Discover Your Perfect Windemere Vacation Homes

Best Vacation Homes in Windemere

New
797 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R1,696/Night For 7 Nights R11,874
10.0
Exceptional
(2 Reviews)
1291.67 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Parking
  • Air Conditioner
  • Internet
R4,791/Night For 7 Nights R33,526
New
1 Bedroom 1 Bathroom
Couples Retreat House
  • Balcony/Terrace
  • Internet
  • Child Friendly
R9,047/Night For 7 Nights R63,335
New
646 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R1,593/Night For 7 Nights R11,154
10.0
Exceptional
(1 Review)
3229.17 ft² 17 Guests 7 Bedrooms 3 Bathrooms
Free Cancellation House
  • Hot Tub
  • Pool
  • View
R23,321/Night For 7 Nights R163,243
10.0
Exceptional
(2 Reviews)
1400 ft² 11 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R4,357/Night For 7 Nights R30,496
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 1 Bathroom
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R3,692/Night For 7 Nights R25,845
New
16 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R18,488/Night For 7 Nights R129,422

Windemere Luxury Rentals

New
16 Guests 7 Bedrooms 4 Bathrooms
House
  • Pet Friendly
  • Parking
  • Child Friendly
R29,481/Night For 7 Nights R206,367
8.0
Excellent
(1 Review)
3293.76 ft² 16 Guests 7 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R24,404/Night For 7 Nights R170,826
New
4294.8 ft² 17 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • View
  • Parking
R22,662/Night For 7 Nights R158,641
10.0
Exceptional
(54 Reviews)
16 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R19,323/Night For 7 Nights R135,269
New
3110.77 ft² 16 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R19,130/Night For 7 Nights R133,909
10.0
Exceptional
(38 Reviews)
20 Guests 7 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
R18,212/Night For 7 Nights R127,489
New
3 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pool
  • Pet Friendly
  • Parking
R15,157/Night For 7 Nights R106,099
9.0
Exceptional
(2 Reviews)
2498 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R14,967/Night For 7 Nights R104,772

Windemere Pet Friendly Vacation Rentals

10.0
Exceptional
(55 Reviews)
1100 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,354/Night For 7 Nights R30,480
10.0
Exceptional
(1 Review)
1560.77 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R6,706/Night For 7 Nights R46,940
9.6
Exceptional
(268 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
R2,376/Night For 7 Nights R16,624
10.0
Exceptional
(2 Reviews)
661 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R2,081/Night For 7 Nights R14,560
10.0
Exceptional
(1 Review)
1367.02 ft² 8 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
R4,137/Night For 7 Nights R28,957
10.0
Exceptional
(1 Review)
792 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R1,490/Night For 7 Nights R10,433
9.4
Exceptional
(39 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,898/Night For 7 Nights R27,286
9.4
Exceptional
(3 Reviews)
600 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R4,083/Night For 7 Nights R28,580

Windemere Large Vacation Homes

9.8
Exceptional
(12 Reviews)
10 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R4,063/Night For 7 Nights R28,449
10.0
Exceptional
(1 Review)
2766.32 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R11,247/Night For 7 Nights R78,731
10.0
Exceptional
(80 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R4,914/Night For 7 Nights R34,395
9.7
Exceptional
(3 Reviews)
3003.13 ft² 14 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R5,143/Night For 7 Nights R36,000
10.0
Exceptional
(12 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R4,689/Night For 7 Nights R32,822
10.0
Exceptional
(7 Reviews)
13 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R5,983/Night For 7 Nights R41,879
10.0
Exceptional
(6 Reviews)
12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R9,336/Night For 7 Nights R65,350
10.0
Exceptional
(6 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R4,549/Night For 7 Nights R31,840

Why Choose Rent By Owner for your Windemere 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 Windemere

When should you plan your Vacation Rentals stay?

Timing your visit to this charming area can greatly enhance your experience, as each season offers unique opportunities to enjoy the local scenery and climate in Windemere, Texas, USA.

Peak Season Highlights

spring
Spring (March to May)

During this period, the region experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring local scenery. You can enjoy comfortable daytime temperatures that encourage sightseeing and relaxation.

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

Autumn offers cooler temperatures and vibrant foliage, providing a picturesque setting for your stay. This season attracts visitors seeking a serene atmosphere and scenic beauty in this area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Summer (June to August)

The summer months bring higher temperatures, which are perfect if you enjoy warm weather and longer days for outdoor pursuits. It’s a lively time, although more crowded, suitable for those looking for energetic vacations.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F
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Winter (December to February)

This quieter period features cooler temperatures and less tourist activity, offering a more relaxed experience. If you prefer tranquility and lower prices, winter here may be your ideal timing.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Windemere

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 a private outdoor pool to relax and unwind in the warm Texas sun.
  • Take advantage of spacious patios or decks ideal for outdoor dining and gatherings.
  • Benefit from outdoor grilling areas perfect for preparing local Texas cuisine.
  • Explore well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Make use of outdoor fire pits for cozy evenings under the stars.
  • Access scenic porches or verandas to enjoy peaceful views of the surrounding area.
  • Utilize dedicated outdoor recreational spaces, such as tennis courts or sports fields, available at select properties.
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Family Activities

