The Highlands holiday rentals

We found 4,695 holiday rentals — enter your dates for availability
Discover a selection of 82 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:1 Jan - 8 Jan

Gorgeous views of Breckenridge ski runs from the great room and dining room
Enjoy the hot tub after a long day of skiing or hiking!
Private kitchen
Fully stocked kitchen with everything you need to prepare meals for large groups
Exceptional
(118 reviews)

6 Bedroom Home, Minutes From Downtown Breck, Sleeps 14, Hot tub, Amazing views!

Breckenridge

8% off
AU$28,267
for 7 nights, 1 home
AU$4,038 per night
includes taxes & fees
6 Bedroom Home, Minutes From Downtown Breck, Sleeps 14, Hot tub, Amazing views!
Terrace/patio
Exterior
Living area
Private kitchen
Exceptional
(9 reviews)

A Breck Escape: 5000sf Luxury Home w/ 3 Fireplaces, Outdoor Fire Pit & Hot Tub

Breckenridge

9% off
AU$26,685
for 7 nights, 1 home
AU$3,812 per night
includes taxes & fees
A Breck Escape: 5000sf Luxury Home w/ 3 Fireplaces, Outdoor Fire Pit & Hot Tub
extra table and chairs available for larger parties to seat 16
Aspen grove blends with hot tub for doubly immersive experience
Copper and Stainless Chef Kitchen
Cabin/Yurt feel... Roku tv too ;-)
Exceptional
(59 reviews)

Cozy round house with huge hot tub, 4 bedrooms, sleeps 10 on Peak 7

Breckenridge

8% off
AU$11,163
for 7 nights, 1 home
AU$1,595 per night
includes taxes & fees
Cozy round house with huge hot tub, 4 bedrooms, sleeps 10 on Peak 7
Family Room with Satellite TV, Blue Ray Player, Stereo 5:1 Sound
Back Patio on French Creek with views to Mt. Quandry and down Ten mile range
Kitchen Counter
Kitchen with updated appliances
Exceptional
(200 reviews)

Breckenridge Ski Area Views from 4 Bedroom, 4 Bath Home

Breckenridge

8% off
AU$6,521
for 7 nights, 1 home
AU$932 per night
includes taxes & fees
Breckenridge Ski Area Views from 4 Bedroom, 4 Bath Home
It's always hot tub weather here. Snow melt system helps keep the patio clear.
Pool
What a view. Thanksgiving 2022 we had 4 moose in the driveway.
Among the pine trees
Exceptional
(35 reviews)

Forest Retreat, Walk to Burro Trail, Peak 10/Quandary Views, Fire Pit, Sleeps 12

Breckenridge

8% off
AU$15,450
for 7 nights, 1 home
AU$2,207 per night
includes taxes & fees
Forest Retreat, Walk to Burro Trail, Peak 10/Quandary Views, Fire Pit, Sleeps 12
Central living room with smart TV and gas and log fireplace
Meticulously appointed kitchen on main floor with all essential supplies
Meticulously appointed kitchen on main floor with all essential supplies
Master bedroom with King bed, gas log fire place, smart TV, and private balcony
Exceptional
(70 reviews)

Beautifully renovated and ideally situated in the heart of historic downtown

Breckenridge

6% off
AU$15,868
for 7 nights, 1 home
AU$2,267 per night
includes taxes & fees
Beautifully renovated and ideally situated in the heart of historic downtown
Private kitchen
Interior
Living area
Interior
Exceptional
(17 reviews)

Breck Haven - ENTIRE MOUNTAIN SANCTUARY

Breckenridge

8% off
AU$7,166
for 7 nights, 1 home
AU$1,024 per night
includes taxes & fees
Breck Haven - ENTIRE MOUNTAIN SANCTUARY
Looking down from the Loft at the TV and fireplace in the living room.
Living Room seats 8 in addition to 3 breakfast bar stools & 6 at dining table
Breakfast bar with swivel bar stools
Loft area has 2 twin beds. Photo from Living Room, ladder to Loft on the left
Exceptional
(178 reviews)

