Estia Villas - Vacation Rentals in Winston County
House
9.8
(
112 Reviews
)
5 Bedrooms
4 Bathrooms
15 Guests
4100 ft²
-
Parking -
Ocean View -
Balcony/Terrace -
View
US $716
/Night
7 Nights - $5,009
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1496.18 ft²
-
Parking
-
Internet -
Child Friendly -
Security/Safety
US $163
/Night
7 Nights - $1,141
House
9.0
(
9 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $138
/Night
7 Nights - $966
House
9.8
(
197 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
2447 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $371
/Night
7 Nights - $2,595
House
8.0
(
21 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
4000 ft²
-
Private Pool -
Parking
-
Pool
-
Balcony/Terrace
US $888
/Night
7 Nights - $6,219
House
9.8
(
11 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
2300 ft²
-
Parking
-
Kitchen
-
Air Conditioner -
Internet
US $583
/Night
7 Nights - $4,084
House
8.8
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
2600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $522
/Night
7 Nights - $3,657
House
10.0
(
99 Reviews
)
9 Bedrooms
6 Bathrooms
20 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,037
/Night
7 Nights - $7,256
See More Winston County Vacation Rentals
Luxury Places to Stay in Winston County
Over 184+
Luxury Places to Stay in or Near Winston County
House
10.0
(
24 Reviews
)
8 Bedrooms
7 Bathrooms
16 Guests
5400 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,576
/Night
7 Nights - $11,031
House
8.0
(
1 Review
)
5 Bedrooms
5 Bathrooms
20 Guests
5500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,500
/Night
7 Nights - $10,500
House
10.0
(
7 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
3600 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,367
/Night
7 Nights - $9,571
House
10.0
(
6 Reviews
)
6 Bedrooms
6 Bathrooms
24 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,353
/Night
7 Nights - $9,473
House
10.0
(
17 Reviews
)
5 Bedrooms
3 Bathrooms
12 Guests
2760 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,317
/Night
7 Nights - $9,221
House
5 Bedrooms
5 Bathrooms
20 Guests
5500.36 ft²
-
Parking
-
Balcony/Terrace
-
Internet
-
Security/Safety
US $1,274
/Night
7 Nights - $8,916
House
1 Bedroom
4 Bathrooms
20 Guests
5941.68 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $1,155
/Night
7 Nights - $8,087
House
10.0
(
25 Reviews
)
5 Bedrooms
4 Bathrooms
20 Guests
5000 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,087
/Night
7 Nights - $7,608
Find More Winston County Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Winston County
Over 4+
Top-Rated Vacation Rentals with a Pool in or Near Winston County
House
5 Bedrooms
4 Bathrooms
16 Guests
4004.17 ft²
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $938
/Night
7 Nights - $6,569
House
10.0
(
21 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Pool
-
Lake View -
Balcony/Terrace
US $563
/Night
7 Nights - $3,938
House
10.0
(
2 Reviews
)
7 Bedrooms
6 Bathrooms
8 Guests
-
Private Pool
-
Hot Tub
-
Breakfast -
Parking
US $500
/Night
7 Nights - $3,500
House
4 Bedrooms
5 Bathrooms
8 Guests
2900 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $506
/Night
7 Nights - $3,545
Pet-Friendly Vacation Rentals in Winston County
Over 38+
Pet-Friendly Vacation Rentals in or Near Winston County
House
10.0
(
61 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $322
/Night
7 Nights - $2,254
House
9.3
(
4 Reviews
)
1 Bedroom
1 Bathroom
8 Guests
699.65 ft²
-
Parking
-
Internet
-
Pet Friendly
-
Bar
US $170
/Night
7 Nights - $1,190
House
3 Bedrooms
5 Bathrooms
12 Guests
-
Air Conditioner
-
Pet Friendly
-
Laundry -
Bedding/Linens
US $675
/Night
7 Nights - $4,725
House
10.0
(
20 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $626
/Night
7 Nights - $4,384
Cabin
10.0
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
1380 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $382
/Night
7 Nights - $2,675
House
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Laundry
US $217
/Night
7 Nights - $1,517
House
10.0
(
6 Reviews
)
3 Bedrooms
4 Bathrooms
12 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $745
/Night
7 Nights - $5,217
House
10.0
(
5 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
4300 ft²
-
Parking
-
Spa -
Balcony/Terrace
-
Kitchen
US $884
/Night
7 Nights - $6,189
See More Pet-Friendly Vacation Rentals in Winston County on PetFriendly.io
Large Vacation Homes & Villas in Winston County
Over 110+
Large Vacation Homes & Villas in or Near Winston County
House
10.0
(
67 Reviews
)
5 Bedrooms
3 Bathrooms
18 Guests
4500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $552
/Night
7 Nights - $3,862
House
1 Bedroom
5 Bathrooms
15 Guests
4004.17 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Barbecue/Outdoor Cooking
US $788
/Night
7 Nights - $5,518
House
10.0
(
50 Reviews
)
4 Bedrooms
3 Bathrooms
11 Guests
2400 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $415
/Night
7 Nights - $2,905
House
10.0
(
35 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
3200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $501
/Night
7 Nights - $3,508
House
10.0
(
24 Reviews
)
4 Bedrooms
2 Bathrooms
13 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $487
/Night
7 Nights - $3,409
House
10.0
(
18 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2600 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $484
