Best Vacation Homes in Gillespie County
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $226/Night
For 7 Nights US $1,582
161.46 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $184/Night
For 7 Nights US $1,288
US $335/Night
For 7 Nights US $2,344
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $633/Night
For 7 Nights US $4,432
161.46 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $180/Night
For 7 Nights US $1,262
1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $294/Night
For 7 Nights US $2,060
525 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $310/Night
For 7 Nights US $2,167
399 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $290/Night
For 7 Nights US $2,027
Gillespie County Luxury Rentals
40 Guests
20 Bedrooms
20 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $4,711/Night
For 7 Nights US $32,975
7394.81 ft²
50 Guests
16 Bedrooms
16 Bathrooms
Villa
- Spa
- Pool
- Balcony/Terrace
US $3,877/Night
For 7 Nights US $27,136
53 Guests
15 Bedrooms
14 Bathrooms
Family Friendly
Resort
- Private Pool
- Hot Tub
- Fireplace/Heating
US $3,633/Night
For 7 Nights US $25,428
55 Guests
16 Bedrooms
16 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
US $3,349/Night
For 7 Nights US $23,446
32 Guests
1 Bedroom
10 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $3,349/Night
For 7 Nights US $23,446
10 Guests
5 Bedrooms
6 Bathrooms
Free Cancellation
House
- View
- Parking
- Air Conditioner
US $3,285/Night
For 7 Nights US $22,998
5000 ft²
10 Guests
5 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $3,042/Night
For 7 Nights US $21,295
3003.13 ft²
16 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $2,746/Night
For 7 Nights US $19,222
Gillespie County Pet Friendly Vacation Rentals
850 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $215/Night
For 7 Nights US $1,507
495.14 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- View
- Pet Friendly
US $284/Night
For 7 Nights US $1,988
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $233/Night
For 7 Nights US $1,632
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $291/Night
For 7 Nights US $2,035
1593.06 ft²
6 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $240/Night
For 7 Nights US $1,677
500 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $144/Night
For 7 Nights US $1,006
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $386/Night
For 7 Nights US $2,699
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $218/Night
For 7 Nights US $1,523
Gillespie County Large Vacation Homes
5429 ft²
20 Guests
9 Bedrooms
8 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $2,309/Night
For 7 Nights US $16,164
2583.34 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- View
- Parking
US $304/Night
For 7 Nights US $2,128
3394 ft²
16 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,464/Night
For 7 Nights US $10,245
16 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,066/Night
For 7 Nights US $7,465
2249.66 ft²
13 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $750/Night
For 7 Nights US $5,248
3463 ft²
14 Guests
6 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $714/Night
For 7 Nights US $4,998
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $693/Night
For 7 Nights US $4,852
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $666/Night
For 7 Nights US $4,662
Why Choose Rent By Owner for your Gillespie County 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 Gillespie County
When should you plan your Vacation Rentals stay?
Timing your visit to this charming region ensures you experience its unique charm at its best, making it the ideal choice for finding the perfect vacation rentals in Gillespie County, Texas.
Peak Season Highlights
Spring (March to May)
During spring, the area is vibrant with blooming wildflowers and pleasant weather, making it an ideal time to explore the region’s outdoor scenery.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Fall (September to November)
Autumn offers cooler temperatures and stunning fall foliage, providing a scenic backdrop for outdoor activities and sightseeing.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Summer (June to August)
In summer, the region experiences warmer temperatures, which can be perfect for those seeking hot weather and lively local events.
Average Temperature Daytime: 85-95°F - Nighttime: 65-75°F
Winter (December to February)
During winter, the destination’s quieter atmosphere and cooler weather make it suitable for peaceful retreats and off-season travel experiences.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Gillespie County
How to Book Your Gillespie County 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 Gillespie County
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 a private outdoor seating area to relax and take in the scenic views of the Texas Hill Country.
- Make the most of the spacious backyard or garden for outdoor gatherings or family activities.
- Take advantage of a barbecue grill for delicious cookouts under the stars.
- Benefit from access to a swimming pool or nearby lake for refreshing swims during warm days.
- Explore well-maintained hiking trails or nature paths right from your doorstep.
- Utilize outdoor fire pits or fireplaces for cozy evenings and storytelling sessions.
- Secure parking or spacious driveways for easy and convenient access when exploring the region.
Top Attractions Around Gillespie County
What attractions are nearby?
Within this charming region, you'll find a variety of outdoor activities and cultural experiences to enjoy, making your stay here both relaxing and engaging.
Family Activities
- Enchanted Rock State Natural Area: Explore the breathtaking granite dome with family-friendly hiking trails and scenic picnic spots, perfect for enjoying outdoor adventures in this region.
- Fredericksburg Historic Downtown: Discover charming shops, kid-friendly museums, and local eateries that capture the area's rich German heritage, making it an engaging destination for all ages.
- Wildseed Farms: Walk through expansive gardens filled with native wildflowers and participate in seasonal activities designed to delight children and parents alike.
- Becker Vineyards & Family Activities: Experience family-friendly wine tastings combined with outdoor spaces for kids to play and learn about the region's thriving viticulture.
Adult Activities
- Wine Tasting Tours: Discover the region's renowned wineries and enjoy tasting sessions that showcase local vintages, perfect for wine enthusiasts staying in area vacation rentals.