  • Windemere Lake Park: Enjoy family picnics, playground fun, and scenic walks along the waterfront in this popular local park.
  • Weatherford Hilltop Adventure Center: Experience outdoor activities like zip-lining and team challenges designed to keep the whole family engaged here in the region.
  • Historic Downtown Windemere: Discover charming shops and family-friendly eateries that offer a relaxed atmosphere perfect for exploring as a group.
  • Local Nature Trails: Embark on easy-to-navigate paths suitable for all ages, providing opportunities for wildlife viewing and outdoor education in this area known for its natural beauty.
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Adult Activities

  • Lake Activities: Enjoy leisurely boat rides, fishing, or kayaking on the pristine waters that surround this destination, perfect for relaxing days by the water.
  • Golfing: Play a round at nearby golf courses that offer scenic views and well-maintained fairways, ideal for both beginners and seasoned golfers.
  • Hiking Trails: Explore scenic hiking trails in the area, providing an excellent opportunity to appreciate local flora and fauna while staying active.
  • Local Dining Experiences: Discover a variety of restaurants and cafes that serve regional cuisine, giving you a taste of the region’s culinary delights.

Other Places to Stay in Windemere, TX

Windemere Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your visit during the off-peak season: Traveling outside peak times can help you enjoy quieter surroundings and better rates on your vacation rentals here.
  • Explore local amenities and services: Familiarize yourself with nearby shops, grocery stores, and dining options to enhance your stay and make it more convenient.
  • Make the most of outdoor activities: Take advantage of the area's natural beauty by engaging in outdoor pursuits such as walking, biking, or relaxing by the water.
  • Communicate your needs with hosts: Clear communication with your vacation rental host ensures a smooth experience and helps tailor your stay to your preferences.

Transportation Options

  • Car Rentals: Accessible throughout the area, car rentals provide you with flexibility to explore Windemere and its surroundings at your own pace.
  • Public Transit: Local bus services connect key points in this destination, offering an affordable way to get around without needing a vehicle.
  • Taxi and Rideshare Services: Convenient options like taxis and rideshare apps are readily available for quick trips within the region or to nearby attractions.
  • Bicycle Rentals: For an eco-friendly and leisurely way to see the area, bicycle rentals are an excellent choice to enjoy here’s scenic scenery.

Local Customs Options

  • Southern Hospitality: Visitors often experience the warm and welcoming attitude that is a hallmark of this area’s local customs, reflecting genuine friendliness toward guests.
  • Community Events: Engaging in local festivals and gatherings provides an authentic way to appreciate the region’s traditions and enjoy social connections during your stay.
  • Respect for Nature: The area values environmental conservation, and you’ll notice locals practicing sustainable habits that help preserve its scenic beauty.
  • Traditional Cuisine: Sampling regional dishes at local eateries offers a taste of the region's culinary heritage, emphasizing fresh ingredients and home-style flavors.

Frequently Asked Questions About Windemere?

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

There are 37 vacation rentals with private pools near Windemere. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 650 in the Windemere 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 Windemere. 

5. What is the cancellation policy for vacation rentals in Windemere, Texas?

The cancellation policy varies by listing. To understand the specific terms, please review the individual property details or contact the host directly before booking.

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 taxes are typically outlined in the listing details. For precise information, review the listing carefully or reach out to the property owner.

7. How do I ensure my reservation is secure and confirmed?

Reservations are secured once you complete the booking process and receive a confirmation from the platform. For any concerns about security, consult the listing’s policies or contact customer support directly.

8. Can I modify or cancel my booking if my plans change?

Modification and cancellation options depend on the host’s policies. Please refer to the specific listing for this information or contact the host to discuss your situation.

9. What amenities are commonly available in vacation rentals near this destination?

Most properties offer essential amenities such as Wi-Fi, kitchens, and parking. To find out about specific amenities available at a particular property, review the listing details or contact the host directly.

Windemere Top Rated Vacation Rentals

10.0
Exceptional
(2 Reviews)
14 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
R4,572/Night For 7 Nights R32,003
10.0
Exceptional
(1 Review)
1883.68 ft² 6 Guests 3 Bedrooms 3 Bathrooms
House
  • Pool
  • Parking
  • Internet
R6,289/Night For 7 Nights R44,025
10.0
Exceptional
(1 Review)
914.93 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Fireplace/Heating
  • Pool
  • Pet Friendly
R3,030/Night For 7 Nights R21,210
10.0
Exceptional
(1 Review)
624.31 ft² 4 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pool
  • Parking
  • Air Conditioner
R2,047/Night For 7 Nights R14,331
9.8
Exceptional
(35 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R8,392/Night For 7 Nights R58,749
9.8
Exceptional
(27 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R7,650/Night For 7 Nights R53,557
9.8
Exceptional
(23 Reviews)
1561 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R5,922/Night For 7 Nights R41,454
9.8
Exceptional
(6 Reviews)
1380 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R8,134/Night For 7 Nights R56,948