Holiday rentals near Aspen Highlands
We found 3,308 holiday rentals — enter your dates for availability
If you'd like to stay close to Aspen Highlands, scroll through and discover private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, which might include air conditioning and a pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Aspen Highlands
Showing deals for:1 Aug - 8 Aug
Image gallery for Willoughby Way Home with Stunning Aspen Mountain Views
1010 out of 10 rating
Exceptional
(7 reviews)
Willoughby Way Home with Stunning Aspen Mountain Views
Aspen, CO
9% off
Price is NZ$107,419
NZ$107,419
NZ$15,346 per night
includes taxes & fees
Image gallery for SKI-IN-SKI-OUT Chalet. 1 of 2 Houses at the Base of Mt Crested Butte.
1010 out of 10 rating
Exceptional
(21 reviews)
SKI-IN-SKI-OUT Chalet. 1 of 2 Houses at the Base of Mt Crested Butte.
Crested Butte, CO
8% off
Price is NZ$19,487
NZ$19,487
NZ$2,784 per night
includes taxes & fees
Image gallery for Aspen Core! Pool. Hot Tub. Private corner unit. Walk to all. Free taxis in town.
9.89.8 out of 10 rating
Exceptional
(50 reviews)
Aspen Core! Pool. Hot Tub. Private corner unit. Walk to all. Free taxis in town.
Aspen, CO
7% off
Price is NZ$13,376
NZ$13,376
NZ$1,911 per night
includes taxes & fees
Image gallery for Ski in- ski out 3bd 2ba Modern Contemporary At Capitol Peak Base Village
1010 out of 10 rating
Exceptional
(20 reviews)
Ski in- ski out 3bd 2ba Modern Contemporary At Capitol Peak Base Village
Snowmass Village, CO
12% off
Price is NZ$25,865
NZ$25,865
NZ$3,695 per night
includes taxes & fees
Image gallery for Best House In Aspen For ALL SEASONS! Mega Mansion in ideal location!
1010 out of 10 rating
Exceptional
(20 reviews)
Best House In Aspen For ALL SEASONS! Mega Mansion in ideal location!
Aspen, CO
8% off
Price is NZ$61,483
NZ$61,483
NZ$8,783 per night
includes taxes & fees
Image gallery for Great Location at base of Mt! Sleeps 4.
1010 out of 10 rating
Exceptional
(15 reviews)
Great Location at base of Mt! Sleeps 4.
Crested Butte, CO
7% off
Price is NZ$5,845
NZ$5,845
NZ$835 per night
includes taxes & fees
Image gallery for ELECTRIC PASS LODGE UNIT 405 IN SNOWMASS, COLORADO. SKI IN SKI OUT
1010 out of 10 rating
Exceptional
(12 reviews)
ELECTRIC PASS LODGE UNIT 405 IN SNOWMASS, COLORADO. SKI IN SKI OUT
Snowmass Village, CO
8% off
Price is NZ$24,193
NZ$24,193
NZ$3,456 per night
includes taxes & fees
Image gallery for Designer Condo: Amazing Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town/Ski Bus
1010 out of 10 rating
Exceptional
(19 reviews)
Designer Condo: Amazing Views, Hot Tub, 75" & 55" TVs, Sonos, Free Town/Ski Bus
Crested Butte, CO
7% off
Price is NZ$7,344
NZ$7,344
NZ$1,049 per night
includes taxes & fees
Image gallery for Crested Butte Townhome w/ Stunning Mountain Views, 2Workspaces & Hot Tub Access!
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Crested Butte Townhome w/ Stunning Mountain Views, 2Workspaces & Hot Tub Access!
Crested Butte, CO
7% off
Price is NZ$5,157
NZ$5,157
NZ$737 per night
includes taxes & fees
Image gallery for Mt. CB - Great views, Great Space! Easy access to lifts!
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Mt. CB - Great views, Great Space! Easy access to lifts!
Crested Butte, CO
7% off
Price is NZ$5,385
NZ$5,385
NZ$769 per night
includes taxes & fees
Image gallery for New Luxury Two Level 4 Bedroom - 4.5 Bath Condo!
1010 out of 10 rating
Exceptional
(11 reviews)
New Luxury Two Level 4 Bedroom - 4.5 Bath Condo!
Aspen, CO
8% off
Price is NZ$50,585
NZ$50,585
NZ$7,226 per night
includes taxes & fees
Image gallery for Designer Condo #3 Views, Hot Tub, Fireplace, 75" & 55" TVs, Sonos, Town/Ski Bus
1010 out of 10 rating
Exceptional
(7 reviews)
Designer Condo #3 Views, Hot Tub, Fireplace, 75" & 55" TVs, Sonos, Town/Ski Bus
Crested Butte, CO
7% off
Price is NZ$7,344
NZ$7,344
NZ$1,049 per night
includes taxes & fees
Image gallery for WELCOME TO COLORADO SEASONS OF THE SUN! FOUR BEDROOMS & CLOSE TO SKI AREA!
