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Holiday Rentals in Montgomery County

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Top cities in Montgomery County

A brick building with the inscription "WINONA" and an arched window.
Vacation Rentals

Winona

Winona

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Montgomery County holiday rentals

A wooden cabin with a balcony, surrounded by trees.

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

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
Winona
10.0 out of 10, Exceptional, (1 review)
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host. "
United States
Trey H.
The price is €161
includes taxes & fees
6 Nov - 7 Nov
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
A wooden door with two glass panels, a wreath on each, and a sign reading "1418B".

2. Charming 3-bedroom barn in quaint Winona with AC

Charming 3-bedroom barn in quaint Winona with AC
Winona
8.0 out of 10, Very good, (2 reviews)
"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."
United States
sherrida r.
The price is €359
includes taxes & fees
6 Nov - 7 Nov
Charming 3-bedroom barn in quaint Winona with AC
A cozy cabin interior with a wooden ceiling, a ceiling fan, a kitchen area with a refrigerator and stove, a dining area with a table and chairs, and a living room with a couch.

3. Charming ranch style log cabin with AC in scenic Winona

Charming ranch style log cabin with AC in scenic Winona
Winona
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean, comfortable cabin with everything you need. "
United States
Lee T.
The price is €266
includes taxes & fees
6 Nov - 7 Nov
Charming ranch style log cabin with AC in scenic Winona
A living room with a sectional sofa, armchairs, a coffee table, and a dining area with a table and chairs.

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

Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Grenada
9.6 out of 10, Exceptional, (16 reviews)
"The property was easy to find, very clean, and the beds were very comfortable. Great place to stay and cozy."
United States
Joahua
The price is €244
includes taxes & fees
6 Nov - 7 Nov
Lida's Place - 3 BR 2 BA Ranch House - 7.6 miles to Grenada Lake
Exterior

5. Grenada Lake Resort Cabin # 5

Grenada Lake Resort Cabin # 5
Coffeeville
9.8 out of 10, Exceptional, (7 reviews)
"we loved staying her. it was a perfect place to stay. cozy, comfortable, and clean. "
United States
Kevin
The price is €134
includes taxes & fees
8 Nov - 9 Nov
Grenada Lake Resort Cabin # 5
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6. Dogwoods-2 bedroom cabin with spacious parking

Dogwoods-2 bedroom cabin with spacious parking
Grenada
9.6 out of 10, Exceptional, (21 reviews)
"Clean and excellent A/C even during very hot weather. Beds were comfortable. Good choice."
United States
Carol W.
The price is €246
includes taxes & fees
30 Nov - 1 Dec
Dogwoods-2 bedroom cabin with spacious parking
A dining area with round wooden tables and chairs, a television, and potted plants.

7. 2 Queen Bed|Smk|Grenada MS

2 Queen Bed|Smk|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (52 reviews)
"Cozy beds and welcoming staff made our visit enjoyable. Free WiFi was an extra perk too."
United States
Anonymous traveller
The price is €76
includes taxes & fees
18 Nov - 19 Nov
2 Queen Bed|Smk|Grenada MS
Exterior

8. Grenada Lake Resort Cabin # 4

Grenada Lake Resort Cabin # 4
Coffeeville
9.6 out of 10, Exceptional, (5 reviews)
"Very nice cabin although a little smaller than expected. Road into cabin could use some work."
United States
Annette J.
The price is €134
includes taxes & fees
7 Nov - 8 Nov
Grenada Lake Resort Cabin # 4
A spacious living room with a large flat-screen TV, comfortable seating, and a Christmas tree.

9. King Bed Accessible|Grenada MS

King Bed Accessible|Grenada MS
Grenada MS
10.0 out of 10, Exceptional, (67 reviews)
"Saw several families staying here,lots of space seemed great for everyone involved."
United States
Anonymous traveller
The price is €62
includes taxes & fees
3 Dec - 4 Dec
King Bed Accessible|Grenada MS
A dining area with round wooden tables and chairs, a television, and potted plants.

