The Highlands holiday rentals
We found 4,630 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
Exceptional
(144 reviews)
Log Cabin Mountain Getaway - Ski, Hike, bike, X Country Ski & Snowshoe trails
Breckenridge
S$7,096
for 7 nights, 1 cabin
S$1,014 per night
includes taxes & fees
Exceptional
(117 reviews)
Gorgeous House in Prestigious Highland Park
Breckenridge
S$9,022
for 7 nights, 1 home
S$1,289 per night
includes taxes & fees
Exceptional
(118 reviews)
6 Bedroom Home, Minutes From Downtown Breck, Sleeps 14, Hot tub, Amazing views!
Breckenridge
S$15,855
for 7 nights, 1 home
S$2,265 per night
includes taxes & fees
Exceptional
(134 reviews)
Cabin in the Woods! PET Friendly, Private Outdoor Hot Tub, Gas Grill, Secluded
Breckenridge
S$6,265
for 7 nights, 1 cabin
S$895 per night
includes taxes & fees
Exceptional
(131 reviews)
Newly renovated 6 BR family home close to Downtown Breckenridge
Breckenridge
S$9,837
for 7 nights, 1 home
S$1,405 per night
includes taxes & fees
Exceptional
(95 reviews)
Peak 8 Platinum Large Home - Short walk to Peak 8, 6 Fully Oxygenated Bedrooms
Breckenridge
S$37,721
for 7 nights, 1 home
S$5,389 per night
includes taxes & fees
Exceptional
(199 reviews)
Breckenridge Ski Area Views from 4 Bedroom, 4 Bath Home
Breckenridge
S$4,766
for 7 nights, 1 home
S$681 per night
includes taxes & fees
Exceptional
(9 reviews)
A Breck Escape: 5000sf Luxury Home w/ 3 Fireplaces, Outdoor Fire Pit & Hot Tub
Breckenridge
S$17,382
for 7 nights, 1 home
S$2,483 per night
includes taxes & fees
Exceptional
(11 reviews)
Walk to town, 1 mi to Gondola, four suites
Breckenridge
S$9,049
for 7 nights, 1 home
S$1,293 per night
includes taxes & fees
Exceptional
(12 reviews)
1 mi to town, Free Shuttle Route, 3 King beds
Breckenridge
S$11,200
for 7 nights, 1 home
S$1,600 per night
includes taxes & fees
Exceptional
(13 reviews)
Elv Haus - Private Creekside Retreat - Pets+Htub
Breckenridge
S$10,386
for 7 nights, 1 home
S$1,484 per night
includes taxes & fees
Exceptional
(16 reviews)
Breck Haven - ENTIRE MOUNTAIN SANCTUARY
Breckenridge
S$3,595
for 7 nights, 1 home
S$514 per night
includes taxes & fees
Exceptional
(39 reviews)
Mountain Retreat Townhome, Walking distance to lifts/town, Private hot tub
Breckenridge
S$8,256
for 7 nights, 1 home
S$1,179 per night
includes taxes & fees
Exceptional
(152 reviews)
Luxury House near Peak 8 - 4BR + 3.5 Bath W/ Private Hot Tub - .5 Mile From Lift
Breckenridge
S$5,241
for 7 nights, 1 home
S$749 per night
includes taxes & fees
Exceptional
(179 reviews)
Stellar Reviews; Best Value in Breckenridge
Breckenridge
S$2,474
for 7 nights, 1 home
S$353 per night
includes taxes & fees
Exceptional
(58 reviews)
Spacious Mountain Getaway backs to National Forest - Sleeps 10!
