Best Vacation Homes in Windsor
New
House
3 Bedrooms
2 Baths
5 Guests
1700 ft²
Private Pool
Fireplace/Heating
Pool
Balcony/Terrace
£205/Night
7 Nights - £1,436
Bed & Breakfast
10.0(28 Reviews)
6 Bedrooms
6 Baths
11 Guests
303.18 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
£153/Night
7 Nights - £1,070
House
1 Bedroom
1 Bath
2 Guests
54 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen
Parking
£125/Night
7 Nights - £875
Cottage
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Pet Friendly
Air Conditioner
Internet
£144/Night
7 Nights - £1,006
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
172.22 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£85/Night
7 Nights - £598
House
1 Bedroom
1 Bath
2 Guests
54 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£125/Night
7 Nights - £875
House
10.0(56 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£170/Night
7 Nights - £1,191
House
10.0(45 Reviews)
4 Bedrooms
4 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£315/Night
7 Nights - £2,202
Windsor Luxury Rentals
House
6 Bedrooms
4 Baths
12 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£2,743/Night
7 Nights - £19,204
House
5 Bedrooms
4 Baths
10 Guests
Child Friendly
Security/Safety
£1,893/Night
7 Nights - £13,254
House
5 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£1,246/Night
7 Nights - £8,725
House
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Internet
£855/Night
7 Nights - £5,983
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
£715/Night
7 Nights - £5,002
House
10.0(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
2750 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£361/Night
7 Nights - £2,529
House
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£357/Night
7 Nights - £2,501
House
10.0(21 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£356/Night
7 Nights - £2,495
Windsor Pet Friendly Vacation Rentals
Cottage
10.0(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£251/Night
7 Nights - £1,755
House
9.0(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
3003.13 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£273/Night
7 Nights - £1,908
Cottage
10.0(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
1050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£240/Night
7 Nights - £1,683
House
8.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
2002.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
£246/Night
7 Nights - £1,719
Cottage
10.0(40 Reviews)
1 Bedroom
1 Bath
3 Guests
860 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£123/Night
7 Nights - £864
House
10.0(31 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£168/Night
7 Nights - £1,174
House
10.0(24 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£224/Night
7 Nights - £1,567
Apartment
10.0(23 Reviews)
1 Bedroom
1 Bath
4 Guests
676 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£80/Night
7 Nights - £561
Windsor Large Vacation Homes
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
2500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
£177/Night
7 Nights - £1,237
Bed & Breakfast
10.0(6 Reviews)
5 Bedrooms
4 Baths
11 Guests
513.98 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£165/Night
7 Nights - £1,154
House
9.4(17 Reviews)
4 Bedrooms
3 Baths
12 Guests
3006 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£185/Night
7 Nights - £1,296
House
3 Bedrooms
2 Baths
13 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£285/Night
7 Nights - £1,998
House
6 Bedrooms
5 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£1,331/Night
7 Nights - £9,318
House
5.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
- Kitchen
- Air Conditioner
- Child Friendly
Laundry
£194/Night
7 Nights - £1,356
House
13 Bedrooms
13 Baths
25 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
£1,731/Night
7 Nights - £12,118
House
5 Bedrooms
5 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£1,555/Night
7 Nights - £10,886
Why Choose Rent By Owner for your Windsor 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 Windsor
When should you plan your Vacation Rentals stay?
Choosing the ideal time to vacation in Windsor ensures you can enjoy this destination’s unique charm and explore its surroundings at your own pace, making your stay here both memorable and relaxing.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences mild and pleasant weather, making it an ideal time to enjoy outdoor activities and explore the local scenery. This season attracts many visitors seeking a comfortable climate for their vacation rentals in Windsor.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Summer (June to August)
The summer months see increased tourism due to warm temperatures and longer daylight hours, perfect for enjoying this destination's natural beauty. Many travelers flock here during peak summer to make the most of their stay in well-equipped vacation rentals.
Average Temperature Daytime: 85-90°F - Nighttime: 65-70°F
Off-Season Highlights
Fall (September to November)
In fall, the region offers cooler temperatures and fewer crowds, providing a more relaxed experience. This is an excellent time for those looking to book affordable vacation rentals while enjoying the changing scenery.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Winter (December to February)
Winters tend to be quiet, with lower visitor numbers and cooler weather. If you prefer a peaceful retreat and lower prices on vacation rentals, this off-peak period offers a tranquil escape in the region.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Windsor
How to Book Your Windsor 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 Windsor
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 relaxing outdoor seating areas where you can unwind and take in the scenic views of the region.
- Take advantage of a private or shared grilling station to prepare delicious meals outdoors during your stay.
- Relax by a sparkling swimming pool available at some properties, perfect for cooling off on warm days in this destination.
- Explore well-maintained gardens or landscaped yards that offer a peaceful setting for outdoor activities.
- Make use of spacious patios or decks, ideal for entertaining guests or enjoying morning coffee amid the fresh air.
- Benefit from outdoor fire pits or fireplaces, creating cozy evenings under the stars in the area.
- Access nearby outdoor recreational facilities such as walking trails, fishing spots, or picnic areas to enhance your stay here.
Top Attractions Around Windsor
What attractions are nearby?
