Vacation rentals in Montgomery County

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Top-rated vacation rentals in Montgomery County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Calhoun City

4.93 out of 5 average rating, 129 reviews

Comfortable and stylish one bedroom apartment.

We are excited to host you and a loved one (max. of 2 guests) at our 2nd floor (stairs), 1 bedroom/1 bath short-term rental full of character. In this apartment, you will have exclusive access to a spacious, private bedroom and a large, full bathroom and kitchen. If you're looking for a tastefully decorated space with a modern feel but with the ambiance of something historic, we're the perfect spot. Guests aren’t allowed to host “company”. Only reg. guests Read full listing before booking.

Sep 16 – 23

$81 per night
Guest favorite

Home in Grenada

5.0 out of 5 average rating, 14 reviews

Crappie Country Cabins

Several charging stations for your boats, circle drive, fish cleaning station, large covered back porch with outdoor kitchen, fish cooker, & charcoal grill, plus outdoor fire pit with seating for 4. Conveniently located minutes away from Piney Woods landing and Dogwoods Country Club, under a mile from Hugh White State Park, and minutes from town. There are 2 master suites, one being a bit smaller than the other but still includes a private bath. Brand new furniture throughout the entire home.

Feb 14 – 21

$306 per night
Superhost

Guesthouse in Grenada

4.86 out of 5 average rating, 7 reviews

Jaxsonville Southern Guesthouse

Welcome to The Jaxsonville Southern Guesthouse, where we are happy to create the ultimate southern experience. Our newly renovated full-size bedroom and bathroom provide the perfect retreat for your stay. With modern amenities including a small refrigerator and microwave, you'll have everything you need to feel at home. Nestled in a charming southern-inspired home, our guesthouse is the perfect place for you adventure in Grenada, MS. We can't wait to share our southern hospitality with you!

May 28 – Jun 4

$100 per night

Popular amenities for Montgomery County vacation rentals

Other great vacation rentals in Montgomery County

Superhost

Home in Grenada

5.0 out of 5 average rating, 19 reviews

Rural Home in Grenada

Apr 6 – 13

$186 per night
Superhost

Home in Grenada

4.9 out of 5 average rating, 21 reviews

Fishermen Welcome (7.6 mi to Grenada Lake)

Aug 29 – Sep 5

$200 per night
Guest favorite

Cottage in Grenada

4.9 out of 5 average rating, 21 reviews

Fishing, Family, Ball Game, Work -Cottage/Cabin

Jan 14 – 21

$185 per night
Guest favorite

Cabin in Coffeeville

4.87 out of 5 average rating, 30 reviews

Grenada Lake Cabin for Fox Hunters & Crappie Rigs

Sep 7 – 14

$153 per night
Guest favorite

Vacation home in Scobey

4.91 out of 5 average rating, 22 reviews

Home place

May 24 – 31

$143 per night
Superhost

Cabin in Coffeeville

4.74 out of 5 average rating, 39 reviews

Coffeeville Cabin w/Deck ~7 Mi. to Grenada Lk

Jul 27 – Aug 3

$235 per night
Guest favorite

Apartment in Grenada

4.97 out of 5 average rating, 34 reviews

Postmaster's Quarters - Historical Downtown Apt

Jun 12 – 19

$171 per night

Home in Kilmichael

5.0 out of 5 average rating, 4 reviews

The Homestead

Jan 3 – 10

$99 per night

Home in Grenada

4.68 out of 5 average rating, 22 reviews

Grenada Lakes Cabin Unit A

Jun 25 – Jul 2

$108 per night
Guest favorite

Home in Calhoun City

5.0 out of 5 average rating, 6 reviews

Sweet T’s Hilltop

Mar 26 – Apr 2

$119 per night
Guest favorite

Home in Winona

5.0 out of 5 average rating, 6 reviews

Cozy, Peaceful, and Relaxing!

Feb 7 – 14

$132 per night
Guest favorite

Guest suite in Kosciusko

5.0 out of 5 average rating, 40 reviews

The Riff House, 2 bedroom guest suite with balcony

Aug 11 – 18

$169 per night

Destinations to explore