
Holiday rentals near Aspen Highlands
We found 3,368 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:31 Oct - 7 Nov
Image gallery for Location! Fresh, Modern, Central Hideaway

1010 out of 10 rating
Exceptional
(8 reviews)
Location! Fresh, Modern, Central Hideaway
Aspen, CO
11% off
Price is NZ$11,218
NZ$11,218
NZ$1,603 per night
includes taxes & fees
Image gallery for On resort in Prospect Development-Summer Oasis w/ Trampoline. Winter Ski In/Out

1010 out of 10 rating
Exceptional
(34 reviews)
On resort in Prospect Development-Summer Oasis w/ Trampoline. Winter Ski In/Out
Crested Butte, CO
7% off
Price is NZ$22,966
NZ$22,966
NZ$3,281 per night
includes taxes & fees
Image gallery for Aspen Riverhouse-Riverfront Family Vacation

1010 out of 10 rating
Exceptional
(70 reviews)
Aspen Riverhouse-Riverfront Family Vacation
Aspen, CO
9% off
Price is NZ$14,567
NZ$14,567
NZ$2,081 per night
includes taxes & fees
Image gallery for Great location, Gorgeous View- Renovated- New Rental

1010 out of 10 rating
Exceptional
(9 reviews)
Great location, Gorgeous View- Renovated- New Rental
Snowmass Village, CO
7% off
Price is NZ$5,084
NZ$5,084
NZ$726 per night
includes taxes & fees
Image gallery for YULE CREEK LODGE-Quintessential Mountain Cabin on 53 Private Acres

1010 out of 10 rating
Exceptional
(122 reviews)
YULE CREEK LODGE-Quintessential Mountain Cabin on 53 Private Acres
Carbondale, CO
8% off
Price is NZ$3,795
NZ$3,795
NZ$542 per night
includes taxes & fees
Image gallery for Newhard Chalet-Great for Groups Families/Friends Going to Races, Fests, Weddings

1010 out of 10 rating
Exceptional
(136 reviews)
Newhard Chalet-Great for Groups Families/Friends Going to Races, Fests, Weddings
Snowmass Village, CO
12% off
Price is NZ$10,060
NZ$10,060
NZ$1,437 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$47,644
NZ$47,644
NZ$6,806 per night
includes taxes & fees
Image gallery for Suite 153 at Perfect Location w Pool & Hot Tub

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Suite 153 at Perfect Location w Pool & Hot Tub
Crested Butte, Colorado
11% off
Price is NZ$1,861
NZ$1,861
NZ$266 per night
includes taxes & fees
Image gallery for Luxurious Riverfront Cabin on the Frying Pan River - 1 block to Basalt

1010 out of 10 rating
Exceptional
(90 reviews)
Luxurious Riverfront Cabin on the Frying Pan River - 1 block to Basalt
Basalt, CO
8% off
Price is NZ$6,320
NZ$6,320
NZ$903 per night
includes taxes & fees
Image gallery for Modern Seven Castles Basalt Home

1010 out of 10 rating
Exceptional
(20 reviews)
Modern Seven Castles Basalt Home
Basalt, CO
8% off
Price is NZ$7,130
NZ$7,130
NZ$1,019 per night
includes taxes & fees
Image gallery for Ski In/Out Home, Game Room, Incredible views from the slopes! BBQ Grill/Jacuzzi!

1010 out of 10 rating
Exceptional
(71 reviews)
Ski In/Out Home, Game Room, Incredible views from the slopes! BBQ Grill/Jacuzzi!
Snowmass Village, CO
7% off
Price is NZ$10,766
NZ$10,766
NZ$1,538 per night
includes taxes & fees
Image gallery for 279-281 Base area 2 room 2 bath unit sleeps 6 Mt. Crested Butte

9.29.2 out of 10 rating
Wonderful
(26 reviews)
279-281 Base area 2 room 2 bath unit sleeps 6 Mt. Crested Butte
Crested Butte, CO
6% off
Price is NZ$6,671
NZ$6,671
NZ$953 per night
includes taxes & fees
Image gallery for PET Friendly, SLOPE-Side, Sleeps 4, Kitchen & POOL

