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Vacation 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 RentalsVacation Rentals

Winona

Winona

Our top choices for Montgomery County vacation 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.
$163 nightly
The price is $178
Nov 6 - Nov 7
Total with taxes and fees
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.
$380 nightly
The price is $414
Nov 6 - Nov 7
Total with taxes and fees
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.
$271 nightly
The price is $295
Nov 6 - Nov 7
Total with taxes and fees
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
$251 nightly
The price is $269
Nov 6 - Nov 7
Total with taxes and fees
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
$138 nightly
The price is $148
Nov 8 - Nov 9
Total with taxes and fees
Grenada Lake Resort Cabin # 5
fe118567

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.
$260 nightly
The price is $272
Nov 30 - Dec 1
Total with taxes and fees
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 traveler
$71 nightly
The price is $77
Dec 3 - Dec 4
Total with taxes and fees
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.
$138 nightly
The price is $148
Nov 7 - Nov 8
Total with taxes and fees
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 traveler
$63 nightly
The price is $69
Dec 3 - Dec 4
Total with taxes and fees
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 traveler
$63 nightly
The price is $69
Dec 3 - Dec 4
Total with taxes and fees
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.
$287 nightly
The price is $301
Nov 8 - Nov 9
Total with taxes and fees
The most unique getaway experience in North Mississippi!
77f49a8d

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.
$324 nightly
The price is $336
Nov 8 - Nov 9
Total with taxes and fees
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
$252 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
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.
$323 nightly
The price is $346
Nov 9 - Nov 10
Total with taxes and fees
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.
$326 nightly
The price is $349
Nov 16 - Nov 17
Total with taxes and fees
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.
$311 nightly
The price is $332
Nov 6 - Nov 7
Total with taxes and fees
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.
$124 nightly
The price is $132
Nov 10 - Nov 11
Total with taxes and fees
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 traveler
$58 nightly
The price is $60
Nov 12 - Nov 13
Total with taxes and fees
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 traveler
$55 nightly
The price is $57
Nov 12 - Nov 13
Total with taxes and fees
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.
$573 nightly
The price is $576
Nov 8 - Nov 9
Total with taxes and fees
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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Top Montgomery County Hotel Reviews

Super 8 by Wyndham Kosciusko

Super 8 by Wyndham Kosciusko

10/10 Excellent
"It was clean and got the job done."
Martina 1-night trip
Posted 3 days ago
Super 8 by Wyndham Kosciusko

Find out more about Montgomery County

Discover your perfect Montgomery County vacation rental with Expedia

How many vacation rentals are available in Montgomery County?


Expedia has plenty of vacation rentals to choose from in and around  Montgomery County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Montgomery County?


The selection of Montgomery County vacation rentals we have selected for you start as low as $77 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Montgomery County?


Vacation rentals in Montgomery County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Montgomery County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Montgomery County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Montgomery County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Montgomery County?


Find vacation rentals in Montgomery County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Montgomery County.  


What amenities are available in a vacation rental in Montgomery County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Montgomery County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Montgomery County?   


Everytime is a great time to head to Montgomery County! Staying in a Montgomery County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Montgomery County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Montgomery County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Montgomery County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Montgomery County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.