Montgomery Holiday Rentals

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Holiday Rentals in Montgomery

Fridge, microwave, stovetop, coffee/tea maker
Enchanting Montgomery Escape w/ Private Hot Tub!
10.0 out of 10, Exceptional, (2)
"Thank you"
Enchanting Montgomery Escape w/ Private Hot Tub!
Interior
Enchanting Montgomery Escape w/ Private Hot Tub!
3.0 star property
Enchanting Montgomery Escape w/ Private Hot Tub!
Property grounds
Peaceful Lake House Cabin 1, Kayaks Provided Free, Direct Water Access!
9.8 out of 10, Exceptional, (9)
"We had amazing time! We loved the property and the lake."
Peaceful Lake House Cabin 1, Kayaks Provided Free, Direct Water Access!
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Outdoor dining
Scenic Escape: River Paradise
The price is AU$466
per night
29 May - 30 May
Scenic Escape: River Paradise
Fridge, microwave, oven, stovetop
Cozy East Side Condo in Washington close to City Park and Hospital
10.0 out of 10, Exceptional, (1)
"This was our place to stay on a family trip for the total eclipse in April 2024. Washington, Indiana, was perfect for the eclipse, just about in the center of the strip of totality. This listing seemed perfect for our needs - 3 bedrooms, 2 baths, nicely decorated with WiFi and smart TVs, and a full kitchen. I was so pleased that it was available. This property was better than we expected. Absolutely perfectly set up, with linens and towels and kitchen wares ready for our stay. We were literally...
Cozy East Side Condo in Washington close to City Park and Hospital
Private kitchen
Sweet Spot in the City
The price is AU$536
per night
27 May - 28 May
Sweet Spot in the City
Pool
Peaceful Lake House Cabin 2, Kayaks Provided Free, Direct Water Access!
9.6 out of 10, Exceptional, (107)
"Everything is there for you. We had a great time fishing with family. A little bit rainy but we lucked out on the storms. Thanks for cabin 2 !!!"
Peaceful Lake House Cabin 2, Kayaks Provided Free, Direct Water Access!
Property grounds
Lakehouse with Game Room, Direct Water Access, and Kayaks Included!
10.0 out of 10, Exceptional, (22)
"The cottage was very clean and cozy! The beds were comfortable. We all enjoyed the game room that was awesome! The fire pit with the wood and fire starters provided we enjoyed that a lot. Went fishing at the dock was fun with the kids! Place had everything you needed and more! Very fun family weekend games at the table, watched movies, relaxed by fire made s'mores, fishing and game room! Host responded quickly with questions. The book of everything to do and what is around very handy! Would...
Lakehouse with Game Room, Direct Water Access, and Kayaks Included!
Fridge, microwave, oven, stovetop
Truelove Chalet- A Relaxed, Rustic, Glam Cabin!
10.0 out of 10, Exceptional, (1)
"Delightful old cabin, recently updated very nicely. The layout makes a great use of the small space, and the outside spaces are PHENOMENAL! We rented this property as a place to watch the eclipse with family, and really loved the quiet location and comfortable accommodations. We're glad we were there for 3 days to really soak it up. We hope to be back!"
Truelove Chalet- A Relaxed, Rustic, Glam Cabin!
Property grounds
Hilltop Getaway on 140+ private wooded acres with trails, pond, beautiful view!!
10.0 out of 10, Exceptional, (14)
"Very nice"
The price is AU$696
per night
25 May - 26 May
Hilltop Getaway on 140+ private wooded acres with trails, pond, beautiful view!!
Beach
Lake Themed Cabin - Direct Water Access - Free Kayaks
9.0 out of 10, Wonderful, (2)
"Our stay was primarily to see the newest addition to our family, a grandson that was a week old.. Since there was no room in my sons house this made a great home away feom home."
Lake Themed Cabin - Direct Water Access - Free Kayaks
Microwave, coffee/tea maker, cookware/dishes/utensils
2 Bedroom Pure Stone Delight! Close to historic downtown Jasper
10.0 out of 10, Exceptional, (13)
"Super clean home that looks even better in person. On a corner lot and directly across the street from the hospital, but still felt quiet. Great communication and instructions from host. There’s actually a second toilet in the laundry room in the basement, with a sink right outside outside the door."
2 Bedroom Pure Stone Delight! Close to historic downtown Jasper
Fridge, microwave, oven, stovetop
Historic home by Dogwood Lake/Glendale
Historic home by Dogwood Lake/Glendale
Interior
Birdhouse Paradise
9.6 out of 10, Exceptional, (4)
"We had a wonderful time. Frisbee golf was a bit of a bust but we loved the location, the amenities, and the house. The fire pit was perfect for cooking a nice steak on. The jetted tub was relaxing on a cold night. We plan to be back!"
Birdhouse Paradise
TV
Historic Home by Dogwood Lake/Glendale
Historic Home by Dogwood Lake/Glendale
3 bedrooms, iron/ironing board, WiFi, bed sheets
Whole house w/ full basement 3 bdrms 2.5 baths 5 recliners + air mattress space
10.0 out of 10, Exceptional, (10)
"We had a wonderful and comfortable stay with family while visiting family. Much nicer than a hotel and allowed for room to catch up and socialize."
Whole house w/ full basement 3 bdrms 2.5 baths 5 recliners + air mattress space
Fridge, microwave, oven, stovetop
Green Gables 2 Bedroom Basement aprtmt, sleeps 8, ktchn, lvng rm, private ent.
10.0 out of 10, Exceptional, (2)
"Good-sized apartment in lovely rural area. Gracious hosts."
Green Gables 2 Bedroom Basement aprtmt, sleeps 8, ktchn, lvng rm, private ent.
Fridge, microwave, oven, stovetop
Cozy secluded cabin, close to Sultan's Run Golf Course and Holiday World!
Cozy secluded cabin, close to Sultan's Run Golf Course and Holiday World!
Fridge, microwave, oven, stovetop
Charming Cannelburg Cottage: Beautiful New Home!
Charming Cannelburg Cottage: Beautiful New Home!
Private kitchen
Golf Getaway - Located next to Sultan's Run Golf Course
Golf Getaway - Located next to Sultan's Run Golf Course
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See all available properties in Montgomery
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.