10. Grenada MS | King Bed Smoking

Grenada MS | King Bed Smoking
Grenada MS
10.0 out of 10, Exceptional, (48 reviews)
"Rooms had ample space for two guests, creating a very inviting atmosphere."
United States
Anonymous traveller
The price is €62
includes taxes & fees
3 Dec - 4 Dec
Grenada MS | King Bed Smoking
IMG_1772

11. The most unique getaway experience in North Mississippi!

The most unique getaway experience in North Mississippi!
Grenada
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property and view great host clean places loved it so much "
United States
Austin R.
The price is €273
includes taxes & fees
8 Nov - 9 Nov
The most unique getaway experience in North Mississippi!
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12. The Crappie-2 bedroom cabin with spacious parking

The Crappie-2 bedroom cabin with spacious parking
Grenada
10.0 out of 10, Exceptional, (7 reviews)
"Cabin was nice clean and was so easy to check"
United States
Kathy B.
The price is €305
includes taxes & fees
8 Nov - 9 Nov
The Crappie-2 bedroom cabin with spacious parking
A wooden deck with a railing, overlooking a forested area and a body of water.

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

Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6
Mathiston
9.8 out of 10, Exceptional, (63 reviews)
"Comfortable cabin and beautiful surroundings!"
United States
Gary
The price is €245
includes taxes & fees
9 Nov - 10 Nov
Lakeside luxury cabin on 125 acres. 20 min to MSU - Sleeps 6
A wooden deck with a view of a lake, a grill, and a grill cover.

14. The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake
Grenada
9.8 out of 10, Exceptional, (21 reviews)
"Great property to stay at if you are staying or fishing in the Grenada area. "
United States
Jay R.
The price is €313
includes taxes & fees
9 Nov - 10 Nov
The Get-A-Way at Grenada lake
A cozy cabin interior with a living room, a staircase, and a kitchen area.

15. Cabin in the woods overlooking Grenada lake.

Cabin in the woods overlooking Grenada lake.
Coffeeville
10.0 out of 10, Exceptional, (47 reviews)
"Great cabin with lots of room for families!"
United States
Scotty H.
The price is €312
includes taxes & fees
16 Nov - 17 Nov
Cabin in the woods overlooking Grenada lake.
A living room with two black leather sofas, a patterned rug, and a dark wooden cabinet.

16. Magnolia State Winter Escape – Beautiful 3BR Family Home

Magnolia State Winter Escape – Beautiful 3BR Family Home
Grenada
9.0 out of 10, Wonderful, (11 reviews)
"The location was great and the size and space were fantastic. I will book this house again."
United States
JACQUELINE T.
The price is €296
includes taxes & fees
6 Nov - 7 Nov
Magnolia State Winter Escape – Beautiful 3BR Family Home
A covered porch with a cushioned bench and decorative pillows, a wooden railing, and a clear view of the surrounding landscape.

17. Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters

Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
Greenwood
10.0 out of 10, Exceptional, (5 reviews)
"Great little cabin for a getaway. Quiet and secluded."
United States
Mark H.
The price is €120
includes taxes & fees
10 Nov - 11 Nov
Charming cabin close to Malmaison Wildlife Refuge, and McIntyre Scatters
A bed with a wooden headboard, a chair, and a plain wall.

18. Ms 6 Durant MS | King Bed

Ms 6 Durant MS | King Bed
Durant MS
10.0 out of 10, Exceptional, (340 reviews)
"Made an excellent choice stopping here instead of other places,rooms give off relaxed feels along with decent privacy everyone can enjoy away from home!"
United States
Anonymous traveller
The price is €54
includes taxes & fees
8 Nov - 9 Nov
Ms 6 Durant MS | King Bed
A bed with a wooden headboard, a chair, and a plain wall.

19. Ms 6 Durant MS | Full Bed

Ms 6 Durant MS | Full Bed
Durant MS
10.0 out of 10, Exceptional, (423 reviews)
"Definitely would tell friends looking for a spot to stop by this hotel,great location near local attractions with convenient parking!"
United States
Anonymous traveller
The price is €51
includes taxes & fees
8 Nov - 9 Nov
Ms 6 Durant MS | Full Bed
Private kitchen

20. House Located Less Than 3 Miles of Grenada Lake

House Located Less Than 3 Miles of Grenada Lake
Coffeeville
8.6 out of 10, Excellent, (4 reviews)
"Everything was wonderful!!"
United States
anna a.
The price is €506
includes taxes & fees
8 Nov - 9 Nov
House Located Less Than 3 Miles of Grenada Lake
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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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, apart-hotels, 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 favorite 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 depends 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 selected for you start as low as €46 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.