The Highlands holiday homes

We found 4,631 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:11 Dec - 18 Dec

Private kitchen
Living area
Room
Interior
Exceptional
(144 reviews)

Log Cabin Mountain Getaway - Ski, Hike, bike, X Country Ski & Snowshoe trails

Breckenridge

7% off
NZ$9,856
for 7 nights, 1 cabin
NZ$1,408 per night
includes taxes & fees
Log Cabin Mountain Getaway - Ski, Hike, bike, X Country Ski & Snowshoe trails
Breakfast Nook
Private Outdoor Hot Tub
Minutes from Breckenridge
Vaulted Ceilings and a Gas Fireplace in the Living Room
Exceptional
(117 reviews)

Gorgeous House in Prestigious Highland Park

Breckenridge

7% off
NZ$12,815
for 7 nights, 1 home
NZ$1,831 per night
includes taxes & fees
Gorgeous House in Prestigious Highland Park
Rear view
Living area
Colorado room, with seating for eight
Exterior
Exceptional
(29 reviews)

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

Breckenridge

8% off
NZ$2,886
for 7 nights, 1 chalet
NZ$412 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
Private kitchen
Exceptional
(118 reviews)

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

Breckenridge

8% off
NZ$21,156
for 7 nights, 1 home
NZ$3,022 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
(131 reviews)

Newly renovated 6 BR family home close to Downtown Breckenridge

Breckenridge

7% off
NZ$13,895
for 7 nights, 1 home
NZ$1,985 per night
includes taxes & fees
Newly renovated 6 BR family home close to Downtown Breckenridge
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
Living Room with Fire Place and Views down the ten mile range
Kitchen Counter
Exceptional
(199 reviews)

Breckenridge Ski Area Views from 4 Bedroom, 4 Bath Home

Breckenridge

8% off
NZ$6,577
for 7 nights, 1 home
NZ$940 per night
includes taxes & fees
Breckenridge Ski Area Views from 4 Bedroom, 4 Bath Home
Deck with incredible view of Peak 8
Great room. Cathedral ceilings, table for 8, large screen TV, Fireplace, etc
More Great room
Foyer off Front door
Exceptional
(95 reviews)

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

Breckenridge

8% off
NZ$49,529
for 7 nights, 1 home
NZ$7,076 per night
includes taxes & fees
Peak 8 Platinum Large Home - Short walk to Peak 8, 6 Fully Oxygenated Bedrooms
Living room
Ski Haus in downtown Breckenridge
Ski Haus, charming cottage in downtown Breckenridge
King bedroom #1
Exceptional
(11 reviews)

Walk to town, 1 mi to Gondola, four suites

Breckenridge

7% off
NZ$12,849
for 7 nights, 1 home
NZ$1,836 per night
includes taxes & fees
Walk to town, 1 mi to Gondola, four suites
Living area
Exterior
Terrace/patio
Dining
Exceptional
(9 reviews)

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

Breckenridge

8% off
NZ$23,303
for 7 nights, 1 home
NZ$3,329 per night
includes taxes & fees
A Breck Escape: 5000sf Luxury Home w/ 3 Fireplaces, Outdoor Fire Pit & Hot Tub
Aspen Glow living area
Aspen Glow living area with enormous windows
Aspen Glow winter exterior
Aspen Glow living area viewed from upstairs landing
Exceptional
(12 reviews)

1 mi to town, Free Shuttle Route, 3 King beds

Breckenridge

8% off
NZ$15,063
for 7 nights, 1 home
NZ$2,152 per night
includes taxes & fees
1 mi to town, Free Shuttle Route, 3 King beds
View of 4 O'Clock Run from the living room.
View from the front door.
The bridge by the Riverwalk, entrance to downtown (.45 mile walk from condo).
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
NZ$10,987
for 7 nights, 1 apartment
NZ$1,570 per night
includes taxes & fees
Top floor 4 BR condo, perfect location, views, SKI-IN SKI-OUT, Read reviews!!
Terrace/patio
Private kitchen
Private kitchen
Living area
Exceptional
(129 reviews)

Large Family home with 5 bedrooms and private hot tub

Breckenridge

7% off
NZ$14,014
for 7 nights, 1 home
NZ$2,002 per night
includes taxes & fees
Large Family home with 5 bedrooms and private hot tub
Living area
Exterior
Outdoor dining
Living area
Exceptional
(39 reviews)

Mountain Retreat Townhome, Walking distance to lifts/town, Private hot tub

Breckenridge

16% off
NZ$11,623
for 7 nights, 1 home
NZ$1,660 per night
includes taxes & fees
Mountain Retreat Townhome, Walking distance to lifts/town, Private hot tub
Spacious Living / Dining / Kitchen
Ski Area Backdrop
Gorgeous Mountain Views
We've got snow!
Exceptional
(179 reviews)

