Holiday rentals near Hessie Trailhead
We found 3,058 holiday rentals — enter your dates for availability
If you'd like to stay close to Hessie Trailhead, scroll through and discover private holiday rentals to find the perfect one for your trip. 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 cable TV and a washer and dryer. 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 - Hessie Trailhead
Showing deals for:19 Sept - 26 Sept
Image gallery for Stunning Private Lodge with Great Views!
1010 out of 10 rating
Exceptional
(78 reviews)
Stunning Private Lodge with Great Views!
Tabernash, CO
8% off
Price is NZ$6,459
NZ$6,459
NZ$923 per night
includes taxes & fees
Image gallery for 4BR Mountain Escape Family Friendly, Sleeps 10
9.69.6 out of 10 rating
Exceptional
(8 reviews)
4BR Mountain Escape Family Friendly, Sleeps 10
Winter Park, Colorado
7% off
Price is NZ$3,597
NZ$3,597
NZ$514 per night
includes taxes & fees
Image gallery for Colorado's Coolest Ski In/Out Home - World Class Mtn. Biking, Hiking & Fishing
1010 out of 10 rating
Exceptional
(64 reviews)
Colorado's Coolest Ski In/Out Home - World Class Mtn. Biking, Hiking & Fishing
Tabernash, CO
8% off
Price is NZ$9,107
NZ$9,107
NZ$1,301 per night
includes taxes & fees
Image gallery for Rustic Luxury-Cozy Cabin-Amazing Views!!
1010 out of 10 rating
Exceptional
(13 reviews)
Rustic Luxury-Cozy Cabin-Amazing Views!!
Granby, CO
8% off
Price is NZ$9,010
NZ$9,010
NZ$1,287 per night
includes taxes & fees
Image gallery for Winter Park Ski in/out XXL ZML condo w/ views of ski hill, gondola, base, river
1010 out of 10 rating
Exceptional
(30 reviews)
Winter Park Ski in/out XXL ZML condo w/ views of ski hill, gondola, base, river
Winter Park, CO
8% off
Price is NZ$4,855
NZ$4,855
NZ$694 per night
includes taxes & fees
Image gallery for Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake
1010 out of 10 rating
Exceptional
(72 reviews)
Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake
Tabernash, CO
8% off
Price is NZ$5,851
NZ$5,851
NZ$836 per night
includes taxes & fees
Image gallery for Base Camp-Play hard then rest extravagantly! Ski in/out 4 BR-secluded-Jane Creek
1010 out of 10 rating
Exceptional
(113 reviews)
Base Camp-Play hard then rest extravagantly! Ski in/out 4 BR-secluded-Jane Creek
Winter Park, CO
7% off
Price is NZ$13,291
NZ$13,291
NZ$1,899 per night
includes taxes & fees
Image gallery for 1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.
1010 out of 10 rating
Exceptional
(48 reviews)
1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.
Winter Park, CO
7% off
Price is NZ$2,389
NZ$2,389
NZ$341 per night
includes taxes & fees
Image gallery for Creekside Escape • Wildflower Cabins CO
1010 out of 10 rating
Exceptional
(196 reviews)
Creekside Escape • Wildflower Cabins CO
Black Hawk, CO
8% off
Price is NZ$6,186
NZ$6,186
NZ$884 per night
includes taxes & fees
Image gallery for Bike/Hike/Golf/Fish/Beautiful Mountain Views 3BR/3BA
1010 out of 10 rating
Exceptional
(100 reviews)
Bike/Hike/Golf/Fish/Beautiful Mountain Views 3BR/3BA
Granby, CO
7% off
Price is NZ$4,282
NZ$4,282
NZ$612 per night
includes taxes & fees
Image gallery for Amazing Views, Family-Friendly 4 Bdrm Boulder Townhome Open Space, 10mns Dntown!
1010 out of 10 rating
Exceptional
(7 reviews)
Amazing Views, Family-Friendly 4 Bdrm Boulder Townhome Open Space, 10mns Dntown!
Boulder, CO
8% off
Price is NZ$6,864
NZ$6,864
NZ$981 per night
includes taxes & fees
Image gallery for Best downtown location, rooftop deck w private hot tub! 1/2 block to ski shuttle
1010 out of 10 rating
Exceptional
(56 reviews)
Best downtown location, rooftop deck w private hot tub! 1/2 block to ski shuttle
Winter Park, CO
7% off
Price is NZ$8,542
NZ$8,542
NZ$1,220 per night
includes taxes & fees
Image gallery for Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4
Winter Park, CO
8% off
Price is NZ$4,774
NZ$4,774
NZ$682 per night
includes taxes & fees
Image gallery for Incredible Slope Side Mountain Home with year round activities
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Incredible Slope Side Mountain Home with year round activities
Granby, CO
7% off
Price is NZ$5,320
NZ$5,320
NZ$760 per night
includes taxes & fees
Image gallery for Ski in/out awesome 5 bedroom family rental near top of ski lift.