Ski in 3 BR + Loft / 2 BA Directly on 4 O'Clock Ski Run

Breckenridge

8% off
AU$8,375
for 7 nights, 1 apartment
AU$1,196 per night
includes taxes & fees
Ski in 3 BR + Loft / 2 BA Directly on 4 O'Clock Ski Run
Room
Nestled into the mountain - this view cannot be beat!
Ski School is right outside! Watch the littles from your window!
Pool
Exceptional
(150 reviews)

Spectacular Views/ Ski-in & Out, In-town/ King Bed

Breckenridge

7% off
AU$6,812
for 7 nights, 1 apartment
AU$973 per night
includes taxes & fees
Spectacular Views/ Ski-in & Out, In-town/ King Bed
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
AU$6,950
for 7 nights, 1 apartment
AU$993 per night
includes taxes & fees
Best Ski Slope View, Ski-in Condo. Easy to walk!
Facing sofa sleeper, kitchen and entrance way.
From hot tub area, view of nearby ski lifts, One Ski Hill Place, and Baldy Mtn.
Large balcony
Dining
Wonderful
(77 reviews)

Breckenridge Condo @ Ski Watch - Ski In Ski Out, On Slopes, Hot Tubs & Mtn Views

Breckenridge

6% off
AU$6,361
for 7 nights, 1 apartment
AU$909 per night
includes taxes & fees
Breckenridge Condo @ Ski Watch - Ski In Ski Out, On Slopes, Hot Tubs & Mtn Views
We are glad you chose to stay with us in our completely renovated Ski Condo.
The Cathedral ceiling gives spacious ambiance to living-dining room and kitchen.
Warm and cozy living room with plenty of comfy seating.
Amazing leathered granite counters look and feel like the Rocky mountains
Exceptional
(182 reviews)

Gorgeously remodeled Condo with great location!

Breckenridge

8% off
AU$6,462
for 7 nights, 1 apartment
AU$923 per night
includes taxes & fees
Gorgeously remodeled Condo with great location!
We never get tired of this view! Great sun rises and sunsets!
Town of Breck is a short distance by foot, car, or FREE shuttle.
Well equipped, functional and well stocked kitchen.
NEW! Gas fireplace in family room. Vaulted ceiling and great views.
Exceptional
(159 reviews)

2 BR Updated Condo-Mountain View! Excellent location, views & value!

Breckenridge

8% off
AU$5,266
for 7 nights, 1 apartment
AU$752 per night
includes taxes & fees
2 BR Updated Condo-Mountain View! Excellent location, views & value!
Hot Tubs at the Gym (more private and less used than the ones by the pool)
Lift is just on the other side of the pond via a path . This is our pool too!
Living area
Main Street Station is the Complex we are in. Easily accessable to all in Breck!
Exceptional
(64 reviews)

Luxury Ski In/Out Condo~Parking~Pool~ Hot Tub~ Best Location!!

Breckenridge

8% off
AU$4,533
for 7 nights, 1 apartment
AU$648 per night
includes taxes & fees
Luxury Ski In/Out Condo~Parking~Pool~ Hot Tub~ Best Location!!
Outdoor spa tub
The Lobby
Interior
The Lobby
Exceptional
(239 reviews)

Private Salt Water Hot Tub - 5 Star Reviews - 5 Minute walk to Lifts & Town!

Breckenridge

5% off
AU$10,554
for 7 nights, 1 apartment
AU$1,508 per night
includes taxes & fees
Private Salt Water Hot Tub - 5 Star Reviews - 5 Minute walk to Lifts & Town!
Living Room features a Gas Fireplace and a Vaulted Ceiling.
SkiWatch Building Offers 2 Hot Tubs with Excellent Terrain-Park Views!
View of Peaks Connect Trail from Balcony
SkiWatch Building has a Two-Story Lounge with Views of the Peak 8 Base Area
Exceptional
(47 reviews)

Breckenridge Peak 8 True Ski-In Ski-Out At Over 10,000 Ft.

Breckenridge

8% off
AU$8,081
for 7 nights, 1 apartment
AU$1,154 per night
includes taxes & fees
Breckenridge Peak 8 True Ski-In Ski-Out At Over 10,000 Ft.

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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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find The Highlands holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in The Highlands to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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