Stellar Reviews; Best Value in Breckenridge

Breckenridge

8% off
NZ$3,377
for 7 nights, 1 home
NZ$482 per night
includes taxes & fees
Stellar Reviews; Best Value in Breckenridge
Free access to indoor pool at base of peak 8!  Free shuttle provided!
Make yourself at home! Large covered entry.
Beautiful views from kitchen. Seating for 4 at the kitchen counter.
Beautiful throughout!
Exceptional
(233 reviews)

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

Breckenridge

8% off
NZ$8,169
for 7 nights, 1 home
NZ$1,167 per night
includes taxes & fees
Luxury Mountain Thunder Ski-In/ski-Gondola out, walk to town, 1400 sqft townhome
Mountain Views greet you each day.  Savor coffee and views from swivel chair.
Private Hot Tub on quiet deck.  Ski in/out, winter shuttle to Peak 9, On Trails.
Bedroom #2 has En Suite Bathroom, Queen size Bed, ceiling fan, large mirror.
Quiet complex bordering Ski Resort / Forest. One car garage, 3+ parking spaces.
Exceptional
(122 reviews)

Private Hot Tub, Ski-In/Out, Winter Shuttle, Trails, Views -- Slopeside Retreat

Breckenridge

8% off
NZ$7,059
for 7 nights, 1 home
NZ$1,008 per night
includes taxes & fees
Private Hot Tub, Ski-In/Out, Winter Shuttle, Trails, Views -- Slopeside Retreat
Private kitchen
Private Entrance to this Luxury Townhouse with Private Two Car Garage
Living room with gas fireplace
Interior
Exceptional
(115 reviews)

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

Breckenridge

8% off
NZ$8,618
for 7 nights, 1 home
NZ$1,231 per night
includes taxes & fees
Luxury Ski In, Gondola Out Mountain Thunder retreat. Perfect location in Breck
Room
Front Door Looking out to the Hot Tub!
Interior
View of home, Garage is on the upper floor.
Exceptional
(178 reviews)

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

Breckenridge

8% off
NZ$5,080
for 7 nights, 1 home
NZ$726 per night
includes taxes & fees
Luxury Shock Hill Mountain Home; Private Hot Tub; Ski in/Ski Out; Peak 8 Gondola
Pool
Living area
Private kitchen
Property grounds
Exceptional
(7 reviews)

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

Breckenridge

8% off
NZ$6,203
for 7 nights, 1 apartment
NZ$886 per night
includes taxes & fees
Main Street Condo, 3 Bedrooms, Mountain Views, Sleeps 9
705 Snowberry Lane - All New Furniture
The Shops of Main St (Less than 5 Min Walk From Condo)
New Dining Banquet (Seats 7-8 Comfortably)
New Sectional & Sleeper Couch
Exceptional
(41 reviews)

Ready for the Fall Colors? - 3 Min Walk to Shops & Restaurants on Main St

Breckenridge

8% off
NZ$8,821
for 7 nights, 1 apartment
NZ$1,260 per night
includes taxes & fees
Ready for the Fall Colors? - 3 Min Walk to Shops & Restaurants on Main St
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
A second photo showing the ladder to access the Loft area
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
NZ$5,737
for 7 nights, 1 apartment
NZ$820 per night
includes taxes & fees
Ski in 3 BR + Loft / 2 BA Directly on 4 O'Clock Ski Run
Kitchen eating area.
Hot Tubs
Enjoy Your Wine By The Outdoor Firepit
Common Area
Exceptional
(33 reviews)

Ski-in/Ski-out, King Bed, A/C, Newly Remodeled, Hot Tubs/Pool, BOOK NOW!

Breckenridge

11% off
NZ$4,183
for 7 nights, 1 apartment
NZ$598 per night
includes taxes & fees
Ski-in/Ski-out, King Bed, A/C, Newly Remodeled, Hot Tubs/Pool, BOOK NOW!
Snow has started falling! Make your plans today to visit RED FOX!
Interior
Dining
Private kitchen
Exceptional
(102 reviews)

Celebrate Summer in the Mountains. Art fairs, cycling, golf, hiking, rafting

Breckenridge

8% off
NZ$7,510
for 7 nights, 1 apartment
NZ$1,073 per night
includes taxes & fees
Celebrate Summer in the Mountains. Art fairs, cycling, golf, hiking, rafting
Room
Nestled into the mountain - this view cannot be beat!
Ski School is right outside! Watch the littles from your window!
Pool
Exceptional
(149 reviews)

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

Breckenridge

8% off
NZ$6,307
for 7 nights, 1 apartment
NZ$901 per night
includes taxes & fees
Spectacular Views/ Ski-in & Out, In-town/ King Bed
  • 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.

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