---
title: "Montgomery Vacation Rentals from $199: Search Short-Term Rentals | Expedia.com"
description: "Find the best deals on Montgomery vacation rentals with Expedia.com. We offer a huge selection of top vacation homes for rental in Indiana. Book your next vacation with us!"
canonical: "https://www.expedia.com/Montgomery-Vacation-Rentals.d181159.Travel-Guide-VacationRentals"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-14T12:01:49Z
---

Plan your trip

- [Montgomery Travel Guide](https://www.expedia.com/Montgomery.dx181159)
- [Hotels in Montgomery](https://www.expedia.com/Montgomery-Hotels.d181159.Travel-Guide-Hotels)
- [Flights to Montgomery](https://www.expedia.com/Cheap-Flights-To-Montgomery.d181159.Travel-Guide-Flights)
- [Car Rentals in Montgomery](https://www.expedia.com/Car-Rentals-In-Montgomery.d181159.Car-Rental-Guide)
- [Montgomery Vacation Packages](https://www.expedia.com/Montgomery.d181159.Destination-Travel-Guides)

# Montgomery Vacation Rentals

## Check prices for these dates

[Check prices for these dates, December 14 – 15, 2026](https://www.expedia.com/Hotel-Search?regionId=181159&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&sort=VACATION%5FRENTAL)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=181159&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Montgomery vacation rentals

### [1\. 2-bedroom cottage with hot tub in charming Loogootee](https://www.expedia.com/Loogootee-Hotels-Tranquil-2-Bedroom-Cottage-With-AC-In-Charming-Loogootee.h137006568.Hotel-Information)

![A hot tub with a view of outdoor seating and vegetation.](https://images.trvl-media.com/lodging/138000000/137010000/137006600/137006568/4d42d1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Loogootee
- Guest rating: 9.6/10 (Exceptional, 5 reviews)
- Price: $178 nightly, $199 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Montgomery vacation rentals
- Review: A place to rewind and rejuvanate., by Mary

### [2\. The Downtown Gem](https://www.expedia.com/Jasper-Hotels-The-Downtown-Gem.h138692127.Hotel-Information)

![A spacious living area with wooden flooring, a dining table with chairs, a sofa with cushions, and a kitchen in the background.](https://images.trvl-media.com/lodging/139000000/138700000/138692200/138692127/b64f0f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jasper
- Price: $313 nightly, $351 total, Nov 21 - Nov 22, Total with taxes and fees, for Our top choices for Montgomery vacation rentals

### [3\. Family Friendly Lakehouse with great views!](https://www.expedia.com/Jasper-Hotels-Family-Friendly-Lakehouse-With-Great-Views.h122343604.Hotel-Information)

![A grassy area with a building and a lake.](https://images.trvl-media.com/lodging/123000000/122350000/122343700/122343604/6761abb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jasper
- Guest rating: 10/10 (Exceptional, 15 reviews)
- Price: $323 nightly, $362 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Montgomery vacation rentals
- Review: Very beautiful and comfortable house for our stay, by James S.

### [4\. Mimosa Bungalow - Mimosa Bungalow](https://www.expedia.com/Crane-Hotels-Adorable-Country-Cottage.h125738684.Hotel-Information)

![A hot tub with steps leading up to it, surrounded by wooden decking and a wooden ceiling.](https://images.trvl-media.com/lodging/126000000/125740000/125738700/125738684/ca89adb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Crane
- Guest rating: 9.4/10 (Exceptional, 6 reviews)
- Price: $482 nightly, $486 total, Nov 20 - Nov 21, Total with taxes and fees, for Our top choices for Montgomery vacation rentals
- Review: Very clean and accommodating! Thank you for the early check in., by Larry M.

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.