9.49.4 out of 10 rating
Exceptional
(6 reviews)
PET Friendly, SLOPE-Side, Sleeps 4, Kitchen & POOL
Crested Butte, CO
5% off
Price is NZ$2,124
NZ$2,124
NZ$303 per night
includes taxes & fees
Image gallery for Studio at Grand Lodge, Hot Tub, Pool, Pet Friendly

8.08.0 out of 10 rating
Very good
(6 reviews)
Studio at Grand Lodge, Hot Tub, Pool, Pet Friendly
Crested Butte, Colorado
11% off
Price is NZ$1,909
NZ$1,909
NZ$273 per night
includes taxes & fees
Image gallery for Modern, MTN Retreat w/ Fireplace, Pool, Hot Tub, Steps to Snowmass Base Village

1010 out of 10 rating
Exceptional
(11 reviews)
Modern, MTN Retreat w/ Fireplace, Pool, Hot Tub, Steps to Snowmass Base Village
Snowmass Village, CO
8% off
Price is NZ$4,420
NZ$4,420
NZ$631 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
7% off
Price is NZ$4,775
NZ$4,775
NZ$682 per night
includes taxes & fees
Image gallery for Don't Miss Late Summer & Fall! Stay 3 nights, Get 15% off!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Don't Miss Late Summer & Fall! Stay 3 nights, Get 15% off!
Snowmass Village, CO
6% off
Price is NZ$4,966
NZ$4,966
NZ$709 per night
includes taxes & fees
Image gallery for Charming, Classy, Ski-in Condo in Superior Location!

1010 out of 10 rating
Exceptional
(107 reviews)
Charming, Classy, Ski-in Condo in Superior Location!
Snowmass Village, CO
7% off
Price is NZ$2,937
NZ$2,937
NZ$420 per night
includes taxes & fees
Image gallery for Ski-Accessible-during main season-Condo In Snowmass Village, CO - with Hot Tub!

9.69.6 out of 10 rating
Exceptional
(72 reviews)
Ski-Accessible-during main season-Condo In Snowmass Village, CO - with Hot Tub!
Snowmass Village, CO
8% off
Price is NZ$6,667
NZ$6,667
NZ$952 per night
includes taxes & fees
Image gallery for Updated, Modern Mountain Condo w/ Fireplace, Pool, Hot Tub, Walk to Base Village

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Updated, Modern Mountain Condo w/ Fireplace, Pool, Hot Tub, Walk to Base Village
Snowmass Village, CO
7% off
Price is NZ$4,643
NZ$4,643
NZ$663 per night
includes taxes & fees
Image gallery for Snowmass Mountain Views! Large Kitchen & Living Area, 2 Balconies, Parking, Pool & Outdoor Hot Tub

1010 out of 10 rating
Exceptional
(48 reviews)
Snowmass Mountain Views! Large Kitchen & Living Area, 2 Balconies, Parking, Pool & Outdoor Hot Tub
Snowmass Village, CO
5% off
Price is NZ$9,231
NZ$9,231
NZ$1,319 per night
includes taxes & fees
Image gallery for Aspen Core Luxe Getaway with Gondola Views

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Aspen Core Luxe Getaway with Gondola Views
Aspen, CO
8% off
Price is NZ$40,451
NZ$40,451
NZ$5,779 per night
includes taxes & fees
Image gallery for Don't Miss Late Summer & Fall! Stay 3 nights, Get 15% off!

9.89.8 out of 10 rating
Exceptional
(89 reviews)
Don't Miss Late Summer & Fall! Stay 3 nights, Get 15% off!
Snowmass Village, CO
5% off
Price is NZ$5,532
NZ$5,532
NZ$790 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$22,859
NZ$22,859
NZ$3,266 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
Best House In Aspen For ALL SEASONS! Mega Mansion in ideal location!
Sleeps 11 · 5 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Ritz Carlton Club - Ski in/Out-*Best Prices* (All Dates Avail)
Sleeps 8 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Luxurious three bedroom, Ritz Carlton, Aspen Highlands. Ski-In/Ski-Out Retreat!
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Ritz Carlton Club best price ski ski Aspen Highlands
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Victorian House in the Core of Aspen. Short Walk To Gondola
Sleeps 28 · 13 bedrooms · 13+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Stunning View Red Mtn Property 2 Min From Town
Sleeps 12 · 7 bedrooms · 6+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 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