Winston County Vacation Rentals from CA $285: Short-Term Rentals for 2026

A waterfall in a forest with a circular water pattern at the base.

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Top Cities in Winston County

A forest stream with moss-covered rocks and a waterfall.

A historical signboard with information about the Haileyville Ice Company, located in front of an old, weathered building.

Our top choices for Winston County vacation rentals

A covered outdoor area with a wooden deck, a grill, and a view of a lake with trees and a sunset.

1. Waterfront Getaway | Panoramic View, Fishing,Kayak

Double Springs

Michael R.

CA $786 total

includes taxes & fees

Oct 28 - Oct 29

A compact kitchen with white cabinets, a stove, and a sink.

2. Sky view acres Rental a Serene 3-bedroom private mobile home with AC in Arley

Arley

CA $333 total

includes taxes & fees

Oct 12 - Oct 13

A wooden bridge leading to a well-lit building with large windows, surrounded by water and trees.

3. New REDEEMED Lakehouse. Walk out the front door to the dock

Double Springs

Marjorie

CA $737 total

includes taxes & fees

Oct 12 - Oct 13

A pier extending into calm water with a gazebo-like structure and a bridge.

4. Cozy Fall Lakefront, Deep Water,Hot Tub,Outdoor Shower,Firepit, Kayaks, Lily Pad

Crane Hill

Ashley C.

CA $816 total

includes taxes & fees

Nov 2 - Nov 3

A spacious kitchen with a large island, wooden beams on the ceiling, and a stone fireplace.

5. Luxurious French Country Estate on Smith Lake- Flat yard, dock, fiber internet!

Arley

Kyle R.

CA $1,874 total

includes taxes & fees

Oct 13 - Oct 14

A large house with a dark roof, surrounded by dense trees and a lake.

6. Spacious Lakefront Estate: 2 Hot Tubs, Dock, Game Room, Sleeps 38

Arley

Devan P.

CA $3,597 total

includes taxes & fees

Oct 21 - Oct 22

A cabin interior with a loft bedroom, a kitchen with a refrigerator and sink, and a dining area with a table and chairs.

7. Cozy cabin in beautiful Crane Hill with sunset views and an outdoor fire pit!

Crane Hill

EVI

CA $285 total

includes taxes & fees

Oct 14 - Oct 15

A wooden cabin with a balcony, surrounded by trees and a grassy area.

8. Cabin B at Smith Lake Alabama Cabins

Cullman

jerry h.

CA $334 total

includes taxes & fees

Oct 25 - Oct 26

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Cottages

Private vacation homes

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Top Winston County Hotel Reviews

La Quinta Inn & Suites by Wyndham Cullman

8/10 Good

"Check-in was easy and the staff was very nice. My only complaint was how stiff the bed was, other than that, it wasn’t a bad stay."

"Hidden Gem" On Smith Lake

10/10 Excellent

"This truly was a hidden gem! We prefer quiet and peaceful when we travel. We loved the location. The cabin is surrounded by trees. We all loved sitting on the porch and listening to nature and seeing the occasional deer come through. The lake is beautiful and just a short walk to get to. The cabin was so cozy and very clean. Would definitely stay here again!"

Waterfront Getaway | Panoramic View, Fishing,Kayak

10/10 Excellent

"We loved this home and immediately knew we would book again. It was better than advertised, the hosts were very responsive, and the amenities and lake access were perfect. We are already comparing schedules to go ahead and book again…and for a longer stay next time."

Point lot w/beautiful views! Deep water, 2-story dock, min steps to water.

8/10 Good

"Loved the openness of the floor plan. Kitchen is large and has everything you could need to cook all your meals. I’ve never seen so many pots, pans, dishes, bowls in a rental property before. That was definitely a bonus. Large kitchen table sat all 8 adults easily for all our meals. Loved the back deck and all the comfortable furniture. The view of the dock was perfect from the deck. Loved the covered area on the second level of the dock. Loved that this unit allowed for 2 dogs. We’ve never been to Smith Lake this late in the season before and we were quite shocked at how low the water was. What we thought was a short drop off from the bank to the water was quite cliffy in fact and proved a little scary for the dogs as there is not much grass area. My only recommendation would be to add mirrors to the bedrooms since there are only 2 bathrooms and it sleeps 10. And, maybe the addition of a fire pit. Added bonus…the marina delivered the pontoon and jet skis we rented to our dock!"

Designer Luxury on Smith Lake/Pool/5BR/3BR/Steps to Water!

10/10 Excellent

"This house had everything our family of 10 needed and then some. The house is clean, well laid out and quiet. The walk to the dock was easy and there was a ton of outdoor seating to enjoy the view. The drive in may be a bit tight for bigger vehicles but we had no problems. We had a couple of issues on the first night but Carol was super responsive and got everything resolved promptly and with a great attitude. We would definitely stay here again!"

Find out more about Winston County

Everything you need to know about Winston County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winston County vacation rental for you. At Expedia, you can take your pick from private vacation 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 Winston County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winston County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winston 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 Winston 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.  The selection of Winston County vacation rentals we have selected for you start as low as CA $285 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winston County rentals

At Expedia, we put the best Winston County vacation 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 Winston 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 Winston County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winston 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.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Winston County

Arley

Haleyville

Our top choices for Winston County vacation rentals

1. Waterfront Getaway | Panoramic View, Fishing,Kayak

2. Sky view acres Rental a Serene 3-bedroom private mobile home with AC in Arley

3. New REDEEMED Lakehouse. Walk out the front door to the dock

4. Cozy Fall Lakefront, Deep Water,Hot Tub,Outdoor Shower,Firepit, Kayaks, Lily Pad

5. Luxurious French Country Estate on Smith Lake- Flat yard, dock, fiber internet!

6. Spacious Lakefront Estate: 2 Hot Tubs, Dock, Game Room, Sleeps 38

7. Cozy cabin in beautiful Crane Hill with sunset views and an outdoor fire pit!

8. Cabin B at Smith Lake Alabama Cabins

9. Modern Luxury 3BR Home in Cullman

10. Trail Haven at Stony Lonesome OHV Park

11. Stunning Lakeside Glamping Dome

12. Cozy 3-bedroom log home in tranquil Hanceville, Alabama. Relax and escape

13. Allie’s on the Rocks Pet-Friendly Lakefront Bungalow

14. Barney’s Bluff - Towing Pontoon + Dock, Pet-Friendly

15. Cozy 3-bedroom mobile home in delightful Hanceville

16. RV on Smith Lake 2-bedroom recreational vehicle in delightful Cullman.

17. Come enjoy a stay at Pleasant Lane! Plenty of parking & great surrounding area!

18. Gather at Smith Lake | Boat Ramp | Sleeps up to 10 | Crane Hill lakefront home

19. House w/ fire pit 4BR/Trident Marina/2 KING BEDS

20. Charming 2-bedroom apartment close to downtown Cullman

Find vacation rentals that suit your style

Top Winston County Hotel Reviews

La Quinta Inn & Suites by Wyndham Cullman

Cobblestone Hotel & Suites - Cullman

"Hidden Gem" On Smith Lake

Sleep Inn & Suites Jasper I-22

Hampton Inn Cullman

Holiday Inn Express Hotel & Suites Cullman by IHG

Waterfront Getaway | Panoramic View, Fishing,Kayak

Point lot w/beautiful views! Deep water, 2-story dock, min steps to water.

Designer Luxury on Smith Lake/Pool/5BR/3BR/Steps to Water!

Find out more about Winston County