Best Vacation Homes in Winston
New
House
6 Bedrooms
5 Baths
14 Guests
Fireplace/Heating
Air Conditioner
Internet
Child Friendly
R37,475/Night
7 Nights - R262,320
House
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
914.93 ft²
- Fireplace/Heating
Parking- Air Conditioner
- Internet
R2,934/Night
7 Nights - R20,532
R3,750/Night
7 Nights - R26,247
New
House
5 Bedrooms
5 Baths
15 Guests
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
R20,701/Night
7 Nights - R144,906
Apartment
8.9(20 Reviews)
4 Bedrooms
3 Baths
8 Guests
3003.13 ft²
Kitchen- Parking
- Air Conditioner
- Internet
R2,472/Night
7 Nights - R17,307
House
10.0(22 Reviews)
8 Bedrooms
5 Baths
26 Guests
Hot Tub- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R16,434/Night
7 Nights - R115,040
House
10.0(11 Reviews)
4 Bedrooms
2 Baths
10 Guests
2100 ft²
- Hot Tub
Balcony/Terrace- Kitchen
- Parking
R4,475/Night
7 Nights - R31,323
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
16 Guests
4200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,704/Night
7 Nights - R53,934
Winston Luxury Rentals
Cabin
10.0(2 Reviews)
8 Bedrooms
9 Baths
18 Guests
5500 ft²
- Hot Tub
- Fireplace/Heating
Pool- Balcony/Terrace
R40,727/Night
7 Nights - R285,096
House
9.8(13 Reviews)
6 Bedrooms
5 Baths
20 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
R19,931/Night
7 Nights - R139,519
House
9.8(128 Reviews)
6 Bedrooms
5 Baths
20 Guests
6000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R19,920/Night
7 Nights - R139,437
Cabin
6.0(1 Review)
8 Bedrooms
5 Baths
26 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R18,736/Night
7 Nights - R131,152
House
6 Bedrooms
6 Baths
11 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R18,289/Night
7 Nights - R128,025
House
9.8(16 Reviews)
4 Bedrooms
4 Baths
20 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R13,414/Night
7 Nights - R93,902
New
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R11,334/Night
7 Nights - R79,330
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R10,513/Night
7 Nights - R73,599
Winston Pet Friendly Vacation Rentals
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
R2,388/Night
7 Nights - R16,717
House
9.4(3 Reviews)
5 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
R9,779/Night
7 Nights - R68,458
Villa
8.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R2,791/Night
7 Nights - R19,534
House
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R9,102/Night
7 Nights - R63,709
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R5,403/Night
7 Nights - R37,823
House
4 Bedrooms
3 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,151/Night
7 Nights - R22,055
Apartment
1 Bedroom
2 Baths
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
Laundry
R2,143/Night
7 Nights - R14,998
New
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R5,235/Night
7 Nights - R36,644
Winston Large Vacation Homes
House
5 Bedrooms
4 Baths
10 Guests
4321 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,775/Night
7 Nights - R61,417
House
1 Bedroom
4 Baths
10 Guests
3422.92 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
R5,398/Night
7 Nights - R37,790
House
4 Bedrooms
4 Baths
10 Guests
3400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R7,841/Night
7 Nights - R54,884
House
10.0(2 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R4,912/Night
7 Nights - R34,384
House
10.0(1 Review)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R8,826/Night
7 Nights - R61,777
House
9.0(34 Reviews)
4 Bedrooms
2 Baths
16 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R5,602/Night
7 Nights - R39,215
House
8.8(5 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,765/Night
7 Nights - R47,352
Villa
7.4(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R2,376/Night
7 Nights - R16,635
Why Choose Rent By Owner for your Winston Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Winston
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the region offers different appeal throughout the year, making it essential to consider seasonal weather and local events when planning your stay.
Peak Season Highlights
Spring (March to May)
During spring, the region comes alive with mild temperatures and blooming landscapes, making it an ideal time to explore your vacation rental in Winston, Georgia.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Fall (September to November)
Autumn offers pleasant weather and vibrant fall foliage, providing a cozy and scenic backdrop for your stay here in Winston, Georgia.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures to the area, making it a peaceful time to enjoy your vacation rental without the crowds.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Summer (June to August)
While summer can be warm, it’s also the quietest season, perfect if you prefer a more private and relaxed experience during your stay here.
Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
Weekly Weather Forecast for Winston
How to Book Your Winston Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Winston
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with a private barbecue area, perfect for gatherings in this charming region.
- Relax on a spacious patio or deck, offering a comfortable space to unwind after exploring the local attractions.
- Take advantage of a lush backyard or garden, ideal for outdoor activities and family fun.
- Make the most of available parking spaces and driveways in a safe, outdoor setting.
- Benefit from access to a community pool or nearby aquatic amenities, great for cooling off during warm days.
- Utilize outdoor furniture and loungers for sunbathing or simply enjoying the fresh air.
- Explore nearby walking trails or nature paths that showcase the natural beauty of the area.
Top Attractions Around Winston
What attractions are nearby?
In this charming destination, you can explore a variety of outdoor activities and local attractions that showcase the area's natural beauty and hospitality, making it an ideal spot to enjoy your stay in Winston, Georgia.
Family Activities
- Winston Trail Park: Spend quality time outdoors by exploring the walking trails and playgrounds suited for family fun in the area.
- Local Historic Museum: Discover the region’s history through engaging exhibits that educate and entertain visitors of all ages here.
- Family-Friendly Farmers Market: Enjoy browsing fresh produce and artisanal goods, offering a charming local experience perfect for families visiting this destination.
