10, Exceptional, (36)
"This was a beautiful cottage. We enjoyed our stay"
United States
Maria W.
The price is ￥21,763
￥47,697 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Scenic Escape: River Paradise
Fridge, microwave, oven, stovetop
Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
2.0 star property
Jasper
The price is ￥38,751
￥49,014 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Family Friendly Lakehouse with great views!
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

Holiday Inn Express Hotel & Suites Jasper by IHG

Holiday Inn Express Hotel & Suites Jasper by IHG

10/10 Excellent
"On December 11th,12thof 2025 me and my fiance visited Holiday inn ezpress in jasper, indiana.iStaff was more than curtious. They went above and beyond their call of duty. We felt like part royalty. Room was imaculate. Ammenities we great. Its just the trip was long. Pendleton, indiana to jasper, indiana we would stay there again and again."
Dorothy 2-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Jasper by IHG

Find out more about Montgomery

Search for holiday rentals in Montgomery on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomery using one of the methods below:

  • View our selection of featured holiday rentals in Montgomery
  • Use the map to find apartments and other holiday homes in the Montgomery neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montgomery while they last

Look no further and take a look at our great range of rental properties in Montgomery!

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?

Scenic Escape: River Paradise: This vacation home rental near Montgomery is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

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.