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Best Vacation Homes in Highland Park

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Highland Park Luxury Rentals

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Highland Park Pet Friendly Vacation Rentals

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6.0 (2 Reviews)
House
Lone Star Retreat
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
View Availability
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Why Choose Rent By Owner for your Highland Park 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.

Popular Areas for Highland Park Vacation Rentals

Where are the best neighborhoods to stay in Highland Park?

When choosing where to stay in Highland Park, San Antonio, Texas, you’ll discover a charming neighborhood that offers both comfort and convenience. This area provides easy access to local amenities and points of interest, making it an ideal base for exploring the city. Whether you're seeking a peaceful retreat or a lively community atmosphere, Highland Park's friendly environment ensures a pleasant stay. Booking vacation rentals here allows you to enjoy the authentic feel of San Antonio while benefiting from trustworthy accommodations designed to meet your needs.

Downtown San Antonio

In the heart of the city, this area offers convenient access to vibrant dining, shopping, and cultural attractions, making it an ideal spot for exploring the region's dynamic atmosphere. Staying here puts you close to many amenities and entertainment options that showcase the lively spirit of the area.

View 1985+ Rentals in Downtown San Antonio

Southside

Located just south of the city center, this neighborhood provides a rich mix of history and modern development, perfect for those seeking an authentic local experience. It's a great choice for travelers wanting to immerse themselves in the area's evolving community vibe.

View 341+ Rentals in Southside

Riverside

Bordering the scenic river, this district offers tranquil views and easy access to outdoor activities, making it an attractive base for enjoying the natural beauty of the region. Here, you can experience a peaceful retreat while remaining close to city conveniences.

View 2236+ Rentals in Riverside

Denver Heights

This historic neighborhood features unique architecture and a welcoming community, providing an excellent setting for exploring local culture and heritage. Staying in Denver Heights allows you to enjoy the charm and character of one of the area's prominent districts.

View 647+ Rentals in Denver Heights

Near East Side

Known for its vibrant arts scene and diverse community, this neighborhood is perfect for those who appreciate creative energy and eclectic surroundings. Its proximity to key attractions makes it a strategic choice for your stay.

View 884+ Rentals in Near East Side

Pecan Valley

Surrounding lush parks and recreational areas, this neighborhood offers a relaxed environment ideal for outdoor enthusiasts. It provides a quiet escape while still being within reach of the area's main attractions.

View 246+ Rentals in Pecan Valley

Arena District

Centered around sports and entertainment venues, this district is perfect for visitors looking to enjoy the region’s lively events and nightlife. Staying nearby means you'll be at the heart of the region’s energetic scene.

View 483+ Rentals in Arena District

Best Times to Visit Highland Park

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience here, as the region offers different advantages depending on the season and weather conditions.

Peak Season Highlights

spring
Spring (March to May)

During this time, the region experiences warm weather perfect for outdoor activities and exploring the local scenery, making it an ideal period to visit Highland Park's charming neighborhoods.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers pleasant temperatures and vibrant foliage, providing a serene backdrop for enjoying the area's cultural and historical sites without the summer crowds.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

Summertime in this destination can be quite hot, but it’s also when you’ll find fewer visitors, giving you more space to enjoy the local amenities at a relaxed pace.

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

While cooler, the winter months tend to see fewer tourists, making it a good opportunity to experience the area’s quiet charm and cozy atmosphere while avoiding peak crowds.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Highland Park

How to Book Your Highland Park 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 Highland Park

More Top-Rated Vacation Rentals in Highland Park Area

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 seating areas perfect for relaxing or dining al fresco amidst the scenic surroundings
  • Take advantage of a private backyard with lush landscaping that offers a peaceful retreat
  • Make the most of a spacious patio area ideal for social gatherings or outdoor entertainment
  • Stay active with access to well-maintained walking or jogging paths nearby
  • Utilize outdoor grilling facilities to prepare meals while enjoying the fresh air
  • Benefit from shaded areas equipped with umbrellas or pergolas for comfort during sunny days
  • Experience the charm of a serene outdoor setting, perfect for unwinding after exploring the region

Top Attractions Around Highland Park

What attractions are nearby?