Other types of properties in Montgomery you may be interested in

Fridge, microwave, stovetop, coffee/tea maker
Enchanting Montgomery Escape w/ Private Hot Tub!
10.0 out of 10, Exceptional, (2)
"Thank you"
Enchanting Montgomery Escape w/ Private Hot Tub!
Interior
Enchanting Montgomery Escape w/ Private Hot Tub!
3.0 star property
Enchanting Montgomery Escape w/ Private Hot Tub!
Indoor pool
SureStay Plus Hotel by Best Western Jasper
2.5 star property
8.0 out of 10, Very good, (490)
"Nice quiet property very clean and staff are very friendly "
The price is AU$144
per night
26 May - 27 May
SureStay Plus Hotel by Best Western Jasper
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.

Everything you need to know about Montgomery holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomery holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montgomery holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomery holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomery holiday rentals we have selected for you start as low as AU$466 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montgomery rentals

At Expedia, we put the best Montgomery holiday 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 holiday.

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 holiday rental in Montgomery?

Yes, there are holiday rentals close to the most popular sights in Montgomery, or you can select a more secluded option if you're looking for a relaxing stay. Montgomery is known for its shopping.

What are some of the best holiday rentals that Montgomery has to offer?

Enchanting Montgomery Escape w/ Private Hot Tub!: This highly rated holiday home rental in Montgomery offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Montgomery?

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

What are holiday rentals like in Montgomery?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montgomery. Holiday rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.

Recent reviews of Montgomery properties
Expedia verified reviews