Discover Your Perfect Windwood Vacation Homes

Best Vacation Homes in Windwood

10.0
Exceptional
(4 Reviews)
1200 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R15,547/Night For 7 Nights R108,822
10.0
Exceptional
(3 Reviews)
1216.32 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • Pool
  • Balcony/Terrace
  • Kitchen
R2,341/Night For 7 Nights R16,386
9.4
Exceptional
(857 Reviews)
1 Bathroom
Family Friendly Hotel
  • Spa
  • Pool
  • Breakfast
R2,254/Night For 7 Nights R15,779
10.0
Exceptional
(3 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R2,772/Night For 7 Nights R19,400
10.0
Exceptional
(1 Review)
3046.19 ft² 12 Guests 7 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Internet
R6,242/Night For 7 Nights R43,701
10.0
Exceptional
(2 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
R4,763/Night For 7 Nights R33,344
10.0
Exceptional
(1 Review)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Kitchen
  • Internet
  • Child Friendly
R3,425/Night For 7 Nights R23,981
10.0
Exceptional
(1 Review)
5 Guests 2 Bedrooms 2 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Air Conditioner
R3,049/Night For 7 Nights R21,354

Windwood Luxury Rentals

7.4
Very Good
(3 Reviews)
12 Guests 6 Bedrooms 5 Bathrooms
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
R31,757/Night For 7 Nights R222,293
6.0
Good
(2 Reviews)
15 Guests 7 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
R24,709/Night For 7 Nights R172,967
New
18 Guests 7 Bedrooms 4 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R14,131/Night For 7 Nights R98,920
New
5500.36 ft² 16 Guests 8 Bedrooms 6 Bathrooms
House
  • View
  • Parking
  • Air Conditioner
R10,736/Night For 7 Nights R75,158
New
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R6,324/Night For 7 Nights R44,273
New
8 Guests 5 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • View
  • Parking
R6,197/Night For 7 Nights R43,381
9.0
Exceptional
(4 Reviews)
11 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R6,053/Night For 7 Nights R42,370
7.4
Very Good
(11 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R5,507/Night For 7 Nights R38,548

Windwood Pet Friendly Vacation Rentals

2.0
Average
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
R2,080/Night For 7 Nights R14,567
New
602.78 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R3,117/Night For 7 Nights R21,825
7.8
Very Good
(349 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Pet Friendly
  • Kitchen
R1,236/Night For 7 Nights R8,656
New
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,557/Night For 7 Nights R17,901
New
947.22 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R1,330/Night For 7 Nights R9,313
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,532/Night For 7 Nights R17,716
New
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pool
  • Balcony/Terrace
  • Pet Friendly
R1,281/Night For 7 Nights R8,976
10.0
Exceptional
(2 Reviews)
7535 ft² 8 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R5,291/Night For 7 Nights R37,032

Windwood Large Vacation Homes

10.0
Exceptional
(1 Review)
10764 ft² 9 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R5,258/Night For 7 Nights R36,796
4.8
Average
(8 Reviews)
3050 ft² 12 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R5,029/Night For 7 Nights R35,196
New
8 Guests 6 Bedrooms 9 Bathrooms
Family Friendly House
  • Private Pool
  • Spa
  • Fireplace/Heating
R22,953/Night For 7 Nights R160,674
New
11 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R11,771/Night For 7 Nights R82,400
9.6
Exceptional
(18 Reviews)
18 Guests 8 Bedrooms 6 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R16,512/Night For 7 Nights R115,592
9.6
Exceptional
(7 Reviews)
2090 ft² 11 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R6,368/Night For 7 Nights R44,576
New
6000 ft² 6 Guests 6 Bedrooms 6 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R42,605/Night For 7 Nights R298,243
9.8
Exceptional
(6 Reviews)
12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
R9,700/Night For 7 Nights R67,900

Why Choose Rent By Owner for your Windwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Windwood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience and ensure you enjoy the best of what this destination has to offer, especially when selecting your ideal vacation rental in Windwood, Georgia.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, you'll experience pleasant weather that is ideal for exploring this charming destination and enjoying outdoor activities. The area sees a rise in visitors seeking to enjoy the vibrant natural scenery.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Fall (September to November)

In the fall, the region offers colorful foliage and comfortable temperatures, making it a perfect time to book vacation rentals and immerse yourself in the serene ambiance.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Winter (December to February)

During winter, fewer travelers visit here, providing a quieter, more relaxed atmosphere. This season is suitable if you prefer a peaceful retreat and cooler weather.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
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Summer (June to August)

The summer months bring warmer weather that can be quite hot, but it's also a popular time for outdoor activities. Booking your vacation rentals early can ensure a comfortable stay during this busy season.

Average Temperature Daytime: 85-90°F - Nighttime: 65-70°F

Weekly Weather Forecast for Windwood

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.

