Montgomery County Holiday Rentals

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Top Holiday Rentals Destinations in Montgomery County

Charming ranch style log cabin with AC in scenic Winona
Private kitchen

Charming ranch style log cabin with AC in scenic Winona

10.0 out of 10, Exceptional, (1)
"First time staying in a cabin and was absolutely impressed! It was such a peaceful stay especially coming from being in the daily city life! David was awesome at communicating. Will be reserving again for sure!"
The price is AU$467
includes taxes & fees
18 Sept - 19 Sept
Charming ranch style log cabin with AC in scenic Winona
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Property grounds

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

10.0 out of 10, Exceptional, (1)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
The price is AU$282
includes taxes & fees
18 Sept - 19 Sept
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Charming 3-bedroom barn in quaint Winona with AC
Interior

Charming 3-bedroom barn in quaint Winona with AC

6.0 out of 10, (1)
"I had a hard time find this place, there need to be sign on old mountain road tell u how to get there. I had to clean one of the bathroom the shower was not clean. There are French door when u enter this place. There need to be some blind to the door."
The price is AU$656
includes taxes & fees
18 Sept - 19 Sept
Charming 3-bedroom barn in quaint Winona with AC
Catch and Relax! Private Family friendly house w/ 5 acre fishing pond.
Exterior

Catch and Relax! Private Family friendly house w/ 5 acre fishing pond.

2.0 star property
Catch and Relax! Private Family friendly house w/ 5 acre fishing pond.
The most unique getaway experience in North Mississippi!
Exterior

The most unique getaway experience in North Mississippi!

10.0 out of 10, Exceptional, (3)
"Had a very nice time. Nice place to just get away and enjoy some peace"
The price is AU$455
includes taxes & fees
18 Sept - 19 Sept
The most unique getaway experience in North Mississippi!
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
Fridge, microwave, oven, stovetop

4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful

10.0 out of 10, Exceptional, (2)
"Amazing home and outdoor patio with pool! This place is beautiful and very close to Grenada Lake boat launch. "
The price is AU$1,388
includes taxes & fees
18 Sept - 19 Sept
4-bedroom Lakehouse literally a minute to Grenada Lake Salt Water Pool Beautiful
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown
Exterior

Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown

2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very nice stay, it’s the nicest house in the area! A lot of parking! "
Massive Grenada Brick Home: Perfect for Summer Getaway Close to Downtown
Cabin in the woods overlooking Grenada lake.
Dining

Cabin in the woods overlooking Grenada lake.

10.0 out of 10, Exceptional, (36)
"We enjoyed our stay!"
The price is AU$552
includes taxes & fees
16 Oct - 17 Oct
Cabin in the woods overlooking Grenada lake.
Fox Hunting, Crappie Fishing Getaway
Property grounds

Fox Hunting, Crappie Fishing Getaway

9.8 out of 10, Exceptional, (46)
"My husband wanted a quiet place to stay and hopefully fish before starting chemo- we we t"
Fox Hunting, Crappie Fishing Getaway
Bream Shack-2 bedroom cabin with spacious parking
Interior

Bream Shack-2 bedroom cabin with spacious parking

8.4 out of 10, Very good, (5)
"Impeccable!"
The price is AU$494
includes taxes & fees
27 Sept - 28 Sept
Bream Shack-2 bedroom cabin with spacious parking
The Crappie-2 bedroom cabin with spacious parking
Exterior

The Crappie-2 bedroom cabin with spacious parking

10.0 out of 10, Exceptional, (5)
"This was the perfect private family-friendly spot, especially traveling from Texas to visit family when you're not familiar with the area. The host was responsive and considerate, ensuring our stay was comfortable from start to finish."
The price is AU$514
includes taxes & fees
21 Sept - 22 Sept
The Crappie-2 bedroom cabin with spacious parking
The Get-A-Way at Grenada lake
Fridge, microwave, oven, stovetop

The Get-A-Way at Grenada lake

9.8 out of 10, Exceptional, (12)
"Great place to stay for a fishing getaway ,close to the lake and not far from town . Owner was very responsive to my text , love that you can back your boats up under the shelter will definitely stay here again if we come down again!"
The price is AU$555
includes taxes & fees
22 Sept - 23 Sept
The Get-A-Way at Grenada lake
Dogwoods-2 bedroom cabin with spacious parking
Fridge, microwave, oven, stovetop

Dogwoods-2 bedroom cabin with spacious parking

9.6 out of 10, Exceptional, (14)
"Quick overnight stay for fishing trip everything was great, The only complaint was it seemed there something on the sheets in queen bed."
The price is AU$403
includes taxes & fees
23 Sept - 24 Sept
Dogwoods-2 bedroom cabin with spacious parking
Located 3 miles to Grenada Lake
Fridge, microwave, oven, stovetop

Located 3 miles to Grenada Lake

10.0 out of 10, Exceptional, (1)
"Very Peaceful and relaxing "
Located 3 miles to Grenada Lake
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Dining

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake

10.0 out of 10, Exceptional, (11)
"Nice quiet and clean location to share with family and friends"
The price is AU$513
includes taxes & fees
16 Oct - 17 Oct
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit
Fridge, microwave, oven, stovetop

5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit

10.0 out of 10, Exceptional, (7)
"Our stay was shorter than what we expected, but everything was just perfect"
5 min. from Grenada Lake! 3 bed room/ Outside pavilion / Family size/ fire pit
Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6
Exterior

Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6

9.8 out of 10, Exceptional, (45)
"We only stayed one night but wished we could have stayed longer. Beautiful cabin and surrounding area. "
The price is AU$427
includes taxes & fees
18 Sept - 19 Sept
Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
Terrace/patio

2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake

10.0 out of 10, Exceptional, (1)
"THE CABIN WAS AMAZING!! THE VEIWS FROM THE BACK PORCH WAS ABSOLUTELY BREATH TAKING!THE CABIN WAS VERY NICE AND CLEAN. CAN'T WAIT TO GO BACK!"
The price is AU$381
includes taxes & fees
18 Sept - 19 Sept
2bedroom cabin with AC,Heat,WiFi in Gore Springs just 2.6 miles to Grenada lake
The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district
Fridge, microwave, oven, stovetop

The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district

9.8 out of 10, Exceptional, (7)
"Beautifully decorated, spacious, quiet getaway from the bustling metropolis I call home. Owner was friendly and responsive! "
The Postmaster's Quarters at 2nd & Main - 2 story apartment in the historic district
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
Fridge, microwave, oven, stovetop

Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.

9.2 out of 10, Wonderful, (49)
"My family has stayed here several times, and we enjoy ourselves everytime. Communication with owners was excellent, before, during and after our trips. Great people!"
Rustic log cabin with 5 beds in a private setting, minutes Grenada Lake & town.
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 County Hotel Reviews

Americas Best Value Inn Winona

Americas Best Value Inn Winona

10/10 Excellent
"The room was clean and the bed was comfortable. Staff were friendly, polite and helpful. "
Paul 2-night trip
Posted 2 days ago
Americas Best Value Inn Winona

Find out more about Montgomery County

Find out more about Montgomery County

Everything you need to know about Montgomery County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montgomery County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomery County. 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 County 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 County holiday rentals we have chosen for you start as low as AU$282 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Montgomery County rentals

At Expedia, we put the best Montgomery County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.