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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- luxury villas
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- pet-friendly rentals
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Why Travelers Love Using
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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
Discover the top neighborhoods in Montgomery County and choose a place that suits your stay.
Winona Country Club
Winona Country Club VACATION RENTALSWinona
Winona VACATION RENTALSMiddleton Cemetery
Middleton Cemetery VACATION RENTALSMontgomery County Performing Arts Center
Montgomery County Performing Arts Center VACATION RENTALSHendrix
Hendrix VACATION RENTALSKilmichael
Kilmichael VACATION RENTALSDuck Hill
Duck Hill VACATION RENTALSTuesday Jun 16
Montgomery County, Mississippi







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.
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Use filters for location, amenities, and budget.
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BOOK SECURELY
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Montgomery County Vacation Rental FAQs
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:
- BIG OAKS LODGE New Lodge! 3 bedroom, 3 1/2 baths, full kitchen and laundry.
- Newly remodeled home
- Cabin in the woods overlooking Grenada lake.
- Bougie Residence in a Country Setting near Enid and Grenada Lake
- Fishing, Family, Ballgames, Work or Vacation! Cozy Cottage near Grenada Lake
- Minutes away from one of the greatest crappie fishing lakes in the world
- 5 min. from Grenada Lake! 3 bed room/Outside pavilion/Family size/fire pit
- Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
- 2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
- The most unique getaway experience in North Mississippi!
If you are looking for a family-friendly vacation home in Montgomery County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montgomery County:
Currently, the total number of properties listed in 2026 is over 106 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.