Within this vibrant area, you'll find a variety of outdoor activities and cultural experiences to enjoy, making it an ideal spot for exploring the attractions near Highland Park, San Antonio, Texas.

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Family Activities

  • San Antonio Zoo: You can explore a wide variety of animals and enjoy family-friendly exhibits at this popular attraction in the region.
  • Brackenridge Park: This scenic park offers playgrounds, picnic areas, and peaceful green spaces perfect for outdoor family activities here.
  • DoSeum – San Antonio’s Museum for Kids: Young explorers will love engaging with interactive exhibits designed to inspire creativity and learning in this educational venue nearby.
  • Japanese Tea Garden: Take a leisurely stroll through this beautiful garden filled with lush landscapes, koi ponds, and tranquil settings ideal for family visits.
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Adult Activities

  • Golfing at the San Antonio Country Club: Spend a relaxing day on the course, enjoying scenic views and challenging holes just minutes from your Highland Park accommodation.
  • Strolling through Olmos Basin Park: Take a leisurely walk or have a picnic in this lush park, offering a peaceful escape within reach of the area's vibrant attractions.
  • Exploring local art galleries: Discover unique artworks and contemporary exhibits at nearby galleries that showcase the region’s creative spirit and cultural heritage.
  • Dining at upscale restaurants: Indulge in excellent cuisine at fine dining establishments known for their quality service and innovative menus close to your vacation rental.

Highland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions nearby: Take advantage of the area's proximity to popular sights to make your stay more memorable and convenient.
  • Plan outdoor activities early: Make the most of the region’s pleasant weather by scheduling outdoor adventures during the daytime hours.
  • Utilize local dining options: Discover authentic regional cuisine at nearby eateries to enrich your experience in this destination.
  • Check transportation options: Familiarize yourself with available transit services or parking facilities to navigate effortlessly around here.

Transportation Options

  • San Antonio International Airport: This major airport offers convenient flights and ground transportation options for travelers arriving or departing from the region.
  • Local Bus Services: The city’s public transit system provides reliable bus routes that make it easy to explore Highland Park and its surrounding neighborhoods.
  • Rental Car Services: Several rental companies operate nearby, giving you the flexibility to explore the area and beyond at your own pace.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available here, providing quick and convenient transportation within the region.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and friendly demeanor of locals, a tradition rooted in the area's welcoming community spirit.
  • Enjoy the local custom of savoring authentic Texas barbecue, which is a staple during gatherings and celebrations here.
  • Participating in and watching festive parades and cultural festivals is a cherished tradition that reflects the area's lively community culture.
  • The region values its history, with residents often sharing stories and customs that honor the area's rich past during visits and events.

Frequently Asked Questions About Highland Park?

1. What are the top vacation rentals in Highland Park?

There are a lot of options in Highland Park. If you plan on staying in the Highland Park area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland Park:

2. Which vacation homes in Highland Park are best for families?

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

3. How many Rentbyowner vacation rentals are available in Highland Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 103 in the Highland Park 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 Highland Park. 

4. What is the cancellation policy for a vacation rental in Highland Park, San Antonio?

The cancellation policy varies depending on the individual property listing. Please review the specific terms outlined on the listing page or contact the property owner directly to understand the refund and cancellation procedures before booking.

5. Are there any specific house rules I should be aware of when staying in Highland Park rentals?

Each property has its own set of house rules, which are typically listed on the property's details page. To ensure a smooth stay, review these rules carefully and reach out to the host if you have any questions.

6. How do I know if a vacation rental in San Antonio is available for my travel dates?

Availability is shown directly on the listing page. If your dates are not available, you can often contact the owner to inquire about potential flexibility or alternative dates.

7. What amenities are commonly included in vacation rentals near Highland Park?

Most rentals in this area offer essential amenities such as Wi-Fi, fully equipped kitchens, parking, and air conditioning. For specific amenities, please check the property description or contact the host directly.

8. Is it possible to modify or extend my reservation once booked in this region?

Modification and extension policies depend on the individual property owner. It’s best to contact the host directly through the listing platform to discuss any changes to your reservation.