Holiday rentals near Aspen Highlands
We found 3,334 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:18 Jul - 25 Jul
Image gallery for Expansive Aspen Core Condo.Unobstructed views of Aspen Mountain and Red Mountain
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Expansive Aspen Core Condo.Unobstructed views of Aspen Mountain and Red Mountain
Aspen, CO
8% off
Price is NZ$9,321
NZ$9,321
NZ$1,332 per night
includes taxes & fees
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
8% off
Price is NZ$122,270
NZ$122,270
NZ$17,467 per night
includes taxes & fees
Image gallery for Ski In/Out on resort in Prospect Development-Oversized Hot Tub & Trampoline
1010 out of 10 rating
Exceptional
(33 reviews)
Ski In/Out on resort in Prospect Development-Oversized Hot Tub & Trampoline
Crested Butte, CO
8% off
Price is NZ$48,566
NZ$48,566
NZ$6,938 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$13,633
NZ$13,633
NZ$1,948 per night
includes taxes & fees
Image gallery for Pet Friendly & Luxurious 3 bedroom Aspen Condo
1010 out of 10 rating
Exceptional
(45 reviews)
Pet Friendly & Luxurious 3 bedroom Aspen Condo
Aspen, CO
15% off
Price is NZ$26,040
NZ$26,040
NZ$3,720 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
8% off
Price is NZ$6,828
NZ$6,828
NZ$975 per night
includes taxes & fees
Image gallery for Bright Aspen 3 Bedroom Vaulted Ceilings with Views
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Bright Aspen 3 Bedroom Vaulted Ceilings with Views
Aspen, CO
8% off
Price is NZ$29,356
NZ$29,356
NZ$4,194 per night
includes taxes & fees
Image gallery for Downtown Aspen Studio - walk to everything!
1010 out of 10 rating
Exceptional
(98 reviews)
Downtown Aspen Studio - walk to everything!
Aspen, CO
7% off
Price is NZ$9,570
NZ$9,570
NZ$1,367 per night
includes taxes & fees
Image gallery for Newly remodeled 2 Bedroom Chateau in the heart of Aspen
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Newly remodeled 2 Bedroom Chateau in the heart of Aspen
Aspen, CO
7% off
Price is NZ$19,633
NZ$19,633
NZ$2,805 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
(26 reviews)
Unique 2/2 condo in the Aspen Core - walk downtown!
Aspen, CO
12% off
Price is NZ$11,271
NZ$11,271
NZ$1,610 per night
includes taxes & fees
Image gallery for 🏔️Ski Access~Hot Tub~Studio Premier 207🏔️
1010 out of 10 rating
Exceptional
(5 reviews)
🏔️Ski Access~Hot Tub~Studio Premier 207🏔️
Snowmass Village, CO
8% off
Price is NZ$3,985
NZ$3,985
NZ$569 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$14,851
NZ$14,851
NZ$2,122 per night
includes taxes & fees
Image gallery for Sweet Studio Condo Steps from the Slope and bus line.
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Sweet Studio Condo Steps from the Slope and bus line.
Snowmass Village, CO
8% off
Price is NZ$4,484
NZ$4,484
NZ$641 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$8,297
NZ$8,297
NZ$1,185 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$4,719
NZ$4,719
NZ$674 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
(16 reviews)
Cozy Grand Lodge Studio - Hot Tub, Pool, Pets OK
Crested Butte, Colorado
11% off
Price is NZ$3,900
NZ$3,900
NZ$557 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$9,156
NZ$9,156
NZ$1,308 per night
includes taxes & fees
Image gallery for Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!
1010 out of 10 rating
Exceptional
(36 reviews)
Stunning & Modern Family-Friendly Slopeside Retreat in the Heart of Snowmass!
Snowmass Village, CO
8% off
Price is NZ$7,636
NZ$7,636
NZ$1,091 per night
includes taxes & fees
Image gallery for BEST RATES IN ASPEN, BASALT VALLEY, INQUIRE FOR LAST MINUTE DISCOUNTS
9.89.8 out of 10 rating
Exceptional
(28 reviews)
BEST RATES IN ASPEN, BASALT VALLEY, INQUIRE FOR LAST MINUTE DISCOUNTS
Basalt, CO
8% off
Price is NZ$6,551
NZ$6,551
NZ$936 per night
includes taxes & fees
Image gallery for Mt. Crested Butte first-floor condo - Pool & Hot Tub - Walk or bus to ski base
1010 out of 10 rating
Exceptional
(18 reviews)
Mt. Crested Butte first-floor condo - Pool & Hot Tub - Walk or bus to ski base
Crested Butte, CO
7% off
Price is NZ$7,007
NZ$7,007
NZ$1,001 per night
includes taxes & fees
Image gallery for Newly Remodeled Ski-In, Ski-Out To Lift About 100 Yards From Unit.
9.89.8 out of 10 rating
Exceptional
(100 reviews)
Newly Remodeled Ski-In, Ski-Out To Lift About 100 Yards From Unit.
Snowmass Village, CO
8% off
Price is NZ$14,345
NZ$14,345
NZ$2,049 per night
includes taxes & fees
Image gallery for 5 Star Reviews! Exquisite Mountain View! UPDATED TV's & Wifi!
1010 out of 10 rating
Exceptional
(88 reviews)
5 Star Reviews! Exquisite Mountain View! UPDATED TV's & Wifi!
Crested Butte, CO
7% off
Price is NZ$5,581
NZ$5,581
NZ$797 per night
includes taxes & fees
Image gallery for 🏔️Slopeside~Hot Tub~Top Floor~Studio Premier 412🏔️
9.89.8 out of 10 rating
Exceptional
(6 reviews)
🏔️Slopeside~Hot Tub~Top Floor~Studio Premier 412🏔️
Snowmass Village, CO
8% off
Price is NZ$3,985
NZ$3,985
NZ$569 per night
includes taxes & fees
Image gallery for 🏔️New Remodel~Ski Access~Hot Tub~Top Floor~Studio Premier 211🏔️
9.89.8 out of 10 rating
Exceptional
(28 reviews)
🏔️New Remodel~Ski Access~Hot Tub~Top Floor~Studio Premier 211🏔️
Snowmass Village, CO
8% off
Price is NZ$4,412
NZ$4,412
NZ$630 per night
includes taxes & fees
Find spaces that suit your style
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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
The Gant
Sleeps 7 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
876 reviews(876 reviews)
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)
Laurelwood Condominiums
Sleeps 4 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
1,335 reviews(1,335 reviews)
Renovated 3 br 3 bath Condo at Aspen Highlands, 2min to skiing, deck over creek
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
44 reviews(44 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