Breckenridge
S$3,971
for 7 nights, 1 home
S$567 per night
includes taxes & fees
Exceptional
(115 reviews)
Luxury Ski In, Gondola Out Mountain Thunder retreat. Perfect location in Breck
Breckenridge
S$6,255
for 7 nights, 1 home
S$894 per night
includes taxes & fees
Exceptional
(233 reviews)
Luxury Mountain Thunder Ski-In/ski-Gondola out, walk to town, 1400 sqft townhome
Breckenridge
S$5,922
for 7 nights, 1 home
S$846 per night
includes taxes & fees
Exceptional
(122 reviews)
Private Hot Tub, Ski-In/Out, Winter Shuttle, Trails, Views -- Slopeside Retreat
Breckenridge
S$5,028
for 7 nights, 1 home
S$718 per night
includes taxes & fees
Exceptional
(178 reviews)
Ski in 3 BR + Loft / 2 BA Directly on 4 O'Clock Ski Run
Breckenridge
S$4,130
for 7 nights, 1 apartment
S$590 per night
includes taxes & fees
Exceptional
(34 reviews)
Ski-in/Ski-out, King Bed, A/C, Newly Remodeled, Hot Tubs/Pool, BOOK NOW!
Breckenridge
S$3,068
for 7 nights, 1 apartment
S$438 per night
includes taxes & fees
Exceptional
(149 reviews)
Spectacular Views/ Ski-in & Out, In-town/ King Bed
Breckenridge
S$4,569
for 7 nights, 1 apartment
S$653 per night
includes taxes & fees
Exceptional
(7 reviews)
Main Street Condo, 3 Bedrooms, Mountain Views, Sleeps 9
Breckenridge
S$4,503
for 7 nights, 1 apartment
S$643 per night
includes taxes & fees
Exceptional
(206 reviews)
FALL SALE- Blissfully Convenient Condo- Walk to Main Street!
Breckenridge
S$4,007
for 7 nights, 1 apartment
S$572 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
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Find the best place to stay - The Highlands
Huge Luxury Mountain Home w/ Indoor Sport Court & private Hot Tub
Sleeps 8 · 4 bedrooms · 3+ bathrooms
Highlands Vista | VIP Shuttle Service | Hot Tub!
Sleeps 12 · 4 bedrooms · 3+ bathrooms
Mountain retreat overlooking Breck Golf Course with hot tub, free WiFi, & W/D
Sleeps 10 · 4 bedrooms · 4+ bathrooms
Iron Eagle Landing: Private Home on Golf Course, Hot Tub, Firepit, Pool Table
Sleeps 12 · 5 bedrooms · 4+ bathrooms
Luxury Home. Upscale Neighborhood. PrivateHot Tub.
Sleeps 10 · 4 bedrooms · 3+ bathrooms
Gorgeous House in Prestigious Highland Park
Sleeps 12 · 5 bedrooms · 4+ bathrooms
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in The Highlands?
Houses are the most popular kind of holiday rental in The Highlands, according to our data. Even if you've got a different idea in mind, Vrbo has holiday homes in many shapes and sizes. Compare our options to find your ideal fit.
How much does it cost to rent a holiday rental in The Highlands?
A range of factors influence what you'll pay for a holiday rental in The Highlands, including the season, length of stay and type of property. Still, all our holiday 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 holiday rentals in The Highlands?
There are, yes. You can choose from 160 holiday 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 holiday 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 holiday 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 holidaying with family, your besties or even pets, Vrbo holiday homes provide the best amenities for fun and relaxation with the people that matter most.
Are there large group holiday rentals in The Highlands?
The Highlands has 96 holiday 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 holiday rentals in The Highlands that welcome kids?
The Highlands has 158 family-friendly holiday 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 holiday rentals in The Highlands?
You can choose from 13 one-bedroom rentals in The Highlands. Whether you're on the lookout for a cosy 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 holiday rentals in The Highlands?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the 12 two-bedroom holiday rentals The Highlands has to offer.
Are there holiday rentals with WiFi in The Highlands?
Choose from 41 holiday 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 holiday rentals with air conditioning in The Highlands?
Pick your travel dates and then use our filters to look for holiday 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 holiday rental in The Highlands?
The age limit can vary across properties on Vrbo, so check the rules of the holiday rental in The Highlands you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in The Highlands for?
The amount of time you can rent a The Highlands holiday 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 holiday homes might also offer weekly or monthly discounts, so you can stay longer for less money.