The Highlands vacation rentals

We found 4,500 vacation rentals — enter your dates for availability

Discover a selection of 159 homes, 12 apartments, and other vacation rentals in The Highlands that are perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as WiFi and a fireplace. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about The Highlands

Find out more about The Highlands

Why visit The Highlands

  1. Exceptional skiing: Enjoy world-class skiing with convenient lifts and diverse runs suited for all skill levels.
  2. Scenic beauty: Revel in breathtaking waterfront views and picturesque landscapes ideal for outdoor adventures.
  3. Cultural experiences: Explore vibrant streets, an arts centre, and a modern square rich in local culture.
  4. Family-friendly activities: Discover a range of engaging activities perfect for families seeking fun and excitement.
  5. Varied accommodations: Choose from cozy condos, charming vacation homes, or rustic cabins for a comfortable stay.

Popular types of accommodation around The Highlands

If you're exploring The Highlands, you'll find a variety of accommodation options to suit your needs. Our most popular choices include cozy condos, charming houses, and rustic cabins. Whether you’re searching for highlands apartments, uplands rentals, or other highlands vacation rentals, we ensure transparency, savings, and reassurance throughout your booking experience. Discover the perfect place to unwind and enjoy the stunning landscapes of The Highlands!

  • Condos: Condominiums are the top choice for vacation rentals in The Highlands, offering modern amenities and convenient access to local attractions.
  • Houses: Ideal for families or groups, these homes provide a comfortable and spacious environment for a memorable getaway.
  • Cabins: Cozy and rustic, cabins offer a charming retreat surrounded by nature, perfect for those seeking tranquility.
  • Apartments: Stylish and practical, apartments are a great option for solo travellers or couples looking for a central location.
  • Chalets: These picturesque lodgings combine comfort and alpine charm, making them a popular choice among winter sports enthusiasts.**

Top attractions around The Highlands

The Highlands in Breckenridge, Colorado, is a fantastic destination for ski enthusiasts and adventure seekers alike. Visitors can enjoy a variety of attractions, including vibrant streets, an arts centre, and a modern square, catering to those seeking cultural and outdoor experiences. Families will find plenty to do as well, with convenient ski lifts and various activities to enhance their vacation experience. Discover the charm and excitement that The Highlands has to offer!

  1. Main Street: A vibrant street filled with charming shops, restaurants, and local art galleries, offering a lively atmosphere that captures the essence of Breckenridge's mountain town charm.
  2. Breckenridge Riverwalk Center: An artistic hub showcasing cultural events and performances, surrounded by picturesque views of the mountains, perfect for immersing yourself in local arts and community spirit.
  3. Blue River Plaza: A modern square featuring beautiful landscaping and community gatherings, ideal for relaxation while enjoying scenic views and the lively spirit of the town.

Things to do recommended for couples

Experience romance in The Highlands, Breckenridge! Enjoy skiing together at the Breckenridge Ski Resort and ride the Beaver Run SuperChair for thrilling views. Don't miss the scenic BreckConnect Gondola, perfect for couples seeking adventure and breathtaking landscapes. Create unforgettable memories in this charming winter wonderland.

Things to do recommended for families

Your family vacation in The Highlands, Breckenridge, promises fun! Enjoy wellness at the Breckenridge Recreation Center, skate at the Stephen C. West Ice Arena for some adventure, or relax at the nearby Skate Park. Each spot offers unique experiences just a short distance away!

Things to do recommended for groups

Experience the stunning Breckenridge Golf Club just 644m from The Highlands for a round of golf. Stroll along Main Street, located 8.0km away, for shopping and dining. For more retail therapy, visit the Outlets at Silverthorne, 12.9km away, offering family-friendly entertainment.

What do I need to keep in mind when booking a vacation around The Highlands

When planning your trip—whether you're traveling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays—it's essential to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to The Highlands with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to The Highlands with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate facilities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance the experience.
  • Taking your pets with you to The Highlands: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If you can relate to this, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting The Highlands: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around The Highlands

The Highlands in Breckenridge, Colorado, offers an unforgettable vacation experience for outdoor enthusiasts. With its stunning waterfront views and convenient access to skiing and adventure sports, this vibrant neighbourhood invites you to explore its picturesque scenery and friendly atmosphere. Nearby key neighbourhoods provide a perfect blend of recreation and seclusion, making it an ideal destination for a memorable getaway filled with breathtaking landscapes and thrilling excursions.

  • Historic District: Located 4.8km from The Highlands, the Historic District is a charming neighbourhood steeped in rich history and alpine culture. This area attracts visitors seeking exhilarating ski adventures and outdoor sports experiences. The proximity to ski fields and resorts makes it an ideal base for winter sports enthusiasts. Beyond skiing, you can explore local landmarks such as the scenic national state park and tranquil lakes, perfect for a day of relaxation or picnicking amidst nature’s beauty.
  • Fairways: Situated a mere 0.4.8km from The Highlands, Fairways is a vibrant neighbourhood known for its accessible ski resorts and stunning landscapes. Adventurers flock here for its thrilling ski fields and sports activities. The natural beauty surrounding Fairways is complemented by nearby attractions, including a national park and historic sites, offering a glimpse into the area’s heritage. Whether you're hitting the slopes or exploring the local history, Fairways promises an engaging experience for all visitors.
  • Peak 8: Just 4.8km away from The Highlands, Peak 8 is a sought-after destination for those who crave thrilling ski adventures. Renowned for its excellent ski fields and resorts, this neighbourhood offers endless opportunities for winter sports enthusiasts. Nearby, visitors can enjoy breathtaking views of the national park and the picturesque national state park, making it a great spot for outdoor exploration. Peak 8 is perfect for those looking to immerse themselves in nature while enjoying the excitement of winter sports.

