Owner Direct Vacation
Rentals in Montgomery County
The Best Owner Direct Vacation Rentals in Montgomery County. Explore thousands of vacation home rentals, large cabins, and villas near Montgomery County
GUESTS
Explore the Best Montgomery County Vacation Homes
Looking for the perfect place to stay in Montgomery County? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Montgomery County character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Montgomery County Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Montgomery County
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Popular Neighborhoods for Montgomery County Vacation Rentals
What are the best areas to stay in Montgomery County
Discover the top neighborhoods in Montgomery County and choose a place that suits your stay.
Lapland
Lapland VACATION RENTALSAlamo
Alamo VACATION RENTALSNew Market
New Market VACATION RENTALSWaveland
Waveland VACATION RENTALSWaynetown
Waynetown VACATION RENTALSLinden
Linden VACATION RENTALSShades State Park
Shades State Park VACATION RENTALSLadoga
Ladoga VACATION RENTALSDarlington
Darlington VACATION RENTALSCrawfordsville Aquatic Center
Crawfordsville Aquatic Center VACATION RENTALSYountsville
Yountsville VACATION RENTALSCrawfordsville
Crawfordsville VACATION RENTALSWednesday Jan 28
Montgomery County, Indiana







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Montgomery County vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Montgomery County
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How to Reserve Your Montgomery County Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Montgomery County Vacation Rental FAQs
1. What are the top vacation rentals in Montgomery County?
There are a lot of options in Montgomery County. If you plan on staying in the Montgomery County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Montgomery County:
- Sugar Creek Cabin w/Nordic spa bordering 2 state parks!
- Charming historic home centrally located in Crawfordsville, near Wabash
- Modern Elegance: Timeless Crawfordsville Studio!
- Quaint Apartment - 10 Min from Turkey Run and Shades, Pet Friendly
- Holiday Inn Express Hotel & Suites Crawfordsville by IHG
- Hampton Inn & Suites Crawfordsville
- Hampton Inn & Suites Crawfordsville
- Luxurious Downtown Penthouse, Great Views!
- Comfort Inn Crawfordsville
- Comfort Inn Crawfordsville
2. How many vacation rentals are available in Montgomery County?
Currently, the total number of properties listed in 2026 is over 31 in the Montgomery County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Montgomery County.