Discover Your Perfect Highland Park Vacation Homes

Highland Park Luxury Rentals

Highland Park Pet Friendly Vacation Rentals

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.

Best Times to Visit Highland Park

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you can fully enjoy the region's pristine natural beauty and outdoor activities, making your stay in Highland Park an unforgettable experience.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy pleasant weather and longer daylight hours, making it ideal for outdoor activities in this scenic region. The area experiences its highest influx of visitors, so booking your vacation rentals early ensures a comfortable stay.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Autumn brings colorful foliage and mild temperatures, attracting travelers seeking to experience the region's natural beauty. Secure your vacation rental in advance to enjoy the vibrant scenery comfortably before the winter season begins.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The quiet winter months offer a peaceful retreat with cooler temperatures and potential snowfall. This is an excellent time to find more private vacation rentals without the crowds, allowing for a cozy and tranquil stay.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 15°F to 25°F
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Spring (March to May)

As the region transitions into spring, temperatures gradually warm up and nature awakens anew. Off-peak rates and availability make it a great choice for those seeking a serene escape before the summer rush.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Highland Park

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 dining with a private patio or barbecue area, perfect for gatherings in the region's scenic setting.
  • Take advantage of a spacious yard or garden to relax amidst nature during your stay here.
  • Make use of a fire pit or outdoor fireplace for cozy evenings under the stars.
  • Benefit from a well-maintained parking area with ample space for your vehicles and outdoor gear.
  • Discover scenic walking or jogging paths nearby that showcase the natural beauty of this destination.
  • Relax on a private balcony or deck while enjoying views of the surrounding landscape.
  • Access outdoor recreational amenities such as bike racks or storage for outdoor equipment to explore the area's trails and parks.
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Family Activities

  • Lake Pearl Street: Enjoy a family picnic and leisurely walks along this scenic street featuring beautiful lakeside views in the area.
  • Valmont Bike Park: Explore the renowned biking trails designed for all skill levels, offering a fun outdoor adventure for the entire family.
  • Hiking in Wonderland Lake Park: Discover the numerous family-friendly trails around Wonderland Lake, perfect for exploring nature and wildlife close to your vacation rentals.
  • Boulder Museum of Contemporary Art: Engage with inspiring exhibits and participate in family-focused art activities within this vibrant cultural hub nearby here.
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Adult Activities

  • Hiking in Boulder Mountain Park: Explore scenic trails that offer stunning views and a chance to enjoy the natural beauty surrounding this vibrant destination.
  • Visit the Boulder Dushanbe Teahouse: Experience a unique cultural setting with beautifully crafted architecture, perfect for relaxing and savoring international teas and light bites.
  • Tour the Celestial Seasonings Tea Factory: Discover the aromatic process of tea blending at this popular local attraction nestled close to Highland Park.
  • Enjoy craft beers at local breweries: Sample artisanal brews at some of Boulder’s renowned breweries, which showcase the region's vibrant craft beer scene.

Highland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar so you can align your stay with local festivals or outdoor activities, enhancing your experience in Highland Park.
  • Explore Nature and Trails: Take advantage of nearby parks and hiking paths to immerse yourself in the scenic beauty that makes this destination truly special.
  • Discover Local Dining Options: Seek out highly-rated restaurants and cafes within the region to enjoy authentic flavors during your visit.
  • Make Use of Transportation Resources: Familiarize yourself with local transit options or consider renting a vehicle to easily access all the highlights here has to offer.

Transportation Options

  • Personal Vehicles: You can explore the region conveniently by car, with ample parking options available near many vacation rentals in Highland Park.
  • Public Transit: Local buses provide an affordable and eco-friendly way to navigate this destination and access popular sites around Boulder.
  • Rideshare Services: Ridesharing apps offer a flexible transportation option for getting around here without the need for a personal vehicle.
  • Bicycle Rentals: Cycling is a popular choice in the area, allowing you to enjoy scenic routes while maintaining an active and sustainable lifestyle during your stay.

Local Customs Options

  • Respect for Nature: Locals place a high value on environmental conservation, and you’ll notice this through eco-friendly practices in daily life and community initiatives focused on preserving the area’s natural beauty.
  • Community Involvement: Participating in local events and supporting neighborhood gatherings is a common custom here, fostering a strong sense of belonging among residents and visitors alike.
  • Outdoor Etiquette: When exploring the region’s outdoor spaces, it’s customary to follow Leave No Trace principles to maintain the pristine landscape that defines this destination.
  • Local Art Appreciation: Engaging with the vibrant arts scene by visiting galleries or attending community art shows reflects the region’s appreciation for creative expression and cultural heritage.

Frequently Asked Questions About Highland Park?

2. How many vacation rentals have private pools in Highland Park?

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

3. 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:

4. 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 520 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. 

5. What is the cancellation policy for vacation rentals in Highland Park, Boulder?

Cancellation policies vary between listings, so it’s important to review the specific terms outlined in each property’s listing. You can find detailed information on the cancellation options and any applicable fees or restrictions by contacting the property owner directly.

6. Are there any special amenities or features included with vacation rentals in this area?

Amenities and features differ among properties, with some offering unique benefits such as stunning views, outdoor spaces, or modern appliances. For detailed information on what is included, please refer to the individual listing or reach out to the property owner.

7. How do I secure my reservation for a vacation rental in Boulder’s Highland Park?

Reservations are confirmed through the booking platform once your payment is processed. To ensure a smooth booking experience, review the property details carefully and contact the owner if you have any specific questions before completing your reservation.

8. What should I know about check-in and check-out procedures at these vacation rentals?

Check-in and check-out times, as well as procedures, are typically specified in the listing details. It’s advisable to communicate with the property owner ahead of your arrival to clarify any instructions or special arrangements.

9. Are pets allowed in the vacation rentals near Highland Park, Boulder?

Pet policies vary depending on the individual property. Some rentals may welcome pets, while others do not. Please review each listing’s pet policy carefully and contact the owner if you need clarification prior to booking.

Highland Park Top Rated Vacation Rentals