Discover Your Perfect The Highlands Vacation Homes

Best Vacation Homes in The Highlands

The Highlands Luxury Rentals

The Highlands Pet Friendly Vacation Rentals

The Highlands Large Vacation Homes

Why Choose Rent By Owner for your The Highlands 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 The Highlands

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, whether you're seeking winter skiing adventures or summer mountain retreats in this scenic region.

Peak Season Highlights

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Winter (December to February)

During the winter months, this destination experiences its peak season, attracting visitors eager to enjoy skiing and snowboarding in the region’s renowned snowy landscape.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 0°F to 15°F
summer
Summer (June to August)

Summer brings high temperatures and long daylight hours, making it an ideal time for outdoor activities and exploring the scenic beauty of this mountain area during its busy season.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Spring (March to May)

Spring offers a quieter atmosphere with fewer visitors, allowing you to enjoy the area's natural beauty and pleasant weather before the summer rush begins.

Average Temperature Daytime: 45°F to 60°F - Nighttime: 20°F to 30°F
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Fall (September to November)

During fall, the landscape transforms with stunning foliage, and fewer tourists make it a perfect time for relaxed stays and enjoying the peaceful mountain scenery.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 25°F to 40°F

Weekly Weather Forecast for The Highlands

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

  • Private outdoor hot tubs for relaxing after alpine adventures
  • Expansive decks or patios with scenic mountain views
  • Barbecue grills perfect for outdoor dining in the fresh air
  • Fire pits to enjoy cozy evenings beneath the stars
  • Access to scenic hiking and mountain biking trails directly from the property
  • Spacious yards or gardens ideal for outdoor games and family activities
  • Covered porches or verandas to take in the natural beauty of the area
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Family Activities

  • Hiking and Nature Trails: Explore scenic trails suitable for all ages, offering breathtaking views of the mountain scenery that surrounds this destination.
  • Family Skiing and Snowboarding: Enjoy a day on the slopes with beginner-friendly ski runs and snowboarding areas perfect for creating lasting memories in the winter months.
  • Visit the Breckenridge Historic District: Stroll through charming streets lined with historic buildings, shops, and family-friendly cafes for a taste of local culture and history.
  • Outdoor Adventure Parks: Experience thrilling zip lines, alpine slides, and other outdoor activities that keep children entertained and active throughout your stay.
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Adult Activities

  • Scenic Hiking Trails: Explore the region's breathtaking mountain trails that offer stunning views and a chance to connect with nature, making it an ideal activity for outdoor enthusiasts staying in this area.
  • Golfing Adventures: Enjoy a round at the area's premier golf courses, where you can indulge in a relaxing game surrounded by the scenic beauty of the highlands.
  • Wine Tasting Tours: Discover local wineries and tasting rooms that showcase the region's unique wine selections, perfect for adult visitors seeking a sophisticated experience.
  • Spa and Wellness Experiences: Relax and rejuvenate at luxurious spas offering various treatments, providing a tranquil escape after your adventures here.

The Highlands Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Around the Seasons: Schedule your visit during the region's peak seasons to enjoy a variety of outdoor activities and scenic beauty that highlight this destination’s charm.
  • Explore Local Nature: Utilize nearby trails and parks to experience the stunning landscape and get the most out of your stay in this area’s natural environment.
  • Book Early for Popular Amenities: Secure your preferred vacation rentals well in advance, especially if you want convenient access to popular facilities or prime locations here.
  • Immerse Yourself in the Region’s Culture: Take time to explore local events and practices that showcase what makes this part of Colorado unique and memorable.

Transportation Options

  • Personal Vehicle: Navigating with your own car offers the flexibility to explore the area's scenic routes and remote attractions at your own pace.
  • Shuttle Services: Convenient shuttle options connect you directly to popular destinations within this mountain region, simplifying transportation for visitors.
  • Public Transit: Local bus systems provide an affordable and eco-friendly way to get around here, making it easy to reach key spots in the area.
  • Taxi and Rideshare: On-demand taxi or rideshare services offer quick, reliable transportation if you prefer not to drive during your stay here.

Local Customs Options

  • Respect for Outdoor Etiquette: Locals value preserving the natural beauty of this area, so practicing Leave No Trace principles is essential when enjoying its scenic trails and open spaces.
  • Traditional Mountain Hospitality: Warm greetings and friendly interactions are customary here, reflecting the welcoming spirit that defines the community in this destination.
  • Celebration of Local Heritage: Participating in community events or learning about regional history enriches your experience and shows appreciation for the area's unique mountain culture.
  • Winter Sports Customs: Observing safety guidelines and respecting fellow enthusiasts on the slopes is an important part of the local winter sports culture in this region.

Frequently Asked Questions About The Highlands?

2. How many vacation rentals have private pools in The Highlands?

There are 1 vacation rentals with private pools near The Highlands. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in The Highlands are best for families?

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

4. How many Rentbyowner vacation rentals are available in The Highlands?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 278 in the The Highlands 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 The Highlands. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so you should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees.

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

Additional fees such as cleaning fees, service charges, or taxes are typically itemized in the listing. It's best to read the full property description or reach out to the owner for clarification.

7. How do I ensure my reservation for a vacation rental in the region is secure?

Reservations are secured through trusted platforms that offer secure payment options. Confirm your booking details and communicate with the host through the platform for added security.

8. What amenities can I expect in vacation rentals here?

Amenities vary between properties, but common features include fully equipped kitchens, Wi-Fi, parking, and outdoor spaces. Check each listing for specific amenities.

9. Is early check-in or late check-out available for vacation rentals in the area?

Availability depends on the individual property’s policies. Contact the property owner directly to inquire about special check-in or check-out requests.