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 to savor meals amidst scenic views.
  • Relax by a spacious patio or deck, perfect for soaking up the sun or evening gatherings.
  • Make the most of the region’s lush surroundings with beautifully landscaped yards and gardens.
  • Take advantage of nearby walking trails or hiking paths that allow you to explore the area's natural beauty.
  • Cool off in an outdoor swimming pool, ideal for refreshing dips during warmer months.
  • Unwind around a cozy outdoor fire pit to share stories under the stars.
  • Have fun with outdoor recreational equipment such as kayaks or paddleboards if available locally.
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Family Activities

  • Windwood Nature Trails: Explore scenic trails perfect for family hikes and birdwatching in this charming area of Georgia, offering a peaceful outdoor experience.
  • Local Farm Tours: Visit nearby farms to enjoy hands-on activities like fruit picking and animal interactions that make for engaging family outings in the region.
  • Community Parks and Playgrounds: Spend quality time at local parks featuring playgrounds, open fields, and picnic areas, ideal for families seeking outdoor recreation.
  • Historical Sites in Windwood: Discover the area's rich history through accessible sites and educational displays that provide fun learning opportunities for kids and adults alike.
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Adult Activities

  • Golfing at Windwood Golf Club: You can enjoy a challenging round of golf surrounded by scenic views and well-maintained fairways, perfect for both beginners and seasoned players seeking relaxation in the region.
  • Nature Trails and Hiking: Explore the area’s beautiful natural landscapes on established trails that offer opportunities for peaceful walks or invigorating hikes amidst lush greenery.
  • Local Art and Culture Tours: Discover the region’s artistic side by visiting local galleries and cultural sites that showcase the area's rich heritage and vibrant creative community.
  • Fishing and Water Activities: Spend your leisure time by engaging in fishing or other water-based activities at nearby lakes or waterways, ideal for experiencing peaceful moments here.

Windwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Discover the area's authentic cuisine by trying nearby restaurants and cafes to fully enjoy your stay here.
  • Plan outdoor activities: Take advantage of the region’s natural beauty by engaging in parks, trails, or water-based activities available around this destination.
  • Check for seasonal events: Stay informed about local festivals or markets that can enhance your experience in this vibrant area during your visit.
  • Select a well-located property: Choose vacation rentals that are conveniently situated close to key attractions and amenities for an effortless travel experience.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility to explore the scenic surroundings here in Windwood, Georgia.
  • Local Taxi Services: Available for convenient point-to-point transportation, taxis provide a reliable option for quick trips within the region.
  • Public Transit: Local bus services connect key areas of the area, making it easy to get around without the need for private transport.
  • Rental Cars: Several rental agencies operate nearby, allowing you to choose a vehicle that best suits your travel plans in this destination.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and welcoming attitude that reflects the region's deep-rooted friendliness in Windwood.
  • Enjoy the area's unique customs of fresh seafood preparation, highlighting its coastal culinary heritage.
  • Community Festivals: Participating in local events showcases the region's vibrant celebrations and appreciation for tradition.
  • Historical Preservation: Respect for maintaining historic sites underscores the area's pride in its cultural roots and story.

Frequently Asked Questions About Windwood?

2. How many vacation rentals have private pools in Windwood?

There are 8 vacation rentals with private pools near Windwood. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Windwood are best for families?

If you are looking for a family-friendly vacation home in Windwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windwood:

4. How many Rentbyowner vacation rentals are available in Windwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 145 in the Windwood 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 Windwood. 

5. What is the cancellation policy for vacation rentals in Windwood, Georgia?

Cancellation policies vary by property listing, so it’s important to review the specific terms outlined in the rental agreement or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or local taxes are often listed in the property's details. To ensure transparency, review the full listing description or reach out to the host for clarification.

7. How do I know if the vacation rental has all the amenities I need?

Each listing provides a detailed list of amenities available at the property. For specific requirements, the best approach is to read the property description carefully or communicate directly with the homeowner.

8. What should I do if I want to modify my reservation after booking?

Reservation modifications depend on the property's policies. Contact the owner or check the booking platform’s guidelines to understand your options for changes or upgrades.

9. Is there a secure and reliable way to communicate with the property owner?

Yes, the booking platform offers a trusted messaging system to facilitate secure communication with the owner, allowing you to ask questions or clarify details before or during your stay.

Windwood Top Rated Vacation Rentals

9.2
Exceptional
(784 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R2,174/Night For 7 Nights R15,224
8.9
Fabulous
(592 Reviews)
429.66 ft² 7 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
R2,133/Night For 7 Nights R14,937
8.8
Fabulous
(159 Reviews)
315.74 ft² 6 Bathrooms
Ocean View Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
R2,040/Night For 7 Nights R14,281
8.6
Fabulous
(860 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
R1,793/Night For 7 Nights R12,546
8.6
Fabulous
(557 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R1,966/Night For 7 Nights R13,759
8.4
Excellent
(229 Reviews)
349.23 ft² 1 Bathroom
Free Cancellation Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
R2,496/Night For 7 Nights R17,463
8.3
Excellent
(191 Reviews)
444.91 ft² 2 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R2,105/Night For 7 Nights R14,735
8.2
Excellent
(1480 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
R2,060/Night For 7 Nights R14,415