The Highlands holiday homes

We found 4,691 holiday rentals — enter your dates for availability
Discover a selection of 84 homes and other holiday rentals in The Highlands that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – The Highlands

Showing deals for:25 Dec - 1 Jan

Dining
Exterior
Private kitchen
Living area
Exceptional
(135 reviews)

Cabin in the Woods! PET Friendly, Private Outdoor Hot Tub, Gas Grill, Secluded

Breckenridge

8% off
NZ$24,604
for 7 nights, 1 cabin
NZ$3,515 per night
includes taxes & fees
Cabin in the Woods! PET Friendly, Private Outdoor Hot Tub, Gas Grill, Secluded
Dining area towards kitchen
Mountain/forest views from cozy living area
Dining area towards Living
Outdoor dining
Exceptional
(90 reviews)

Ski In/Out, Walk To Trails & Town, 4 Bdr Townhome.

Breckenridge

8% off
NZ$18,031
for 7 nights, 1 home
NZ$2,576 per night
includes taxes & fees
Ski In/Out, Walk To Trails & Town, 4 Bdr Townhome.
Primary bedroom with King bed, gas fireplace, vaulted ceilings, numerous windows, and en-suite full bathroom.
Riverside outdoor living space with private hot tub and gas fire pit
Main living area with gas fireplace and mountain views
Covered private hot tub with mountain views
Exceptional
(18 reviews)

1.5 mi to Gondola/Town, 5-Star Perfection, Views

Breckenridge

8% off
NZ$30,623
for 7 nights, 1 home
NZ$4,375 per night
includes taxes & fees
1.5 mi to Gondola/Town, 5-Star Perfection, Views
High Street Retreat four blocks from Main Street Breckenridge
High Street Retreat fall view in downtown Breckenridge
Private hot tub right off porch behind privacy fence
High Street Retreat in downtown Breckenridge
Exceptional
(44 reviews)

Downtown, Walk to Main, 1 mile to ski resort

Breckenridge

8% off
NZ$21,418
for 7 nights, 1 home
NZ$3,060 per night
includes taxes & fees
Downtown, Walk to Main, 1 mile to ski resort
Living area
Exterior
Room
Terrace/patio
Exceptional
(152 reviews)

Luxury House near Peak 8 - 4BR + 3.5 Bath W/ Private Hot Tub - .5 Mile From Lift

Breckenridge

8% off
NZ$26,595
for 7 nights, 1 home
NZ$3,799 per night
includes taxes & fees
Luxury House near Peak 8 - 4BR + 3.5 Bath W/ Private Hot Tub - .5 Mile From Lift
Room
Spa
Living area
Private kitchen
Exceptional
(79 reviews)

Go in, go to the city and the gondola! Perfect location!

Breckenridge

9% off
NZ$115,346
for 7 nights, 1 apartment
NZ$16,478 per night
includes taxes & fees
Go in, go to the city and the gondola! Perfect location!
Fitness facility
Pool
Dining
Bar (on property)
Exceptional
(5 reviews)

Breckenridge Secluded Condo - Grand Colorado Peak 8

Breckenridge

13% off
NZ$34,593
for 7 nights, 1 apartment
NZ$4,942 per night
includes taxes & fees
Breckenridge Secluded Condo - Grand Colorado Peak 8
American Leather Sofa Sleeper; Cadillac of Sofa Sleepers
Stream & Tree View from Deck (Comfy Adirondack Chairs)
Gorgeous, Fresh Exterior Remodel
Relax On The Leather Sofa, Take In The Trees, Beauty Of Peak 10 & The Ski Slope
Exceptional
(160 reviews)

Best Ski Slope View, Ski-in Condo. Easy to walk!

Breckenridge

8% off
NZ$8,609
for 7 nights, 1 apartment
NZ$1,230 per night
includes taxes & fees
Best Ski Slope View, Ski-in Condo. Easy to walk!
Private kitchen
Living area
Room
Dining
Wonderful
(58 reviews)

Ski In/ Ski Out Condo PEAK 8- Top Floor of Ski Watch - 2 Bdrm + loft- 2.5 bath

Breckenridge

5% off
NZ$17,762
for 7 nights, 1 apartment
NZ$2,537 per night
includes taxes & fees
Ski In/ Ski Out Condo PEAK 8- Top Floor of Ski Watch - 2 Bdrm + loft- 2.5 bath
Exterior
Dining
Living area
Room
Exceptional
(10 reviews)

Cozy condo with Private Garage near Main St., Gondola and Ski-in location

Breckenridge

8% off
NZ$15,095
for 7 nights, 1 apartment
NZ$2,156 per night
includes taxes & fees
Cozy condo with Private Garage near Main St., Gondola and Ski-in location

  • 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, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit The Highlands for a holiday rental?
The best time to visit The Highlands for a holiday rental is during the peak season from November to January, when the area transforms into a winter wonderland. This period is particularly popular among travellers seeking thrilling outdoor adventures, such as skiing and snowboarding, with the stunning Rocky Mountains providing a breathtaking backdrop. December stands out as the most popular month, offering festive holiday celebrations and fantastic snow conditions, making it an ideal time for families and groups looking to embrace the winter spirit.Expect daytime temperatures in December to hover around -5 to 5 degrees Celsius, superb for outdoor activities while still allowing for cosy evenings by the fire. The Highlands' proximity to world-class ski resorts means that you'll have ample opportunities for both exhilarating days on the slopes and relaxing nights in charming holiday rentals.If you're looking for a more budget-friendly option, consider visiting in May. This shoulder season offers mild weather, with temperatures typically ranging from 5 to 15 degrees Celsius, and fewer crowds. It's a lovely time for hiking and exploring the stunning natural beauty of the Highlands, with wildflowers beginning to bloom and the landscape coming alive.
What are the top attractions in The Highlands, Colorado, United States of America?
In The Highlands, Colorado, visitors can enjoy a variety of attractions that highlight the area's natural beauty and vibrant community. The Highlands Park is a popular spot, offering sports facilities, playgrounds, and scenic pathways for leisurely walks. Just a short distance away, the nearby Highland Square is a bustling area filled with unique boutiques, restaurants, and cafes, superb for a day of shopping and dining.For those interested in the arts, the area features several galleries and studios showcasing local talent. Additionally, visitors can explore the nearby Platte River, which provides opportunities for outdoor activities such as hiking, biking, and kayaking along the picturesque trails that follow the river's edge.The Highlands also boasts stunning views of the Rocky Mountains, making it an ideal location for photography and enjoying the great outdoors.
Are all fees included in the The Highlands holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any The Highlands holiday homes with parking?
Bookabach offers a wide selection of holiday homes in The Highlands with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for The Highlands holiday homes?
You can find great discounts on holiday homes in The Highlands on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my The Highlands holiday home booking on Bookabach?
To find The Highlands holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in The Highlands?
A long-stay holiday home in The Highlands is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a The Highlands holiday home?
Book your The Highlands holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in The Highlands?
Prices for holiday homes in The Highlands vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in The Highlands to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas