The Highlands holiday rentals

We found 4,678 holiday rentals — enter your dates for availability
Discover a selection of 81 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:27 Nov - 4 Dec

Breakfast Nook
Private Outdoor Hot Tub
Master Bedroom
Vaulted Ceilings and a Gas Fireplace in the Living Room
Exceptional
(117 reviews)

Gorgeous House in Prestigious Highland Park

Breckenridge

7% off
AU$10,247
for 7 nights, 1 home
AU$1,464 per night
includes taxes & fees
Gorgeous House in Prestigious Highland Park
Rear view
Living area
Exterior
Colorado room, with seating for eight
Exceptional
(29 reviews)

SPACIOUS CORNER LOT! Mountain Chalet Located In Beautiful Tiger Run RV Resort.

Breckenridge

8% off
AU$2,331
for 7 nights, 1 chalet
AU$333 per night
includes taxes & fees
SPACIOUS CORNER LOT! Mountain Chalet Located In Beautiful Tiger Run RV Resort.
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!
Exterior
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$15,542
for 7 nights, 1 home
AU$2,220 per night
includes taxes & fees
6 Bedroom Home, Minutes From Downtown Breck, Sleeps 14, Hot tub, Amazing views!
Main Floor Dining Area
Kitchen
Upstairs loft with Apple computer and seating area
Main Floor Great Room
Exceptional
(130 reviews)

Newly renovated 6 BR family home close to Downtown Breckenridge

Breckenridge

8% off
AU$15,966
for 7 nights, 1 home
AU$2,281 per night
includes taxes & fees
Newly renovated 6 BR family home close to Downtown Breckenridge
Kitchen
Living room with mountain views and gas fireplace
Living room
Main level dining area that opens to front deck with bbq grill
Exceptional
(44 reviews)

BIG downtown home w/ views and great amenities!

Breckenridge

8% off
AU$11,309
for 7 nights, 1 home
AU$1,616 per night
includes taxes & fees
BIG downtown home w/ views and great amenities!
More Great room
Great room. Cathedral ceilings, table for 8, large screen TV, Fireplace, etc
Deck with incredible view of Peak 8
Foyer off Front door
Exceptional
(95 reviews)

Peak 8 Platinum Large Home - Short walk to Peak 8, 6 Fully Oxygenated Bedrooms

Breckenridge

8% off
AU$35,900
for 7 nights, 1 home
AU$5,129 per night
includes taxes & fees
Peak 8 Platinum Large Home - Short walk to Peak 8, 6 Fully Oxygenated Bedrooms
Living room
King bedroom #1
Stairs to upper level
Ski Haus in downtown Breckenridge
Exceptional
(11 reviews)

Walk to town, 1 mi to Gondola, four suites

Breckenridge

8% off
AU$8,108
for 7 nights, 1 home
AU$1,158 per night
includes taxes & fees
Walk to town, 1 mi to Gondola, four suites
Master bedroom with King bed, gas log fire place, smart TV, and private balcony
Meticulously appointed kitchen on main floor with all essential supplies
Central living room with smart TV and gas and log fireplace
Meticulously appointed kitchen on main floor with all essential supplies
Exceptional
(69 reviews)

Beautifully renovated and ideally situated in the heart of historic downtown

Breckenridge

6% off
AU$13,545
for 7 nights, 1 home
AU$1,935 per night
includes taxes & fees
Beautifully renovated and ideally situated in the heart of historic downtown
Aspen Glow living area with enormous windows
Living area
Kitchen
Living area and kitchen
Exceptional
(9 reviews)

1 mi to town, bikable neighborhood, free shuttle route, 3 King beds

Breckenridge

7% off
AU$8,940
for 7 nights, 1 home
AU$1,277 per night
includes taxes & fees
1 mi to town, bikable neighborhood, free shuttle route, 3 King beds
Living area
Living area
Exterior
Living area
Exceptional
(107 reviews)

Amazing Mountain Home! Chefs Kitchen. Excellent Location. Early Checkin.

Breckenridge

8% off
AU$10,138
for 7 nights, 1 home
AU$1,448 per night
includes taxes & fees
Amazing Mountain Home! Chefs Kitchen. Excellent Location. Early Checkin.
The bridge by the Riverwalk, entrance to downtown (.45 mile walk from condo).
View from the front door.
Hiking, biking and skiing right outside the living room window on 4 O'Clock Run.
The open floor plan allows our guests plenty of room to gather.
Exceptional
(123 reviews)

Top floor 4 BR condo, perfect location, views, SKI-IN SKI-OUT, Read reviews!!