/Night
7 Nights - $3,387
House
10.0
(
14 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
1900 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $421
/Night
7 Nights - $2,949
House
10.0
(
7 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2140 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $608
/Night
7 Nights - $4,259
See More Family Vacation Rentals in Winston County on FVR
Winston County Vacation Rentals and Airbnb Places to Stay Under $200
Over 12+
Winston County Vacation Rentals and Airbnb Places to Stay Under $200
Cabin
9.8
(
27 Reviews
)
1 Bedroom
1 Bathroom
8 Guests
700 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $172
/Night
7 Nights - $1,201
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
7 Guests
1399.31 ft²
-
Parking
-
Internet
-
Child Friendly
-
Security/Safety
US $135
/Night
7 Nights - $945
Cottage
9.8
(
13 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $197
/Night
7 Nights - $1,377
RV Rental
10.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Balcony/Terrace
-
Kitchen
-
Child Friendly
-
Bedding/Linens
US $118
/Night
7 Nights - $823
RV Rental
10.0
(
1 Review
)
1 Bedroom
2 Bathrooms
6 Guests
-
Child Friendly
-
Security/Safety
US $107
/Night
7 Nights - $749
Cabin
9.2
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $146
/Night
7 Nights - $1,022
Cabin
9.2
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $167
/Night
7 Nights - $1,169
Cabin
5.0
(
4 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
900 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $119
/Night
7 Nights - $833
See More Winston County Vacation Rental Deals
Instantly Bookable Vacation Homes in Winston County
Over 91+
Instantly Bookable Vacation Homes in or Near Winston County
House
10.0
(
34 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $586
/Night
7 Nights - $4,104
New
Cabin
10.0
(
15 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
900 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $259
/Night
7 Nights - $1,816
Cabin
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $222
/Night
7 Nights - $1,553
House
10.0
(
5 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
2300 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $989
/Night
7 Nights - $6,923
House
10.0
(
5 Reviews
)
6 Bedrooms
4 Bathrooms
15 Guests
2900 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $823
/Night
7 Nights - $5,758
House
10.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $590
/Night
7 Nights - $4,131
House
10.0
(
4 Reviews
)
1 Bedroom
3 Bathrooms
14 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $503
/Night
7 Nights - $3,521
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
12 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $530
/Night
7 Nights - $3,709
About Winston County Vacation Rentals
With more than 193 Winston County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winston County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Winston County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winston County. Places to stay near Winston County are 1818.41 ft² on average, with prices averaging US $566 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Winston County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Winston County
| Type | Count |
|---|---|
| Vacation Homes | 171 |
| Cabin Rentals | 14 |
| Cottages | 4 |
| Holiday Apartments | 1 |
Use these Quick Filters to Find a Vacation Rental in Winston County
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winston County.
Weather in Winston County
View the weather forecast for Winston County before booking your Winston County Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Winston County, AL
Estiavillas offers a large selection of top attractions around Winston County. Research things to do on your vacation before you visit Winston County.
Lewis Smith Lake
Houston Historic Jail
Tiger Field
Natural Bridge Park
Smith Lake Park
Cullman Golf Course
Ave Maria Grotto
Dismals Canyon
Sportsman Lake Park
Rickwood Caverns State Park
Northwest Medical Center
Clarkson Covered Bridge
Jasper City Hall
Wheeler Lake
Funzone
Crooked Creek Civil War Museum
Cullman County Museum
Oakville Indian Mounds Education Center
Guin City Plaza
Hal Kirby Jr. Park
Guin Hayden Riley Park
Gamble Park
Sparkman Park
Quail Creek Golf Course
The Lily Pond an Art Gallery & Tea Room
The First United Methodist Church
Walker County Lake Park
Ivan K. Hill Recreational Park
Eastside Park
Cedar Ridge Golf Course
Other Places to Stay Near Winston County, AL
Lewis Smith Lake
225 Properties
Addison
160 Properties
Double Springs
117 Properties
Houston Historic Jail
76 Properties
Lynn
71 Properties
Arley
65 Properties
Stoney Point Landing
53 Properties
Natural Bridge
53 Properties
Natural Bridge Park
53 Properties
Haleyville
51 Properties
Tiger Field
43 Properties
Houston
31 Properties
Winston County Vacation Rental Frequently Asked Questions
Which vacation homes in Winston County are best for families?
If you are looking for a family-friendly vacation home in Winston County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winston County:
How many vacation rentals are available in Winston County?
Currently, the total number of properties listed in 2026 is over 193 in the Winston County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winston County.