1010 out of 10 rating
Exceptional
(82 reviews)
Ski in/out awesome 5 bedroom family rental near top of ski lift.
Granby, CO
8% off
Price is NZ$5,826
NZ$5,826
NZ$832 per night
includes taxes & fees
Image gallery for Arapaho Forest Lodge | Hot Tub, Game Room, Hiking
1010 out of 10 rating
Exceptional
(27 reviews)
Arapaho Forest Lodge | Hot Tub, Game Room, Hiking
Black Hawk, CO
9% off
Price is NZ$6,038
NZ$6,038
NZ$863 per night
includes taxes & fees
Image gallery for Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES
9.89.8 out of 10 rating
Exceptional
(105 reviews)
Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES
Winter Park, CO
8% off
Price is NZ$1,761
NZ$1,761
NZ$252 per night
includes taxes & fees
Image gallery for Mountain Top Home with Breathtaking Panoramic Views
1010 out of 10 rating
Exceptional
(62 reviews)
Mountain Top Home with Breathtaking Panoramic Views
Tabernash, CO
8% off
Price is NZ$4,137
NZ$4,137
NZ$591 per night
includes taxes & fees
Image gallery for Mountain retreat with Pool and Concert Views in downtown Winter Park!
1010 out of 10 rating
Exceptional
(6 reviews)
Mountain retreat with Pool and Concert Views in downtown Winter Park!
Winter Park, CO
7% off
Price is NZ$5,020
NZ$5,020
NZ$717 per night
includes taxes & fees
Image gallery for Winter Park Dream Getaway for Large Families - Hot Tub
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Winter Park Dream Getaway for Large Families - Hot Tub
Fraser, CO
11% off
Price is NZ$4,341
NZ$4,341
NZ$620 per night
includes taxes & fees
Image gallery for Penthouse Studio Ski In-Out- Easy Access Resort amenities Pool Hot Tubs Gym
9.69.6 out of 10 rating
Exceptional
(169 reviews)
Penthouse Studio Ski In-Out- Easy Access Resort amenities Pool Hot Tubs Gym
Winter Park, CO
5% off
Price is NZ$1,996
NZ$1,996
NZ$285 per night
includes taxes & fees
Image gallery for Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
1010 out of 10 rating
Exceptional
(52 reviews)
Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
Winter Park, CO
7% off
Price is NZ$3,618
NZ$3,618
NZ$517 per night
includes taxes & fees
Image gallery for Bright & Spacious Cabin 1-mi from Idaho Springs, on 5 acres + Mountain Views!
1010 out of 10 rating
Exceptional
(21 reviews)
Bright & Spacious Cabin 1-mi from Idaho Springs, on 5 acres + Mountain Views!
Idaho Springs, CO
8% off
Price is NZ$6,469
NZ$6,469
NZ$924 per night
includes taxes & fees
Image gallery for 3-bdrm Dog and Family Friendly w Garage, Office, Lake Loop and MTB Trails
1010 out of 10 rating
Exceptional
(5 reviews)
3-bdrm Dog and Family Friendly w Garage, Office, Lake Loop and MTB Trails
Tabernash, CO
15% off
Price is NZ$3,072
NZ$3,072
NZ$439 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Hessie Trailhead
Showing deals for: 13 Sept - 16 Sept
Zephyr Mountain Lodge
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
659 reviews(659 reviews)
The current price is NZ$1,040
NZ$1,040
for 3 nights, 1 room
NZ$347 per night
includes taxes & fees
Easy stroll to Summer Jazz Festival! Private Hot Tub 4 BR
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
The current price is NZ$2,637
NZ$2,637
for 3 nights, 1 home
NZ$879 per night
includes taxes & fees
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES
Sleeps 10 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
The current price is NZ$1,377
NZ$1,377
for 3 nights, 1 apartment
NZ$459 per night
includes taxes & fees
Big Mountain Home with Breathtaking views; sleeps 16
Sleeps 16 · 6 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is NZ$3,326
NZ$3,326
for 3 nights, 1 home
NZ$1,109 per night
includes taxes & fees
Mountain Retreat with Beautiful Views & Fireplace
Sleeps 3 · 1 bathroom
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
The current price is NZ$979
NZ$979
for 3 nights, 1 apartment
NZ$326 per night
includes taxes & fees
Perfect mountain getaway any time of year!
Sleeps 10 · 4 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
The current price is NZ$2,168
NZ$2,168
for 3 nights, 1 home
NZ$723 per night
includes taxes & fees
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
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