Montgomery Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Montgomery holiday rentals

Dining

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 HK$1,373
HK$3,363 total
includes taxes & fees
18 Apr - 19 Apr
Hilltop Getaway on 140+ private wooded acres with trails, pond, beautiful view!!
Smart TV

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, (26 reviews)
"The condo was very nice and it met our every need"
United States
Angela
The price is HK$1,127
HK$2,487 total
includes taxes & fees
18 Apr - 19 Apr
Cozy East Side Condo in Washington close to City Park and Hospital
Exterior

Lakefront Cabin w/ Hot Tub + Fire Pit + Sauna near French Lick, IN

Lakefront Cabin w/ Hot Tub + Fire Pit + Sauna near French Lick, IN
Shoals
10.0 out of 10, Exceptional, (3 reviews)
"Amazing stay. Maintenance was amazing. The communication with the host was amazing. Great stay and will definitely be back. Peaceful, lots to do around the property. "
United States
emily c.
Lakefront Cabin w/ Hot Tub + Fire Pit + Sauna near French Lick, IN
Smart TV

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (2 reviews)
"This is a very peaceful quiet location and still close to downtown, shops and restaurants. We were there for a wedding in the area, and this was just perfect for the occasion. The house was clean and very welcoming with the open kitchen and living room floor plan. Three of the bedrooms were down the hall away from the noise and then you had beds in the loft, so there was a place for everyone depending on what you wanted. Shout out to our Host, who was very attentive but not intrusive. They...
United States
Christina R.
The price is HK$2,113
HK$2,612 total
includes taxes & fees
30 Apr - 1 May
Family Friendly Lakehouse with great views!
Outdoor dining

Scenic Escape: River Paradise

Scenic Escape: River Paradise
Shoals
9.8 out of 10, Exceptional, (40 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 HK$1,088
HK$2,340 total
includes taxes & fees
10 May - 11 May
Scenic Escape: River Paradise
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

Hampton Inn Jasper

Hampton Inn Jasper

10/10 Excellent
"Clean room, nice staff, good breakfast options "
JoMarie 1-night trip
Posted 1 day ago
Hampton Inn Jasper

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 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?

Lakehouse with Game Room, Direct Water Access, and Kayaks Included!: This holiday home rental outside of 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 that 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 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.