1010 out of 10 rating
Exceptional
(32 reviews)
WELCOME TO COLORADO SEASONS OF THE SUN! FOUR BEDROOMS & CLOSE TO SKI AREA!
Crested Butte, CO
11% off
Price is NZ$5,015
NZ$5,015
NZ$716 per night
includes taxes & fees
Image gallery for Classic Chalet on free shuttle route-fireplace, hot tub and sauna. 5 Bedrooms
1010 out of 10 rating
Exceptional
(10 reviews)
Classic Chalet on free shuttle route-fireplace, hot tub and sauna. 5 Bedrooms
Snowmass Village, CO
8% off
Price is NZ$16,157
NZ$16,157
NZ$2,308 per night
includes taxes & fees
Image gallery for Unique 2/2 condo in the Aspen Core - walk downtown!
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Unique 2/2 condo in the Aspen Core - walk downtown!
Aspen, CO
13% off
Price is NZ$11,044
NZ$11,044
NZ$1,578 per night
includes taxes & fees
Image gallery for Killer Views -&- Highest Reviews -&- Great Value -&- 6 Min to Ski hill
1010 out of 10 rating
Exceptional
(97 reviews)
Killer Views -&- Highest Reviews -&- Great Value -&- 6 Min to Ski hill
Snowmass Village, CO
8% off
Price is NZ$12,431
NZ$12,431
NZ$1,776 per night
includes taxes & fees
Image gallery for Top Floor Timbers Condo in Mt. Crested Butte
9.89.8 out of 10 rating
Exceptional
(175 reviews)
Top Floor Timbers Condo in Mt. Crested Butte
Crested Butte, CO
7% off
Price is NZ$3,650
NZ$3,650
NZ$521 per night
includes taxes & fees
Image gallery for Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna
1010 out of 10 rating
Exceptional
(27 reviews)
Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna
Snowmass Village, CO
8% off
Price is NZ$7,398
NZ$7,398
NZ$1,057 per night
includes taxes & fees
Image gallery for Oakley's Majestic Aspen/Snowmass Ski In/Out Home- Year Round
1010 out of 10 rating
Exceptional
(71 reviews)
Oakley's Majestic Aspen/Snowmass Ski In/Out Home- Year Round
Snowmass Village, CO
7% off
Price is NZ$13,640
NZ$13,640
NZ$1,949 per night
includes taxes & fees
Image gallery for A stylish and comfortable townhome moments from outdoor adventures
1010 out of 10 rating
Exceptional
(8 reviews)
A stylish and comfortable townhome moments from outdoor adventures
Crested Butte, CO
7% off
Price is NZ$4,456
NZ$4,456
NZ$637 per night
includes taxes & fees
Image gallery for Best Location Condo at Main Chair Lift on Mt. Crested Butte
9.89.8 out of 10 rating
Exceptional
(60 reviews)
Best Location Condo at Main Chair Lift on Mt. Crested Butte
Crested Butte, CO
10% off
Price is NZ$2,491
NZ$2,491
NZ$356 per night
includes taxes & fees
Image gallery for Mountain Modern- NEW- Wildflowers, backs up to Snodgrass Trail & VIEWS of Mt CB
1010 out of 10 rating
Exceptional
(7 reviews)
Mountain Modern- NEW- Wildflowers, backs up to Snodgrass Trail & VIEWS of Mt CB
Crested Butte, CO
8% off
Price is NZ$4,672
NZ$4,672
NZ$667 per night
includes taxes & fees
Image gallery for Modern Luxury Condo In Snowmass Village
1010 out of 10 rating
Exceptional
(16 reviews)
Modern Luxury Condo In Snowmass Village
Snowmass Village, CO
6% off
Price is NZ$9,065
NZ$9,065
NZ$1,295 per night
includes taxes & fees
Image gallery for Cozy Grand Lodge Studio - Hot Tub, Pool, Pets OK
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Cozy Grand Lodge Studio - Hot Tub, Pool, Pets OK
Crested Butte, Colorado
11% off
Price is NZ$2,358
NZ$2,358
NZ$337 per night
includes taxes & fees
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Find properties near top attractions in Aspen Highlands
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Find the best place to stay - Aspen Highlands
700 ft to lift - creek & Mountain Views WiFi, 4 decks 4 indoor 2 out fireplaces
Sleeps 8 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The Ritz-Carlton Club, Aspen Highlands (2 Bedroom)
Sleeps 6 · 2 bedrooms · 2 bathrooms
Ritz Carlton Club - Ski in/Out-*Best Prices* (All Dates Avail)
Sleeps 8 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
The Gant
Sleeps 7 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
876 reviews(876 reviews)
Deluxe, Ski-in/Ski-out, 4 Bedroom Stonebridge Condo 645
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Spacious Multi-Level Townhome in Mountain View with Gas Fireplace, Grill, Parking, & Large Patio!
Sleeps 8 · 4 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
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