Best time to go to The Highlands

If you're planning a trip to The Highlands, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from January to March, while off-peak times, like April to May and October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January10.0°F (-12.2°C)No Rain (Dry)Mostly SunnyHighAverage
February11.3°F (-11.5°C)No Rain (Dry)Mostly CloudyHighModerately High
March18.9°F (-7.3°C)Light RainMostly SunnyHighModerately High
April25.2°F (-3.8°C)Light RainMostly SunnyLowAverage
May34.9°F (1.6°C)Light RainMostly SunnyLowModerately Low
June46.9°F (8.3°C)Light RainSunnyAverageAverage
July52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
August51.1°F (10.6°C)Light RainMostly SunnyAverageAverage
September45.3°F (7.4°C)Light RainMostly SunnyAverageModerately Low
October31.1°F (-0.5°C)No Rain (Dry)Mostly SunnyLowModerately Low
November18.9°F (-7.3°C)No Rain (Dry)Mostly SunnyAverageAverage
December10.2°F (-12.1°C)No Rain (Dry)Mostly SunnyAverageModerately High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being open to adjusting your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a convenient platform to design new trips, pick up right where you left off, or manage and arrange your travel plans. You can easily access the properties you've saved or booked in the Potential, Upcoming, or Current Trips sections. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in The Highlands?
Houses are the most popular kind of vacation rental in The Highlands, according to our data. Even if you’ve got a different idea in mind, Vrbo has vacation homes in many shapes and sizes. Compare our options to find your ideal fit.
How much does it cost to rent a vacation rental in The Highlands?
A range of factors influence what you’ll pay for a vacation rental in The Highlands, including the season, length of stay and type of property. Still, all our vacation homes have one thing in common — amazing value. Just add your travel dates to find your home away from home.
How much does it cost to rent a beach house in The Highlands?
When you travel and the style and size of the property will influence how much you’ll pay for your beachside escape. Put in your The Highlands travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want in your beach house.
Are there pet-friendly vacation rentals in The Highlands?
There are, yes. You can choose from 160 vacation homes that welcome pets in The Highlands on Vrbo. Our cuddly best friends also need a break, so simply use our search function for pet-friendly vacation rentals to book a property where your puppy can lap up the good times.
Can I rent a house with a pool in The Highlands?
Grab your swimwear and pool noodle, because there are 46 houses with a private pool in The Highlands. Base yourself at one of these popular vacation rentals and every day can be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the perfect place for a splashing good time!
What are popular rental amenities in The Highlands?
Some of the most popular rental amenities people prefer in The Highlands are a barbecue grill, an electric car charging station and a water view. Whether you’re vacationing with family, your besties or even pets, Vrbo vacation homes provide the best amenities for fun and relaxation with the people that matter most.
Are there large group vacation rentals in The Highlands?
The Highlands has 96 vacation rentals that can fit 10 or more people. These properties come with the space and privacy you need to enjoy good times with loved ones.
Are there vacation rentals in The Highlands that welcome kids?
The Highlands has 158 family-friendly vacation homes. And booking a stay that welcomes kiddos is simple with Vrbo’s “Properties good for families” filter. Besides having the whole place to yourselves, you’ll enjoy access to conveniences and perks such as extra bedrooms, kitchens and yards.
What are the top attractions for families in The Highlands?
There are tons of cool things to see and do with the family in The Highlands, including:

  • Summit Ski Museum
  • Barney Ford House Museum
  • Edwin Carter Museum

Are there one-bedroom vacation rentals in The Highlands?
You can choose from 13 one-bedroom rentals in The Highlands. Whether you’re on the lookout for a cozy chalet or a fancy condo, Vrbo’s one-bedroom rentals are just right if you don’t require loads of space. One of the best things about having your own place? You won’t need to share your adventure with strangers.
Can I find two-bedroom vacation rentals in The Highlands?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 12 two-bedroom vacation rentals The Highlands has to offer.
Are there vacation rentals with WiFi in The Highlands?
Choose from 41 vacation rentals with WiFi in The Highlands. If you’d like to disconnect from the world during your trip, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in The Highlands?
Pick your travel dates and then use our filters to look for vacation rentals with air conditioning in The Highlands on Vrbo. With 11 air-conditioned properties on offer here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a vacation rental in The Highlands?
The age limit can vary across properties on Vrbo, so check the rules of the vacation rental in The Highlands you’re interested in. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in The Highlands for?
The amount of time you can rent a The Highlands vacation home for is up to the property. Simply tap in your preferred travel dates to see options that offer extended stays. They feature everything you need to make your extended getaway more convenient and comfortable, like laundries and air conditioning. Some vacation homes might also offer weekly or monthly discounts, so you can stay longer for less money.

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