Breckenridge

6% off
AU$6,983
for 7 nights, 1 apartment
AU$998 per night
includes taxes & fees
Top floor 4 BR condo, perfect location, views, SKI-IN SKI-OUT, Read reviews!!
Living area
Exterior
Interior
Room
Exceptional
(152 reviews)

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

Breckenridge

8% off
AU$6,477
for 7 nights, 1 home
AU$925 per night
includes taxes & fees
Luxury House near Peak 8 - 4BR + 3.5 Bath W/ Private Hot Tub - .5 Mile From Lift
View of home, Garage is on the upper floor.
Front Door Looking out to the Hot Tub!
Living area
Interior
Exceptional
(177 reviews)

Luxury Shock Hill Mountain Home; Private Hot Tub; Ski in/Ski Out; Peak 8 Gondola

Breckenridge

8% off
AU$3,844
for 7 nights, 1 home
AU$549 per night
includes taxes & fees
Luxury Shock Hill Mountain Home; Private Hot Tub; Ski in/Ski Out; Peak 8 Gondola
Come home to the warm bright living room to relax after a day outdoors!
Make yourself at home! Large covered entry.
Free access to indoor pool at base of peak 8! Free shuttle provided!
Beautiful views from kitchen. Seating for 4 at the kitchen counter.
Exceptional
(233 reviews)

Luxury Mountain Thunder Ski-In/ski-Gondola out, walk to town, 1400 sqft townhome

Breckenridge

8% off
AU$4,648
for 7 nights, 1 home
AU$664 per night
includes taxes & fees
Luxury Mountain Thunder Ski-In/ski-Gondola out, walk to town, 1400 sqft townhome
Dining
Living area
Private kitchen
Living area
Exceptional
(155 reviews)

3BR Townhome - Walk to Lifts/Main St - Private Hot Tub

Breckenridge

8% off
AU$5,739
for 7 nights, 1 home
AU$820 per night
includes taxes & fees
3BR Townhome - Walk to Lifts/Main St - Private Hot Tub
A second photo showing the ladder to access the Loft area
Living Room seats 8 in addition to 3 breakfast bar stools & 6 at dining table
Looking down from the Loft at the TV and fireplace in the living room.
Breakfast bar with swivel bar stools
Exceptional
(178 reviews)

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

Breckenridge

8% off
AU$4,535
for 7 nights, 1 apartment
AU$648 per night
includes taxes & fees
Ski in 3 BR + Loft / 2 BA Directly on 4 O'Clock Ski Run
Living room with gas fireplace
Private Entrance to this Luxury Townhouse with Private Two Car Garage
Year round Swimming pool
Interior
Exceptional
(115 reviews)

Luxury Ski In, Gondola Out Mountain Thunder retreat. Perfect location in Breck

Breckenridge

8% off
AU$4,549
for 7 nights, 1 home
AU$650 per night
includes taxes & fees
Luxury Ski In, Gondola Out Mountain Thunder retreat. Perfect location in Breck
Kitchen eating area.
Hot Tubs
Common Area
Enjoy Your Wine By The Outdoor Firepit
Exceptional
(32 reviews)

Leaf Peeping- Sept-Oct, BOOK NOW!

Breckenridge

11% off
AU$2,671
for 7 nights, 1 apartment
AU$382 per night
includes taxes & fees
Leaf Peeping- Sept-Oct, BOOK NOW!
Dining Room, Kitchen, Living Room
Living Room, Kitchen, Dining Room, Patio
Living Room, Kitchen, Dining Room, Patio
Bridge to access the Quicksilver ski lift (easy walk!)
Exceptional
(205 reviews)

FALL SALE- Blissfully Convenient Condo- Walk to Main Street!

Breckenridge

12% off
AU$4,378
for 7 nights, 1 apartment
AU$625 per night
includes taxes & fees
FALL SALE- Blissfully Convenient Condo- Walk to Main Street!
Inside and outside lounge seating to provide you comfort in every season.
Multiple waterfall hot tubs provide an resort-style experience for guests
You can't help but stop and admire the view from every angle in this condo!
Kitchen and view
Exceptional
(147 reviews)

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

Breckenridge

8% off
AU$3,324
for 7 nights, 1 apartment
AU$475 per night
includes taxes & fees
Spectacular Views/ Ski-in & Out, In-town/ King Bed
Kitchen has ample room and countertops for socializing and cooking.
A place to connect with family or friends.
Kitchen is open to the Great Room.
Primary Bedroom
Exceptional
(97 reviews)

MountainTown Chalet - Location, Location, Location

Breckenridge

8% off
AU$6,943
for 7 nights, 1 apartment
AU$992 per night
includes taxes & fees
MountainTown Chalet - Location, Location, Location
Dining
Living area
Miscellaneous
Living area
Exceptional
(7 reviews)

Mountain‑View Condo Steps from Quicksilver Lift

Breckenridge

8% off
AU$4,639
for 7 nights, 1 apartment
AU$663 per night
includes taxes & fees
Mountain‑View Condo Steps from Quicksilver Lift
Interior
Living area
Outdoor heated pool and spas
Main Entry to Main Street Station
Exceptional
(58 reviews)

Luxurious retreat in Breckenridge steps from Quicksilver chairlift and amenities

Breckenridge

7% off
AU$2,989
for 7 nights, 1 apartment
AU$427 per night
includes taxes & fees
Luxurious retreat in Breckenridge steps from Quicksilver chairlift and amenities
Living area
Living area
Property grounds
Pool
Exceptional
(7 reviews)

Main Street Condo, 3 Bedrooms, Mountain Views, Sleeps 9

Breckenridge

7% off
AU$3,316
for 7 nights, 1 apartment
AU$474 per night
includes taxes & fees
Main Street Condo, 3 Bedrooms, Mountain Views, Sleeps 9

  • 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 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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