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Holiday Rentals in Winston County

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Our top choices for Winston County holiday rentals

Serene Lake Escape! Paddleboard,Kayak,Private Dock

Serene Lake Escape! Paddleboard,Kayak,Private Dock
Double Springs
10.0 out of 10, Exceptional, (53)
"Very nice, peaceful and quiet. Great place to rest and relax with friends. Would definitely stay here again!"
United States
CHERYL H.
The price is €479
includes taxes & fees
14 Jan - 15 Jan 2026
Serene Lake Escape! Paddleboard,Kayak,Private Dock

Spacious Lakefront Estate: 2 Hot Tubs, Dock, Game Room, Sleeps 38, Tennis Court

Spacious Lakefront Estate: 2 Hot Tubs, Dock, Game Room, Sleeps 38, Tennis Court
2.0 star property
Arley
10.0 out of 10, Exceptional, (2)
"Amazing home. Perfect for our large group. The house was clean and comfortable. Would highly recommend!"
United States
Michael G.
The price is €1,595
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious Lakefront Estate: 2 Hot Tubs, Dock, Game Room, Sleeps 38, Tennis Court

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

New REDEEMED Lakehouse. Walk out the front door to the dock
Double Springs
10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay! The dock was fun, the lake delightful, the porch peaceful! We really appreciated the lack of steps for my mom! Wonderful stay, we really enjoyed the house."
United States
Michelle B.
The price is €393
includes taxes & fees
30 Dec - 31 Dec
New REDEEMED Lakehouse. Walk out the front door to the dock

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

Cozy cabin in beautiful Crane Hill with sunset views and an outdoor fire pit!
2.0 star property
Crane Hill
10.0 out of 10, Exceptional, (5)
The price is €172
includes taxes & fees
24 Dec - 25 Dec
Cozy cabin in beautiful Crane Hill with sunset views and an outdoor fire pit!

Relax at The Blue Bird - 2BD/2BA + Easy Parking

Relax at The Blue Bird - 2BD/2BA + Easy Parking
Good Hope
10.0 out of 10, Exceptional, (18)
"Great place eveything as listed. "
United States
nicole t.
The price is €257
includes taxes & fees
24 Dec - 25 Dec
Relax at The Blue Bird - 2BD/2BA + Easy Parking

Family Friendly Lake House

Family Friendly Lake House
Cullman
9.4 out of 10, Exceptional, (169)
"Property was great for our group of unrelated adults and the host was very responsive and helpful. "
United States
Alexander M.
The price is €310
includes taxes & fees
28 Dec - 29 Dec
Family Friendly Lake House

Donna Lee's Cottage-For Anglers & Events : Covered Bass Boat Parking + Fiber

Donna Lee's Cottage-For Anglers & Events : Covered Bass Boat Parking + Fiber
Bremen
9.8 out of 10, Exceptional, (7)
"The owners were great communicators and the listing was accurate. Great place to stay."
United States
Dustin M.
The price is €246
includes taxes & fees
24 Dec - 25 Dec
Donna Lee's Cottage-For Anglers & Events : Covered Bass Boat Parking + Fiber

Picturesque Country Barndominium

Picturesque Country Barndominium
2.0 star property
Vinemont
The price is €143
includes taxes & fees
24 Dec - 25 Dec
Picturesque Country Barndominium

Cullman Cottage 3 bedrooms 4beds 2 baths

Cullman Cottage 3 bedrooms 4beds 2 baths
2.0 star property
Cullman
The price is €318
includes taxes & fees
24 Dec - 25 Dec
Cullman Cottage 3 bedrooms 4beds 2 baths

Live Slow at the Lake - Cullman

Live Slow at the Lake - Cullman
2.0 star property
Cullman
The price is €315
includes taxes & fees
6 Jan - 7 Jan 2026
Live Slow at the Lake - Cullman

Tranquil on Gamble

Tranquil on Gamble
2.0 star property
Jasper
10.0 out of 10, Exceptional, (5)
"Our stay was great! House was very clean, which is very important to us! Spacious and close to town. "
United States
Ashley R.
The price is €482
includes taxes & fees
5 Jan - 6 Jan 2026
Tranquil on Gamble

Turkey Path Ranch Cabin

Turkey Path Ranch Cabin
Russellville
10.0 out of 10, Exceptional, (1)
"We had a great time. The cabin was awesome. The only complaint was the heat went out our first night. But we messaged the host and they got it taken care of for us. Property is absolutely beautiful 10/10 would stay again."
United States
Zach C.
The price is €225
includes taxes & fees
24 Dec - 25 Dec
Turkey Path Ranch Cabin

Stunning Lakeside Glamping Dome

Stunning Lakeside Glamping Dome
Crane Hill
10.0 out of 10, Exceptional, (3)
"Hammock was nice cleanliness was great awesome place to stay nice anniversary getaway fairly quiet. Would definitely stay again. "
United States
Dewey B.
The price is €398
includes taxes & fees
23 Jan - 24 Jan 2026
Stunning Lakeside Glamping Dome

Guadalupe Home, Minutes to I-65

Guadalupe Home, Minutes to I-65
Vinemont
10.0 out of 10, Exceptional, (4)
"Great stay as always"
United States
CHRISTIAN C.
The price is €369
includes taxes & fees
24 Dec - 25 Dec
Guadalupe Home, Minutes to I-65

Expansive Retreat with Heated Pool & Gorgeous Views

Expansive Retreat with Heated Pool & Gorgeous Views
Cullman
10.0 out of 10, Exceptional, (36)
"The house, the dock, all the amenities were absolutely perfect!! We had the best time!!"
United States
Astro
The price is €954
includes taxes & fees
4 Jan - 5 Jan 2026
Expansive Retreat with Heated Pool & Gorgeous Views

Spacious Brand New 5 Bedroom Home in Cullman

Spacious Brand New 5 Bedroom Home in Cullman
Cullman
9.4 out of 10, Exceptional, (6)
" Great host"
United States
Kristen O.
The price is €472
includes taxes & fees
24 Dec - 25 Dec
Spacious Brand New 5 Bedroom Home in Cullman
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 Winston County Hotel Reviews

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Holiday Homes in Winston County

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