In this charming area, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and small-town character of Windsor, South Carolina, USA, making it an ideal destination to enjoy your stay in nearby vacation rentals.
Family Activities
- Windsor Riverfront Park: Enjoy a relaxing day outdoors by the river, where picnicking, playgrounds, and scenic views offer fun for the entire family.
- South Carolina Nature Center: Explore the region’s native wildlife and learn about local ecosystems through engaging exhibits and interactive programs suitable for all ages.
- Historic Windsor Heritage Site: Discover the area's rich history by visiting this site, which features guided tours and educational displays that bring the past to life.
- Family-friendly boat tours: Experience the region from the water with guided boat trips that showcase the natural beauty and diverse habitats of this destination.
Adult Activities
- Windsor Golf Course: Enhance your relaxation by spending a day on the greens at this scenic golf course, perfect for unwinding amid beautiful South Carolina scenery.
- South Carolina Botanical Garden: Discover a peaceful retreat immersed in lush plant collections and nature trails, ideal for leisurely strolls during your stay here.
- Historic Downtown Windsor: Explore local shops, dine at charming eateries, and experience the region's welcoming community spirit in the heart of this destination.
- Fishing at Lake Windsor: Enjoy a day of fishing at the serene lake, offering both tranquility and an opportunity to connect with the natural surroundings of the area.
Other Places to Stay in Windsor, SC
Aiken State Park
Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Take time to explore local outdoor attractions and cultural sites, ensuring you make the most of your stay here with a well-organized itinerary.
- Choose a Central Location: Opt for vacation rentals situated conveniently close to key areas of interest to maximize your exploration time in this region.
- Engage with Local Events: Check out seasonal happenings or community events scheduled during your visit, offering authentic experiences unique to this destination.
- Utilize Local Resources: Seek recommendations from your rental host or local guides to uncover hidden gems and enjoy the best that the area has to offer.
Transportation Options
- Personal Vehicles: Renting or driving your own car offers the most flexibility for exploring this part of South Carolina at your own pace.
- Local Taxi Services: Airport and local taxi services provide convenient transportation options to and from nearby airports and attractions.
- Ride-Sharing Services: Popular ride-sharing platforms operate here, ensuring quick and reliable transportation within the area.
- Public Transit: Local bus services connect key points in this region, offering an economical way to get around during your stay.
Local Customs Options
- Southern Hospitality:** You may notice the warm and welcoming attitude that defines the local hospitality, making your stay in this region truly memorable.
- Community Events:** Participating in or observing local festivals and gatherings highlights the close-knit spirit characteristic of the area.
- Food Traditions:** Savoring regional dishes that reflect the area's rich culinary heritage offers a taste of local culture during your visit.
- Respect for Nature:** The community’s emphasis on preserving natural surroundings is evident through eco-friendly practices and outdoor activities here.
Frequently Asked Questions About Windsor?
1. What are the top vacation rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:
- The Barngalo- Private, yet Close to everything
- Enjoy your stay on a private, equestrian plantation.
- Award winning fully restored 1930's cottage in historic Aiken SC
- Aiken's Busy Bee Cottage Awaits!
- Horse country in a beautiful, cozy, pool house. You will love your stay.
- Bright centrally located 3 bed/2 bath with fenced private yard
- The Birdnest Inn
- Cheerful spacious home-5 min to Bruce's Field/Downtown
- Modern Farm Retreat - Fresh Eggs - Pet Friendly
- Enjoy your stay on a private, equestrian plantation.
2. How many vacation rentals have private pools in Windsor?
There are 2 vacation rentals with private pools near Windsor. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Windsor are best for families?
If you are looking for a family-friendly vacation home in Windsor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor:
4. How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 233 in the Windsor 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 Windsor.
5. What is the cancellation policy for vacation rentals in Windsor, South Carolina?
Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms and any applicable fees before booking your stay here.
6. Are there any additional fees associated with booking a vacation rental in Windsor, South Carolina?
Additional fees such as cleaning fees, service charges, or security deposits may apply and are detailed in each listing. It's recommended to read the listing description carefully or reach out to the owner for clarity about any extra costs.
7. How do I know if my preferred vacation rental in Windsor, South Carolina is available for my travel dates?
Availability is shown on each property’s calendar within the listing. If you have specific dates in mind, verify the current availability online or contact the host directly to confirm your plans.
8. What amenities can I expect when staying in vacation rentals here?
Amenities vary by property but typically include essentials like Wi-Fi, kitchen access, and parking. For detailed information about what's included at a particular rental, refer to the listing description or contact the owner directly.
9. How do I ensure that my booking experience here is secure and trustworthy?
Look for listings with verified reviews and clear communication with the property owner. The platform offers trusted booking procedures designed to protect your personal and financial information throughout your stay.
Windsor Top Rated Vacation Rentals
House
10.0(22 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£187/Night
7 Nights - £1,309
Bed & Breakfast
10.0(5 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
£281/Night
7 Nights - £1,969
Bed & Breakfast
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
£132/Night
7 Nights - £925
Bed & Breakfast
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£190/Night
7 Nights - £1,332
Bed & Breakfast
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£215/Night
7 Nights - £1,507
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£121/Night
7 Nights - £850
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£187/Night
7 Nights - £1,309
Hotel
9.4(625 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
£106/Night
7 Nights - £739