- Community Recreational Center: Participate in various organized activities and sports designed to keep the whole family active during your stay.
Adult Activities
- Wine Tasting Tours: Explore local vineyards and enjoy sampling regional wines, a perfect way to unwind in this charming part of Georgia.
- Golfing: Tee off at premier golf courses nearby, where you can appreciate the scenic landscapes and enhance your skills on the greens.
- Historical Sites: Discover the area's rich history by visiting well-preserved landmarks that offer insight into its cultural heritage.
- Nature Trails: Immerse yourself in outdoor adventure by hiking along scenic trails that showcase the natural beauty of this region.
Winston Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining: Dive into the region's culinary scene by trying out nearby restaurants and cafes to enjoy authentic flavors during your stay.
- Visit Outdoor Spaces: Make the most of the area's natural beauty by spending time in local parks and outdoor areas that showcase the region’s scenic landscapes.
- Plan Day Trips: Take advantage of the location's accessibility by scheduling day trips to nearby attractions and points of interest that enrich your visit.
- Utilize Local Amenities: Maximize your comfort by discovering the amenities available in your vacation rental, such as recreational facilities or convenient shopping options.
Transportation Options
- Winston Georgia Transit Services: Provides reliable local transportation options to navigate the area with ease, ideal for exploring your vacation rental and nearby attractions.
- Major Interstate Highway I-75: Connects this destination to major cities and regions, making it simple to reach your vacation rental via car from various parts of the country.
- Charlotte Douglas International Airport: Serves as the primary airport for convenient air travel, allowing you to easily fly into the region and start your stay stress-free.
- Rental Car Agencies in Winston Georgia: Offer flexible transportation options directly here, enabling you to explore the area at your own pace during your vacation.
Local Customs Options
- Southern Hospitality: Embrace the warm and welcoming spirit that is characteristic of this destination, where friendliness often extends to locals and visitors alike.
Participate in community gatherings and festivals held at the historic courthouse, reflecting the area's rich history and local customs. - Farmers Market Traditions: Experience the region’s farming heritage by visiting local farmers markets, where fresh produce and handmade goods showcase regional pride.
- Respect for Nature: Respect the outdoor environment through ingrained local practices that emphasize conservation and appreciation of natural beauty here.
Frequently Asked Questions About Winston?
1. What are the top vacation rentals in Winston?
There are a lot of options in Winston. If you plan on staying in the Winston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winston:
- Riverfront Cabin w/Hot Tub & Outdoor Movie Screen. Quiet Retreat In The Woods!
- Peaceful House - 4 BR, Large Patio
- Southern feel 4-bedroom 3.5 bath house with over 4,000sq/ft of space to relax.
- Pool, Grill, WiFi, Parking, Washer & Dryer
- Fall Getaway at Foxhall Resort's Cypress Lodge - Sportsman's Paradise
- Private Pool Retreat with Fire Pit Near Golf
- King Room, Early check-in, Grill, Wi-Fi Parking, Washer Dryer
- La Dulce26
- Foxhall Resort Luxury Villa on Lake Located 25 Minutes from Airport
- CW Villas at Fairfield |1BR/1BA King Balcony Suite
2. How many vacation rentals have private pools in Winston?
There are 1 vacation rentals with private pools near Winston. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Winston are best for families?
If you are looking for a family-friendly vacation home in Winston, 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:
4. How many Rentbyowner vacation rentals are available in Winston?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 149 in the Winston area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winston.
5. What is the cancellation policy for vacation rentals in Winston, Georgia?
Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with canceling your reservation.
6. Are there any age restrictions or requirements to book a vacation rental in Winston, Georgia?
Age restrictions depend on the individual property. It's best to check the listing or reach out to the host to confirm if there are any minimum age requirements or additional criteria for booking.
7. How do I find the best vacation rental deals in Winston, Georgia for my stay?
To secure the best deals, compare multiple listings in the area, consider flexible travel dates, and look for properties offering discounts or special offers. Reading reviews can also help identify reliable and value-oriented options.
8. What amenities are typically included in vacation rentals in Winston, Georgia?
Amenities vary by property but often include essentials like free Wi-Fi, kitchens, parking, and outdoor spaces. Check each listing's details to ensure it meets your needs for a comfortable stay.
9. How do I communicate with hosts or property owners in Winston, Georgia before booking?
You can message the host directly through the booking platform to ask questions, clarify details, or request additional information about the property or the area prior to confirming your reservation.
Winston Top Rated Vacation Rentals
House
10.0(3 Reviews)
1 Bedroom
1 Bath
3 Guests
920 ft²
- Fireplace/Heating
- Pool
- Ocean View
View
R3,004/Night
7 Nights - R21,024
House
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R3,014/Night
7 Nights - R21,089
Condo
10.0(1 Review)
1 Bedroom
2 Baths
4 Guests
Oceanfront- Hot Tub
- Fireplace/Heating
- Pool
R2,522/Night
7 Nights - R17,651
New
House
1 Bedroom
2 Baths
6 Guests
32.29 ft²
- Fireplace/Heating
- Pool
- Parking
- Air Conditioner
R7,958/Night
7 Nights - R55,703
House
2 Bedrooms
2 Baths
6 Guests
1227.09 ft²
- Pool
- Air Conditioner
- Internet
- Child Friendly
R5,240/Night
7 Nights - R36,677
Condo
2 Bedrooms
2 Baths
6 Guests
1227 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,648/Night
7 Nights - R25,526
Condo
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R2,898/Night
7 Nights - R20,287
Condo
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R2,898/Night
7 Nights - R20,287
