Montgomery Vacation Rentals

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Our top choices for Montgomery vacation rentals

Hilltop Getaway on 140+ private wooded acres with trails, pond, beautiful view!!

Hilltop Getaway on 140+ private wooded acres with trails, pond, beautiful view!!
Odon
9.8 out of 10, Exceptional, (17 reviews)
"The Best of southern Indiana! Very relaxing and beautiful property to explore! Very engaged owners!"
United States
Jim & Tres M.
The price is CA $241
CA $590 total
includes taxes & fees
Mar 25 - Mar 26
Hilltop Getaway on 140+ private wooded acres with trails, pond, beautiful view!!

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, (25 reviews)
"Clean location, perfect for our stay"
United States
chris t.
The price is CA $198
CA $443 total
includes taxes & fees
Mar 25 - Mar 26
Cozy East Side Condo in Washington close to City Park and Hospital

Scenic Escape: River Paradise

Scenic Escape: River Paradise
Shoals
10.0 out of 10, Exceptional, (37 reviews)
"We loved it because it was pet friendly and also close to west boggs,and the restaurants in town were good . "
United States
Pamela N.
The price is CA $191
CA $418 total
includes taxes & fees
Mar 31 - Apr 1
Scenic Escape: River Paradise

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (1 review)
The price is CA $340
CA $433 total
includes taxes & fees
Mar 25 - Mar 26
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

Find out more about Montgomery

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montgomery. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Lakehouse with Game Room, Direct Water Access, and Kayaks Included!: This vacation home rental near Montgomery is located on a lake and has a fireplace, a balcony, and air-conditioning to put you at ease 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.