[View all properties](https://www.expedia.com/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=181159&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Find vacation rentals that suit your style

[Cabins](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20Indiana,%20United%20States%20of%20America&regionId=181159&latLong=38.662549,-87.046118&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CABIN)

[Apartments](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20Indiana,%20United%20States%20of%20America&regionId=181159&latLong=38.662549,-87.046118&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APARTMENT)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20Indiana,%20United%20States%20of%20America&regionId=181159&latLong=38.662549,-87.046118&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=COTTAGE)

[Condos](https://www.expedia.com/Hotel-Search?destination=Montgomery,%20Indiana,%20United%20States%20of%20America&regionId=181159&latLong=38.662549,-87.046118&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CONDO)

## Top Montgomery Hotel Reviews

### [Hampton Inn Jasper](https://www.expedia.com/Jasper-Hotels-Hampton-Inn-Jasper.h212287.Hotel-Information)

![A Hampton Inn by Hilton hotel with a well-lit entrance, a landscaped lawn, and a clear sky.](https://images.trvl-media.com/lodging/1000000/220000/212300/212287/28b78ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jasper
- Review: Room was clean and really like that the top comforter on the beds are replaced with each guest! Nice variety for breakfast so the gang was full and ready to have fun at Holiday World which was only about 20 miles away., by Anonymous traveler, August 12, 2014, rated 10/10 Excellent

### [Fairfield Inn & Suites Jasper](https://www.expedia.com/Jasper-Hotels-Fairfield-Inn-Suites-Jasper.h33377897.Hotel-Information)

![An outdoor patio area with tables and chairs, umbrellas, and a view of a swimming pool and greenery.](https://images.trvl-media.com/lodging/34000000/33380000/33377900/33377897/f80d2d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jasper
- Review: We loved our stay here! The location of the hotel is beautiful, situated between a river with a working mill on one side and a train on the other. The train never disturbed our stay, but the location was ideal. We loved walking around downtown and the easy access to restaurants. The hotel itself was clean, comfortable, and modern. Everything was updated and everything about our stay was convenient and easy. We loved staying here!, by Grace, June 6, 2021, rated 10/10 Excellent

### [Baymont by Wyndham Washington](https://www.expedia.com/Vincennes-Hotels-Baymont-By-Wyndham-Washington.h67547.Hotel-Information)

![A grassy area with a pond, trees, and a distant house.](https://images.trvl-media.com/lodging/1000000/70000/67600/67547/3504aae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Washington
- Review: Nice stay. Clean. Breakfast average. Biggest complaint for just about all motels lately is poor lighting. Not enough floor lamps and ceiling lamps and stupid energy saving lightbulbs. Can’t see what you’re doing. This is usual, so, other than that, nice place., by Marcia, June 9, 2023, rated 10/10 Excellent

### [Clarion Pointe Jasper](https://www.expedia.com/Jasper-Hotels-Days-Inn-By-Wyndham-Jasper.h24170.Hotel-Information)

![A covered outdoor seating area with a table and chairs, an American flag, and a view of a park.](https://images.trvl-media.com/lodging/1000000/30000/24200/24170/82096c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jasper
- Review: Great updated property! Fluffy beds, great waffles, nice shower and bathroom. Super convenient and friendly staff!, by Julie, November 19, 2024, rated 10/10 Excellent

### [Mainstay Suites Newberry - Crane](https://www.expedia.com/Yorktown-Hotels-Mainstay-Suites-Newberry-Crane.h39031201.Hotel-Information)

![A modern hotel with a central entrance, multiple floors, and a covered parking area.](https://images.trvl-media.com/lodging/40000000/39040000/39031300/39031201/3cd37fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bloomfield
- Review: Clean room!, by David, November 6, 2025, rated 10/10 Excellent

### [Holiday Inn Express & Suites Jasper by IHG](https://www.expedia.com/Jasper-Hotels-Holiday-Inn-Express-Hotel-Suites-Jasper.h1802413.Hotel-Information)

![A buffet with various food items, including omelets and baked goods, in stainless steel serving containers.](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802413/cd303484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Jasper
- Review: stayed here the night before going to Holiday World. It was about a half hour away, but worth it and a very straightforward drive. Pool was comfortable temp and clean. The hot tub water level was low but the staff addressed the problem right away. Beds very comfortable and rooms spacy. The staff was really nice and responsive. Hotel was clean and newer. There is a restaurant/ bar right out front. Easy access to the local town yet quiet and rural at the same time. Breakfast was very good...., by william, August 19, 2014, rated 10/10 Excellent