- Historical District Exploration: Immerse yourself in the area's rich history by visiting charming downtown streets filled with historic landmarks and local shops.
- Outdoor Rejuvenation: Engage in scenic hiking or cycling along picturesque trails that highlight the natural beauty of the region’s landscape.
- Arts and Culture Events: Attend art festivals, live music performances, or local craft fairs to experience the vibrant creative scene here.
Other Places to Stay in Gillespie County, TX
Hill Country
Fredericksburg
Whistle Pik Galleries
Fredericksburg Theater Company
Hill Country Memorial Hospital
St. Mary's Catholic Church
Holy Ghost Lutheran Church
Albert
Grapetown
Stonewall
Willow City
Gillespie County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the region's renowned Texas flavors by visiting local eateries and tasting authentic regional dishes during your stay.
- Schedule Scenic Tours: Make time for guided or self-led tours around the area to experience its picturesque landscapes and charming small-town atmosphere.
- Visit Seasonal Events: Plan your visit around popular seasonal festivals and gatherings that showcase the area's rich culture and community spirit.
- Choose Strategic Accommodation: Select vacation rentals in convenient locations to maximize your exploration of the region’s outdoor adventures and cultural sites.
Transportation Options
- Car Rentals: You can easily explore the scenic region by renting a car, offering flexibility to visit rural attractions and charming towns nearby.
- Public Transportation: Local buses provide convenient connections within this area, making it simple to travel between popular destinations without the need for a private vehicle.
- Taxi Services and Rideshares: Taxis and rideshare options like Uber and Lyft are available here, providing quick and reliable transportation around this destination.
- Bicycle Rentals: Biking is a popular way to experience the area's natural beauty, with several rental shops offering bikes suitable for all skill levels.
Local Customs Options
- Hill Country Hospitality: Visitors often notice the warm, welcoming attitude that reflects the region's deep-rooted tradition of friendliness and community spirit.
- Texas Barbecue Traditions: You can experience the local culinary custom of savoring authentic Texas barbecue, a beloved staple here in the area.
- Horseback Riding Etiquette: Embracing the equestrian culture, locals value respectful interactions and knowledge of riding customs prevalent throughout this destination.
- Festivals and Celebrations: The region hosts numerous events celebrating its unique heritage, where participating respectfully is key to enjoying the festivities fully.
Gillespie County Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Gillespie County?
There are a lot of options in Gillespie County. If you plan on staying in the Gillespie County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Gillespie County:
- Private Luxury, Views, Nature, German History And Texas Hospitality!
- New lower rates. Great reviews Elevated deck, Pet friendly, Romantic scenic
- Spacious in & outdoor Gastehaus.Great for enjoying the hill country.Walk to Main
- Creekside Barn Located On Bear Creek Just Minutes From Fredericksburg
- Location, Location! Only 2 Blocks to Downtown Main Street! New! Hot Tub!
- Historic Luxury Estate - Heated Pool, Hot Tub, Fire Pit & Pool Table for 13
- Legacy Suite on Main St in central downtown, jacuzzi tub, ask about Wine Tours!
- Charming Bungalow Located In The Heart Of Fredericksburg. 3 blocks from Main.
- Walk To Main. Hill Country Stone Haus With Unique Outdoor Pavillion
- Published in DWELL! The ART House! Private, In-Town, POOL, a rare find!
2. How many vacation rentals have private pools in Gillespie County?
There are 237 vacation rentals with private pools near Gillespie County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Gillespie County are best for families?
If you are looking for a family-friendly vacation home in Gillespie 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 Gillespie County:
4. How many Rentbyowner vacation rentals are available in Gillespie County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 4782 in the Gillespie County 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 Gillespie County.
5. What is the cancellation policy for vacation rentals in Gillespie County, Texas?
Cancellation policies vary by property, so it’s important to review the specific terms listed for each rental when booking. For detailed information, refer to the listing or contact the property owner directly.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges, service fees, or security deposits are often specified in the property listing. Make sure to check the details thoroughly before confirming your reservation to avoid surprises.
7. How do I find a pet-friendly vacation rental in this region?
Many properties in the area welcome pets, but availability varies. Use the search filters on the booking site to select pet-friendly options and review the owner’s specific pet policies on the listing page.
8. Can I modify or cancel my reservation after booking?
Yes, but policies regarding modifications or cancellations depend on the individual property owner’s guidelines. It is recommended to read the cancellation and modification terms carefully on the listing or contact the owner for assistance.
9. What amenities are typically included in vacation rentals in this destination?
Amenities can range from Wi-Fi and fully equipped kitchens to outdoor spaces and entertainment options. Check the property description for a complete list of included amenities to ensure it meets your needs.
Gillespie County Top Rated Vacation Rentals
1880 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $304/Night
For 7 Nights US $2,127
3500 ft²
13 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,146/Night
For 7 Nights US $8,021
900 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Fireplace/Heating
- Pool
US $244/Night
For 7 Nights US $1,708
1850 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $787/Night
For 7 Nights US $5,509
2100 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $776/Night
For 7 Nights US $5,434
2500 ft²
12 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,030/Night
For 7 Nights US $7,208
3018 ft²
14 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $858/Night
For 7 Nights US $6,004
5260 ft²
18 Guests
9 Bedrooms
10 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,985/Night
For 7 Nights US $13,898