### [Guest House Motel](https://www.expedia.com/Petersburg-Hotels-Guest-House-Motel.h134678014.Hotel-Information)

![A bedroom with a bed, bedside tables, a mirror, a chandelier, and artwork on the walls.](https://images.trvl-media.com/lodging/135000000/134680000/134678100/134678014/75067bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Petersburg
- Review: Felt comfortable and really enjoyed my stay. Very clean and homey feeling. Receptionist was very nice and helpful. Will definitely come back again., by Elizabeth, September 20, 2026, rated 10/10 Excellent

## 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Montgomery in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $199 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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](https://www.expedia.com/Crane-Hotels-Adorable-Country-Cottage.h125738684.Hotel-Information): 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.

## Explore a world of travel with Expedia

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- [West Baden Springs Vacation Rentals](https://www.expedia.com/West-Baden-Springs-Vacation-Rentals.d6046726.Travel-Guide-VacationRentals)
- [Lincoln City Vacation Rentals](https://www.expedia.com/Lincoln-City-Vacation-Rentals.d6195033.Travel-Guide-VacationRentals)
- [Vincennes Vacation Rentals](https://www.expedia.com/Vincennes-Vacation-Rentals.d6059641.Travel-Guide-VacationRentals)
- [Bedford Vacation Rentals](https://www.expedia.com/Bedford-Vacation-Rentals.d55575.Travel-Guide-VacationRentals)
- [Newburgh Vacation Rentals](https://www.expedia.com/Newburgh-Vacation-Rentals.d3000436476.Travel-Guide-VacationRentals)
- [Spencer Vacation Rentals](https://www.expedia.com/Spencer-Vacation-Rentals.d160746.Travel-Guide-VacationRentals)
- [Tell City Vacation Rentals](https://www.expedia.com/Tell-City-Vacation-Rentals.d9987.Travel-Guide-VacationRentals)
- [Odon Vacation Rentals](https://www.expedia.com/Odon-Vacation-Rentals.d3000436496.Travel-Guide-VacationRentals)
- [Linton Vacation Rentals](https://www.expedia.com/Linton-Vacation-Rentals.d183199.Travel-Guide-VacationRentals)
- [Cannelton Vacation Rentals](https://www.expedia.com/Cannelton-Vacation-Rentals.d3000435855.Travel-Guide-VacationRentals)
- [Leavenworth Vacation Rentals](https://www.expedia.com/Leavenworth-Vacation-Rentals.d6057354.Travel-Guide-VacationRentals)
- [Sullivan Vacation Rentals](https://www.expedia.com/Sullivan-Vacation-Rentals.d9870.Travel-Guide-VacationRentals)
- [Evansville Vacation Rentals](https://www.expedia.com/Evansville-Vacation-Rentals.d1179.Travel-Guide-VacationRentals)
- [Santa Claus Vacation Rentals](https://www.expedia.com/Santa-Claus-Vacation-Rentals.d183202.Travel-Guide-VacationRentals)
- [Princeton Vacation Rentals](https://www.expedia.com/Princeton-Vacation-Rentals.d55913.Travel-Guide-VacationRentals)
- [English Vacation Rentals](https://www.expedia.com/English-Vacation-Rentals.d3000435985.Travel-Guide-VacationRentals)
- [Oakland City Vacation Rentals](https://www.expedia.com/Oakland-City-Vacation-Rentals.d6283924.Travel-Guide-VacationRentals)
- [Jasper Vacation Rentals](https://www.expedia.com/Jasper-Vacation-Rentals.d6059640.Travel-Guide-VacationRentals)
- [Brownstown Vacation Rentals](https://www.expedia.com/Brownstown-Vacation-Rentals.d6275.Travel-Guide-VacationRentals)
- [Taswell Vacation Rentals](https://www.expedia.com/Taswell-Vacation-Rentals.d3000467493.Travel-Guide-VacationRentals)

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